[ CAS No. 695-96-5 ] {[proInfo.proName]}

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2D 3D

Structure of 695-96-5 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 695-96-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 695-96-5 ]

SDS Specification

Alternatived Products of [ 695-96-5 ]

Product Details of [ 695-96-5 ]

CAS No. :	695-96-5	MDL No. :	MFCD00002319
Formula :	C₆H₄BrClO	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	ZIYRDJLAJYTELF-UHFFFAOYSA-N
M.W :	207.45	Pubchem ID :	69670
Synonyms :

Calculated chemistry of [ 695-96-5 ] Expand+

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	0
Num. H-bond acceptors :	1.0
Num. H-bond donors :	1.0
Molar Refractivity :	41.18
TPSA :	20.23 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.32 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.1
Log Po/w (XLOGP3) :	3.16
Log Po/w (WLOGP) :	2.81
Log Po/w (MLOGP) :	2.84
Log Po/w (SILICOS-IT) :	2.7
Consensus Log Po/w :	2.72

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.61
Solubility :	0.0509 mg/ml ; 0.000245 mol/l
Class :	Soluble
Log S (Ali) :	-3.26
Solubility :	0.115 mg/ml ; 0.000556 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.3
Solubility :	0.105 mg/ml ; 0.000506 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.4

Safety of [ 695-96-5 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 695-96-5 ]

* 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 [ 695-96-5 ]
Downstream synthetic route of [ 695-96-5 ]

[ 695-96-5 ] Synthesis Path-Upstream 1~3

1
[ 95-56-7 ]
[ 695-96-5 ]
[ 2040-88-2 ]

Reference： [1] Tetrahedron, 2010, vol. 66, # 34, p. 6928 - 6935

2
[ 121767-82-6 ]
[ 695-96-5 ]
[ 76429-69-1 ]
[ 106-48-9 ]

Reference： [1] Synthesis, 1988, # 12, p. 950 - 952

3
[ 695-96-5 ]
[ 76429-69-1 ]

Reference： [1] Journal of Organic Chemistry, 1981, vol. 46, # 7, p. 1384 - 1388
[2] Chemistry - A European Journal, 2014, vol. 20, # 47, p. 15334 - 15338

[ 695-96-5 ] Synthesis Path-Downstream 1~7

1
[ 695-96-5 ]
[ 15969-10-5 ]

Yield	Reaction Conditions	Operation in experiment
95%	With sodium nitrate; sulfuric acid; acetic acid; In water; at 25 - 30℃;Large scale;	The reaction flask was successively added with acetic acid (7.5 L) 4-chloro-2-bromophenol (1500.0 g, 7.2 mol) was stirred well;Sodium nitrate was added dropwise at room temperature(1229.0 g, 14.5 mol)And concentrated sulfuric acid(1418.0 g, 14.5 mol) in water (1.4 L);After the drop, the temperature control 25-30C reaction about 20-30min;The reaction was stopped and poured into ice water (7.5 L) and stirred for 20 min.The filter cake was washed with water until the filtrate was near neutral (pH 6-7). The filter cake was dried to obtain a yellow solid: 1742 g, yield: 95%.
97.12 g (80.1%)	With nitric acid; In water; acetic acid;	(a) 2-bromo-4-chloro-6-nitro-phenol A solution of 2-bromo-4-chloro-phenol (99.24 g, 480 mmol) in acetic acid (110 ml) and acetic anhydride (125 ml) was cooled to -10C. Within 1 hour a solution containing 100% nitric acid (33 ml) and acetic acid (40 ml) was added between -10 and -5C, with stirring. The mixture was stirred for an additional 1.5 hours at 0-5 C, then the suspension poured onto 300 g of ice in 700 ml of water and stirred for a further 0.5 hour. The solid was collected, washed, and dried to give 97.12 g (80.1%) of the title compound (mp 121-2C).

Reference： [1]Patent: CN106146330,2016,A .Location in patent: Paragraph 0062-0064
[2]Organic Letters,2019,vol. 21,p. 1315 - 1319
[3]Journal of the American Chemical Society,1933,vol. 55,p. 2125,2129
[4]Journal of Organic Chemistry,1946,vol. 11,p. 641,644
[5]Patent: EP1160247,2001,A1

2
[ 695-96-5 ]
[ 7697-37-2 ]
[ 64-19-7 ]
[ 15969-10-5 ]

Reference： [1]Journal of Organic Chemistry,1946,vol. 11,p. 641,644

3
[ 695-96-5 ]
[ 2914-69-4 ]
[ 108-24-7 ]
(1S)-1-acetoxy-1-(benzofuran-2-yl)ethane [ No CAS ]

Reference： [1]Journal of Organometallic Chemistry,2003,vol. 687,p. 353 - 364

4
[ 695-96-5 ]
[ 612832-83-4 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2005,vol. 15,p. 1155 - 1160

5
[ 14221-01-3 ]
[ 695-96-5 ]
[ 144-55-8 ]
[ 13589-72-5 ]

Yield	Reaction Conditions	Operation in experiment
	In N,N-dimethyl-formamide;	(1) In 60 ml of N,N-dimethylformamide were dissolved 6.2 g of 2-bromo-4-chlorophenol, 7.2 g of zinc cyanide and 3.5 g of tetrakis(triphenylphosphine) palladium, and the solution was stirred at 120?C for 2 hours. The reaction mixture was cooled to room temperature, and the formed black precipitate was removed by filtration. After concentrating the filtrate, a saturated aqueous sodium hydrogen carbonate solution was added to the residue and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (chloroform/ethyl acetate =10/1), and crystallized from n-hexane to give 2.7 g of 2-cyano-4-chlorophenol. m.p.=166-168?C

Reference： [1]Patent: EP1323713,2003,A1

6
[ 695-96-5 ]
[ 376592-93-7 ]

Reference： [1]Patent: WO2013/49605,2013,A1
[2]Patent: CN106146330,2016,A

7
[ 695-96-5 ]
[ 371917-17-8 ]
2-bromo-4-chloro-1-[[1-(trifluoromethyl)cyclopropyl]methoxy]benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
49.05%	With N-ethoxycarbonyliminocarbamic acid ethyl ester; triphenylphosphine; In tetrahydrofuran; at 20℃; for 0.5h;	(NE)-N-Ethoxycarbonyliminocarbamic acid ethyl ester (0.16 mL, 1.02 mmol) was added to a solution of 2-bromo-4-chlorophenol (192.49 mg, 0.930 mmol), triphenylphosphine (267.72 mg, 1.02 mmol) and [1-(trifluoromethyl)cyclopropyl]methanol (130.0 mg, 0.930 mmol) in THF (2.651 mL) at room temperature. The resulting mixture was stirred at this temperature for 30 min then evaporated in vacuo. The residue was purified by column chromatography (KP-sil silica gel, SNAP 25) eluting with a gradient of EtOAc in cyclohexane 5% to 40% to give 2-bromo-4-chloro-1-[[1-(trifluoromethyl)cyclopropyl]methoxy]benzene (150 mg, 0.455 mmol, 49.05% yield) as a colourless oil. 1H NMR (400 MHz, DMSO-d6) δ 1.01 - 1.07 (m, 2H), 1.10 - 1.15 (m, 2H), 4.21 (s, 2H), 7.15 (d, J = 8.88 Hz, 1H), 7.42 (dd, J = 8.85, 2.58 Hz, 1H), 7.71 (d, J = 2.59 Hz, 1H). LC-MS (Method A): r.t.1.42 min, MS (ESI) m/z of product not observed due to poor ionization.
49.05%	With N-ethoxycarbonyliminocarbamic acid ethyl ester; triphenylphosphine; In tetrahydrofuran; at 20℃; for 0.5h;	(NE)-N-Ethoxycarbonyliminocarbamic acid ethyl ester (0.16 mL, 1.02 mmol) was added to a solution of 2-bromo-4-chlorophenol (192.49 mg, 0.930 mmol), triphenylphosphine (267.72 mg, 1.02 mmol) and [1-(trifluoromethyl)cyclopropyl]methanol (130.0 mg, 0.930 mmol) in THF (2.651 mL) at room temperature. The resulting mixture was stirred at this temperature for 30 min then evaporated in vacuo. The residue was purified by column chromatography (KP-sil silica gel, SNAP 25) eluting with a gradient of EtOAc in cyclohexane 5% to 40% to give 2-bromo-4-chloro-1-[[1-(trifluoromethyl)cyclopropyl]methoxy]benzene (150 mg, 0.455 mmol, 49.05% yield) as a colourless oil. 1H NMR (400 MHz, DMSO-d6) δ 1.01 - 1.07 (m, 2H), 1.10 - 1.15 (m, 2H), 4.21 (s, 2H), 7.15 (d, J = 8.88 Hz, 1H), 7.42 (dd, J = 8.85, 2.58 Hz, 1H), 7.71 (d, J = 2.59 Hz, 1H). LC-MS (Method A): r.t.1.42 min, MS (ESI) m/z of product not observed due to poor ionization.

Reference： [1]Patent: WO2022/20244,2022,A1 .Location in patent: Page/Page column 372-373
[2]Patent: WO2022/20244,2022,A1 .Location in patent: Page/Page column 372-373

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Isomers

Technical Information

? Acidity of Phenols ? Alkyl Halide Occurrence ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Chan-Lam Coupling Reaction ? Electrophilic Substitution of the Phenol Aromatic Ring ? Etherification Reaction of Phenolic Hydroxyl Group ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Halogenation of Phenols ? Hiyama Cross-Coupling Reaction ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Oxidation of Phenols ? Pechmann Coumarin Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Reimer-Tiemann Reaction ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Vilsmeier-Haack Reaction

Historical Records

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[ 695-96-5 ]

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P102	Keep out of reach of children.
P103	Read label before use
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Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
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P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
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P233	Keep container tightly closed.
P234	Keep only in original container.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
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.
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P285	In case of inadequate ventilation wear respiratory protection.
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Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
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P306	IF ON CLOTHING:
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P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
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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
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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.
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P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
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P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
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Physical hazards
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
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H331	Toxic if inhaled
H332	Harmful if inhaled
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H361d	Suspected of damaging the unborn child
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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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[ CAS No. 695-96-5 ] {[proInfo.proName]}

Quality Control of [ 695-96-5 ]

Related Doc. of [ 695-96-5 ]

Product Details of [ 695-96-5 ]

Calculated chemistry of [ 695-96-5 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 695-96-5 ]

Application In Synthesis of [ 695-96-5 ]

[ 695-96-5 ] Synthesis Path-Upstream 1~3

[ 695-96-5 ] Synthesis Path-Downstream 1~7

Technical Information

Related Functional Groups of [ 695-96-5 ]

Aryls

Bromides

Chlorides

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 695-96-5 ]