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[ CAS No. 520-33-2 ] {[proInfo.proName]}

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Chemical Structure| 520-33-2

Chemical Structure| 520-33-2

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Quality Control of [ 520-33-2 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 520-33-2 ]

Product Citations

Product Details of [ 520-33-2 ]

CAS No. :	520-33-2	MDL No. :	MFCD00075646
Formula :	C₁₆H₁₄O₆	Boiling Point :	-
Linear Structure Formula :	C₉H₇O₄C₆H₅O₂CH₂	InChI Key :	AIONOLUJZLIMTK-AWEZNQCLSA-N
M.W :	302.28	Pubchem ID :	72281
Synonyms :	NSC 57654;(–)-3',5,7-Trihydroxy-4'-methoxyflavanone;Prestwick_908;YSO2;Hesperin;Hesperitin;(S)-Hesperetin;(–)-Hesperetin	Chemical Name :	(S)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one

Calculated chemistry of [ 520-33-2 ] Expand+

Physicochemical Properties

Num. heavy atoms :	22
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.19
Num. rotatable bonds :	2
Num. H-bond acceptors :	6.0
Num. H-bond donors :	3.0
Molar Refractivity :	78.06
TPSA :	96.22 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-6.3 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.24
Log Po/w (XLOGP3) :	2.6
Log Po/w (WLOGP) :	2.19
Log Po/w (MLOGP) :	0.41
Log Po/w (SILICOS-IT) :	2.08
Consensus Log Po/w :	1.91

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.62
Solubility :	0.0719 mg/ml ; 0.000238 mol/l
Class :	Soluble
Log S (Ali) :	-4.27
Solubility :	0.0162 mg/ml ; 0.0000537 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-3.53
Solubility :	0.0884 mg/ml ; 0.000292 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.22

Safety of [ 520-33-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313	UN#:	N/A
Hazard Statements:	H315-H319	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 520-33-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 520-33-2 ]
Downstream synthetic route of [ 520-33-2 ]

[ 520-33-2 ] Synthesis Path-Upstream 1~2

1
[ 520-33-2 ]
[ 1268140-15-3 ]

Reference： [1] Synthesis, 2012, vol. 44, # 9, p. 1308 - 1314

2
[ 358-72-5 ]
[ 520-33-2 ]
[ 1268140-15-3 ]

Reference： [1] Advanced Synthesis and Catalysis, 2013, vol. 355, # 9, p. 1817 - 1828

[ 520-33-2 ] Synthesis Path-Downstream 1~10

1
[ 520-26-3 ]
[ 520-33-2 ]
[ 520-33-2 ]

Reference： [1]Journal of the Chemical Society,1956,p. 632,634
[2]Journal of the Chemical Society,1956,p. 632,634
[3]Nippon Kagaku Zasshi,1958,vol. 79,p. 709,717
Chemisches Zentralblatt,1959,vol. 130,p. 6808

2
[ 520-26-3 ]
[ 2280-44-6 ]
[ 73-34-7 ]
hesperetin 7‐O‐β‐D‐glucopyranoside [ No CAS ]
[ 520-33-2 ]

Reference： [1]Carbohydrate Research,2000,vol. 328,p. 141 - 146

3
[ 520-26-3 ]
[ 520-33-2 ]
3′,5,7,8-tetrahydroxy-4′-methoxyflavanone [ No CAS ]

Reference： [1]Bioscience, Biotechnology and Biochemistry,2003,vol. 67,p. 1443 - 1450

4
[ 520-26-3 ]
hesperetin-7-glucoside [ No CAS ]
[ 520-33-2 ]

Yield	Reaction Conditions	Operation in experiment
	L. acidophilus NCC 3010 crude extract; for 4 - 8h;pH 4 - 6;Enzymatic reaction;Product distribution / selectivity;	Cleavage of <strong>[520-26-3]hesperidin</strong> by bacterial crude extracts in vitro To test if the bacterial alpha-rhamnosidases can recognise and cleave <strong>[520-26-3]hesperidin</strong> as a substrate, the crude extracts of the cells grown in the presence of rhamnose are incubated with <strong>[520-26-3]hesperidin</strong> at pH 4 and pH 6 for 4 hours and 8 hours and the analysis is done by HPLC. The results are presented in the table below as a percentage of <strong>[520-26-3]hesperidin</strong> or its derivatives based on the total <strong>[520-26-3]hesperidin</strong> amounts at the beginning of the reaction (0.08mg/mL). The tests were performed with 0.08 mg <strong>[520-26-3]hesperidin</strong>/mL, which is an approximate concentration of <strong>[520-26-3]hesperidin</strong> aimed for the final product and crude extracts of 3x109 bacteria/mL. The results show that the two strains have both alpha-rhamnosidase and beta-glucosidase activity and as a consequence cleave <strong>[520-26-3]hesperidin</strong> into hesperetin-7-glucoside and aglycone to different extents, depending on the reaction conditions. The results suggest that bacteria can be used for partial <strong>[520-26-3]hesperidin</strong> transformation into hesperetin-7-glucoside and aglycone in situ.
	L. plantarum NCC 1313 crude extract; for 4 - 8h;pH 4 - 6;Enzymatic reaction;Product distribution / selectivity;	Cleavage of <strong>[520-26-3]hesperidin</strong> by bacterial crude extracts in vitro To test if the bacterial alpha-rhamnosidases can recognise and cleave <strong>[520-26-3]hesperidin</strong> as a substrate, the crude extracts of the cells grown in the presence of rhamnose are incubated with <strong>[520-26-3]hesperidin</strong> at pH 4 and pH 6 for 4 hours and 8 hours and the analysis is done by HPLC. The results are presented in the table below as a percentage of <strong>[520-26-3]hesperidin</strong> or its derivatives based on the total <strong>[520-26-3]hesperidin</strong> amounts at the beginning of the reaction (0.08mg/mL). The tests were performed with 0.08 mg <strong>[520-26-3]hesperidin</strong>/mL, which is an approximate concentration of <strong>[520-26-3]hesperidin</strong> aimed for the final product and crude extracts of 3x109 bacteria/mL. The results show that the two strains have both alpha-rhamnosidase and beta-glucosidase activity and as a consequence cleave <strong>[520-26-3]hesperidin</strong> into hesperetin-7-glucoside and aglycone to different extents, depending on the reaction conditions. The results suggest that bacteria can be used for partial <strong>[520-26-3]hesperidin</strong> transformation into hesperetin-7-glucoside and aglycone in situ.

Reference： [1]Patent: EP1891967,2008,A1 .Location in patent: Page/Page column 6; 7
[2]Patent: EP1891967,2008,A1 .Location in patent: Page/Page column 6; 7

5
[ 161713-86-6 ]
[ 520-26-3 ]
[ 520-33-2 ]

Reference： [1]Bioscience, Biotechnology and Biochemistry,2006,vol. 70,p. 1386 - 1394

6
concentrated H₂ SO₄ [ No CAS ]
[ 520-26-3 ]
[ 520-33-2 ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; water;	B. <strong>[520-26-3]Hesperidin</strong> (10 kg) is charged to the 500 liter stirred reactor under nitrogen along with 150 liters of absolute methanol and 10 kg of concentrated H2 SO4. The mixture is stirred at reflux for 5 hours. Then, 50 liters of methanol are taken off overhead over 3 hours. The 100 liters of product is then gradually fed over 2 hours to 400 liters of vigorously stirred boiling 95-100 C. water under nitrogen. The hesperetin precipitates. The water is cooled and the solid hesperetin is recovered in 85+% yield from the water by filtration. After water rinsing thrice, the hesperetin is dried. Analysis indicates that it is 97%+ pure.

Reference： [1]Patent: US4150038,1979,A

7
[ 520-26-3 ]
[ 520-33-2 ]

Yield	Reaction Conditions	Operation in experiment
87%	With sulfuric acid; In ethanol; for 8h;Reflux;	Weigh <strong>[520-26-3]hesperidin</strong> (72g, about 0.12mol) into a 1000mL round-bottomed flask, add 720mL of 10% concentrated sulfuric acid ethanol solution, place in an oil bath and stir well, and heat to reflux. After 8 hours of reaction, after cooling, pour Into ice water, a solid precipitated, left to stand, suction filtered, and dried.The crude product was heated and dissolved with ethanol, and the activated carbon was decolorized and filtered.The filtrate was recovered under reduced pressure. The solid was recrystallized from ethanol and dichloromethane.A white solid was precipitated, suction filtered, and dried to obtain a hesperetin powder (31.5 g) in a yield of 87%.
87%	With sulfuric acid; In ethanol; at 80℃; for 8h;	To a solution of ethanol (640 mL) and 98% H2SO4 (80 mL) was added <strong>[520-26-3]hesperidin</strong> (72 g, 0.12 mol),the suspension was heated at 80 C for 8 h. The reaction mixture was allowed to cool to roomtemperature, then poured into ice water (2 L). The precipitate was filtered, washed with water anddried. The mixture was dissolved in ethanol and heated to reflux for 1 h, heating was stopped andactivated charcoal was added to the solution for 15 min. The solution was filtered and washed withhot ethanol. The ethanol solution was concentrated under the reduced pressure, and the residue wasrecrystallized from ethanol and CH2Cl2 to obtain hesperetin (1) [23] as a white powder (31.5 g, yield87%), m.p. 229.5-231.6 C; 1H-NMR: delta 12.14 (s, 1H, 5-OH), 10.80 (s, 1H, 7-OH), 9.11 (s, 1H, 3?-OH),6.95-6.92 (m, J = 5.1, 3.2 Hz, 2H, 2?-H, 5?-H), 6.87 (dd, J = 8.3, 2.0 Hz, 1H, 6?-H), 5.89 (d, J = 2.1 Hz,1H, 8-H), 5.88 (d, J = 2.1 Hz, 1H, 6-H), 5.43 (dd, J = 12.4, 3.0 Hz, 1H, 2-H), 3.77 (s, 3H, OCH3), 3.20(dd, J = 17.1, 12.4 Hz, 1H, 3-H), 2.70 (dd, J = 17.1, 3.1 Hz, 1H, 3-H). 13C-NMR:delta 196.61, 167.22, 163.92,163.24, 148.34, 146.85, 131.54, 118.20, 114.45, 112.34, 102.21, 96.31, 95.49, 78.68, 56.07, 42.46. HRMS (ESI):Calcd. C16H14O6, [M + H]+ m/z: 303.0875, found: 303.0881.
65.4%	With sulfuric acid; In methanol; at 60℃; for 7.5h;	General procedure: Compound 2 was synthesized by literature procedure.1 A mixture of 1 (3.5 g, 5.7 mmol) and H2SO4 (10 mL) in anhydrous CH3OH (280 mL) was stirred at 60C for 7.5 h, ethyl acetate (1.2 L) was then added at 20C . The solution was washed with H2O (420 mL), and dried (Na2SO4). Evaporation afforded pale-yellow powder. The crude product was dissolved in acetone (70 mL) and added dropwise (60 min) to a stirred mixture of H2O/acetic acid (150:1, 700 mL) at 95C . The slurry was cooled to 45C and the product filtered and dried in vacuo.

52.1%	With sulfuric acid; In ethanol; for 7.5h;Reflux;	<strong>[520-26-3]Hesperidin</strong> 1.50 g (2.46 mmol) was added to 90 mL of absolute ethanol and 3 mL of concentrated sulfuric acid was added with vigorous stirring. The mixture was heated under reflux for 7.5 h.The reaction mixture was distilled off under reduced pressure. Most of the ethanol was distilled off under reduced pressure. The residue was poured into distilled water and extracted with ethyl acetate (3 x 90 mL). The extracts were combined and washed with distilled water until neutral. Ethyl acetate was distilled off, A yellow residue was obtained, and the crude product was recrystallized from ethanol / water.The yield was 52.1%,
49%	With sulfuric acid; water; at 20℃; for 0.166667h;	General procedure: Sulfuric acid (2.0mL, 0.037mmol) was added dropwise to a beaker (100 mL) containing scutellarin (50 mg, 0.11 mmol). It was shaken or agitated by ultrasound agitated to dissolve the substrate in the acid at room temperature. Water (2.0 mL) was then added carefully dropwise. When the evolution of heat ceased (in 10 minutes), the mixture was added to water (15 mL) in one portion with stirring with a glass rod. The yellow crystals that were deposited were collected by suction filtration and washed by water (5 mL). In most cases, such products were pure enough for direct use. Moreover, it could be further purified by recrystallisation from aqueous methanol (70%, v/v) or column chromatography on silica gel (eluent:ethyl acetate/formic acid/water=100/4/3, v/v/v, Rfs of SCU and SCUE were 0.1 and 0.8 on silica gel GF254 respectively). Light yellow crystals were obtained after recrystallisation (28.5mg, 93% yield); m.p. 285-287C (>300C)27. IR (KBr, cm-1): numax 3442, 3331, 3098, 1671, 1619, 1587, 1509. 1H NMR (500MHz, DMSO-d6): delta 12.80 (s, 1H, 5-OH), 10.48 (s, 1H, 7-OH), 10.33 (s, 1H, 4?-OH), 8.75 (s, 1H, 6-OH), 7.92 (d, 2H, J=8.6Hz, C2?, C6?-H), 6.92 (d, 2H, J=8.6Hz, C3?, C5?-H), 6.75 (s, 1H, C3-H), 6.58 (s, 1H, C8-H). HR-ESI-MS (m/z): 309.0363 for [M+Na]+, calcd 309.0370.
		To a solution of methanol (280mL) and 96% H2SO4 (10mL) was added <strong>[520-26-3]hesperidin</strong> 1 (3.5g, 5.73mmol), the suspension was heated at 70C for 8h. The reaction mixture was allowed to cool to room temperature, then put into EtOAc (50mL). The organic phase was washed with water (3×400mL), then concentrated in vacuo. The residue dissolved in acetone (70mL) was dropped to a hot 1% AcOH aqueous solution (700mL), the mixture was stirred at 70C for 1.5h, cooled, filtrated and dried. Hesperitin was obtained, mp: 230-232C. 1H NMR (600MHz, DMSO-d6): delta 10.16 (br s, 1H, OH), 8.03 (br s, 1H, OH), 7.47 (m, 1H, OH), 6.87-7.01 (m, 3H, ArH), 5.98 (s, 1H, ArH), 5.29 (dd, J=12.8, 2.9Hz, 1H, H-2), 3.89 (s, 3H, O-CH3), 3.05 (dd, J=17.1, 12.9Hz, 1H, cis-H-3), 2.73 (dd, J=17.1, 3.0Hz, 1H, trans-H-3).
0.13 mol	With sulfuric acid; In dimethyl sulfoxide; at 100℃; for 2h;pH 5;	0.16mol <strong>[520-26-3]hesperidin</strong> placed in the reaction vessel,Addition of 500 mL of DMSO gave a hydrolyzate.Then dropping 50mL concentrated sulfuric acid to adjust the pH of the hydrolyzate is 5,The reaction was further stirred at 100 C for 2 hours under magnetic stirring,Standing filtered to give a precipitate,Drying to obtain 0.13mol hesperetin.

Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 95 - 106
[2]ChemBioChem,2019,vol. 20,p. 210 - 220
[3]Patent: CN110372657,2019,A .Location in patent: Paragraph 0036-0041
[4]Molecules,2019,vol. 24
[5]Medicinal Chemistry Research,2011,vol. 20,p. 1200 - 1205
[6]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 7194 - 7197
[7]Patent: CN105693682,2016,A .Location in patent: Paragraph 0024; 0025
[8]Journal of Chemical Research,2014,vol. 38,p. 396 - 398
[9]Journal of Agricultural and Food Chemistry,2008,vol. 56,p. 5550 - 5557
[10]Journal of Chemical Research,2014,vol. 38,p. 443 - 446
[11]Advanced Synthesis and Catalysis,2015,vol. 357,p. 107 - 117
[12]Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,p. 1460 - 1465
[13]RSC Advances,2017,vol. 7,p. 53385 - 53395
[14]Patent: CN106946835,2017,A .Location in patent: Paragraph 0064; 0078; 0080
[15]International Immunopharmacology,2018,vol. 61,p. 82 - 91

8
[ 67-56-1 ]
[ 520-26-3 ]
[ 184239-14-3 ]
[ 520-33-2 ]

Reference： [1]Carbohydrate Research,2012,vol. 347,p. 69 - 75

9
[ 71-23-8 ]
[ 520-26-3 ]
[ 168172-05-2 ]
[ 520-33-2 ]

Reference： [1]Carbohydrate Research,2012,vol. 347,p. 69 - 75

10
[ 90-33-5 ]
[ 520-26-3 ]
[ 1356391-89-3 ]
[ 520-33-2 ]

Yield	Reaction Conditions	Operation in experiment
28%	With water; In dimethyl sulfoxide; at 30℃; for 1h;pH 5;aq. buffer; Enzymatic reaction;	alpha-Rhamnosyl-beta-glucosidase was incubated with the aromatic alcohol 1.8 mM 4-methylumbelliferone (4-MU) as acceptor and 1.8 mM <strong>[520-26-3]hesperidin</strong> as rutinose donor. Thin layer chromatography (TLC) of the enzymatic reaction mixture gave a weak fluorescent spot (Rf = 0.72), similar to that of 4-MU-glucoside (4-MU-Glc, Rf = 0.80). The spot was found to be a glycoconjugate that, taking into account the enzyme mechanism,10 strongly suggested the synthesis of 4-MU-rutinoside (Fig. 2). The yield of transglycosylation was 28% after the first hour of reaction at 30 C (Fig. 3). Subsequently, the amount of transglycosylation product remained constant for at least 3 h, while the hydrolysis was shown to proceed up to completion. This behavior is in agreement with that observed for other glycosidase-catalyzed synthesis. Transglycosylation rate is usually higher than free sugar formation rate during the first stage of the reaction and, later on, transglycosylation product concentration reaches a plateau or diminishes because it acts as a substrate of the enzyme. [24] and [25] The increment of the reaction temperature up to the near-optimal for hydrolysis (60 C) was shown to diminish the yield of 4-MU-rutinoside, probably by favoring the hydrolysis of the transglycosylation product. The highest yield was obtained for the acceptor donor ratio in the range 0.8-1:1 (data not shown).

Reference： [1]Carbohydrate Research,2012,vol. 347,p. 69 - 75

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Technical Information

? Appel Reaction ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chugaev Reaction ? Clemmensen Reduction ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Corey-Kim Oxidation ? Dess-Martin Oxidation ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? Grignard Reaction ? Henry Nitroaldol Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Jones Oxidation ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? Martin's Sulfurane Dehydrating Reagent ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Mitsunobu Reaction ? Moffatt Oxidation ? Nomenclature of Ethers ? Oxidation of Alcohols by DMSO ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Alcohols ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Preparation of Ethers ? Prins Reaction ? Reactions of Alcohols ? Reactions of Aldehydes and Ketones ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Ethers ? Reactions with Organometallic Reagents ? Reformatsky Reaction ? Ritter Reaction ? Robinson Annulation ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Sharpless Olefin Synthesis ? Specialized Acylation Reagents-Ketenes ? Stobbe Condensation ? Swern Oxidation ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction

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P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Ghs Hazard Statements

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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