[ CAS No. 3964-56-5 ] {[proInfo.proName]}

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Quality Control of [ 3964-56-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 3964-56-5 ]

SDS Specification

Alternatived Products of [ 3964-56-5 ]

Product Details of [ 3964-56-5 ]

CAS No. :	3964-56-5	MDL No. :	MFCD00002166
Formula :	C₆H₄BrClO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	VIBJPUXLAKVICD-UHFFFAOYSA-N
M.W :	207.45	Pubchem ID :	19859
Synonyms :

Calculated chemistry of [ 3964-56-5 ] 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) :	-5.35 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.07
Log Po/w (XLOGP3) :	3.12
Log Po/w (WLOGP) :	2.81
Log Po/w (MLOGP) :	2.84
Log Po/w (SILICOS-IT) :	2.7
Consensus Log Po/w :	2.71

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.59
Solubility :	0.0539 mg/ml ; 0.00026 mol/l
Class :	Soluble
Log S (Ali) :	-3.21
Solubility :	0.127 mg/ml ; 0.000611 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 :	1.48

Safety of [ 3964-56-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 3964-56-5 ]

* 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 [ 3964-56-5 ]
Downstream synthetic route of [ 3964-56-5 ]

[ 3964-56-5 ] Synthesis Path-Upstream 1~3

1
[ 95-57-8 ]
[ 3964-56-5 ]
[ 2040-88-2 ]
[ 4526-56-1 ]

Yield	Reaction Conditions	Operation in experiment
75%	With N-Bromosuccinimide; thiourea In acetonitrile at 20℃; for 2 h;	General procedure: Reaction conditions: Thiourea (5.1 molpercent, 2 mg, 0.026 mmol) was added to an acetonitrile solution (10 mL) containing NBS (1.15 equiv, 104.4 mg, 0.587 mmol). Anisole (56.3 mg, 0.51 mmol) was added immediately to the resulting stirred solution and allowed to stir at room temperature for 10 min. The reaction was quenched by the addition of 10percent aqueous solution of Na₂S₂O₃ (10 mL) and extracted with ethyl acetate (70 mL). The organic solution was then washed with additional 10percent Na₂S₂O₃ (2 * 10 mL), followed by deionized water (3 * 15 mL) and brine (2 * 10 mL). The organic solution was then dried over anhydrous Na₂SO₄ and the solvent was evaporated in vacuo. The major product of each reaction was isolated by centrifugal thin-layer chromatography using a 2 mm thick silica gel 60GF₂₅₄ coated plate (5percent CH₂Cl₂/hexanes). The products reported herein are known compounds and were characterised by GC-MS, IR, ¹H and ¹³C NMR. Their spectroscopic data are in agreement with those reported in the literature.

Reference： [1] Tetrahedron, 2017, vol. 73, # 46, p. 6564 - 6572
[2] Dalton Transactions, 2013, vol. 42, # 33, p. 11926 - 11940
[3] Journal of Organic Chemistry, 1997, vol. 62, p. 4504 - 4506
[4] Journal of Organic Chemistry, 1997, vol. 62, p. 4504 - 4506
[5] Tetrahedron, 2007, vol. 63, # 23, p. 4959 - 4967
[6] Tetrahedron, 2007, vol. 63, # 23, p. 4959 - 4967
[7] Tetrahedron, 2010, vol. 66, # 34, p. 6928 - 6935

2
[ 95-57-8 ]
[ 3964-56-5 ]
[ 2040-88-2 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992, # 15, p. 1877 - 1878
[2] Journal of Chemical Research - Part S, 2003, # 9, p. 597 - 598
[3] Tetrahedron, 2007, vol. 63, # 23, p. 4959 - 4967
[4] Monatshefte fur Chemie, 2012, vol. 143, # 7, p. 1039 - 1044

3
[ 108-95-2 ]
[ 3964-56-5 ]
[ 2040-88-2 ]

Reference： [1] Monatshefte fur Chemie, 2012, vol. 143, # 7, p. 1039 - 1044

[ 3964-56-5 ] Synthesis Path-Downstream 1~2

1
[ 3964-56-5 ]
[ 182344-13-4 ]

Yield	Reaction Conditions	Operation in experiment
15%		3-chIoro-4-hydroxyphenylboronic acid 83. To a stirred solution of 4-bromo-2-chlorophenol (5 g5 24 mmol) in dry THF (75 mL)5 cooled to -780C5 was added slowly drop-wise n-BuLi (12 mL of a 2.44 M solution, 29 mmol) and the reaction was stirred at -78°C for 2 h. To this was then added trimethyl borate (3.3 mL, 29 mmol) and the reaction was allowed to warm slowly to r.t. with stirring for 19 h. The reaction was quenched with HCl (aq., 2 M) and the organics extracted into EtOAc (2 x 60 mL). These extracts were combined and concentrated under reduced pressure to give a white precipitate in an oily substance. To this was added hexane and the white powder was collected by filtration and washed with hexane. Yield 15percent: 1H NMR delta (270 MHz, DMSOd6) 6.49 (bs), 6.91 (IH5 d, J= 7.9 Hz)5 7.54 (IH, dd, J= 8.2, 1.5 Hz)5 7.72 (IH5 d, J= 1.5 Hz)5 8.02 (bs), 10.32 (IH, s); HPLC tr = 3.36 min (>91percent) 90percent MeCN in H2O; LC/MS (APCI) m/z 171.16 (M-H)-.
12 - 27%		3-ChIoro-4-hydroxyphenylboronic acid (TJA01187) C6H6BClO3 MW 172.37. A dry 250 ml r.b. flask was loaded with 4-bromo-2-chlorophenol (5.00 g, 24.1 mmol) and purged with N2(g). Anhydrous THF (100 mL) added with stirring and the vessel cooled to -78 0C (dry ice/acetone bath). After 30 mins n-BuLi, 2.3 M in hexanes, (12.9 mL, 28.9 mmol) was added dropwise over 20 min. The reaction was left to stir for 1 h. Triisopropyl borate (6.65 mL, 28.9 mmol) was added dropwise with the reaction still at -78 0C. After 15 min of stirring at this temperature the dry ice/acetone bath was removed. At about 0 0C 2 M HCl(aq) (5 mL) was added and the reaction left to stir for a further 15 min. THF removed under vacuum and residues taken up in ethyl acetate (50 mL). Distilled H2O (50 mL) was added and the organic layer separated. The aqueous layer was extracted with ethyl acetate (50 mL x 2). The organic portions were combined and washed with sat. Na2CO3 (aq). The aqueous layer was separated and treated with 2M HCl (aq) until the pH was about 4. This was then extracted with ethyl acetate (50 mL x 2). The organic portions were then dried over MgSO4 and solvent removed. The resultant off white residues were taken up in a minimum of ethyl acetate (2-3 mL) and added to dropwise to hexane (50 mL) with stirring. The white ppt was filtered to give the title compound as an off white solid (0.490 g, 12 percent).1H NMR (600 MHz, DMSO-^6) delta 6.89-6.92 (IH5 d, J= 8.2 Hz, ArH), 7.52-7.56 (IH5 dd, J= 1.8 7.9 Hz, ArH)5 7.72-7.73 (IH, d, J= 1.5 Hz5 ArH)5 7.98 (2H, s, ArB(OH)2) and 10.33 (IH5 s, ArOH); HPLC (70 percent CH3CN in H2O) ttau= 3.654 (97.92 percent); LCMS (APCI), m/z 173.11 (37ClM-- H5 15 percent)5 171.10 (35ClM"- H5 55), 129.05 ((37ClM" - H) - B(OH)2, 3O)5 127.04 ((35ClM- - H) - B(OH)2, 100).

Reference： [1]Patent: WO2007/96647,2007,A2 .Location in patent: Page/Page column 125-126
[2]Patent: WO2007/68905,2007,A1 .Location in patent: Page/Page column 120-121; 148-149; 152-153; 154-155
[3]Journal of the American Chemical Society,2007,vol. 129,p. 1894 - 1895

2
[ 3964-56-5 ]
[ 19047-31-5 ]
C₁₁H₁₁BrClNO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate; In acetonitrile; at 80℃; for 4h;	General procedure: To a solution of 5- bromine -2- chlorophenol (2.9g, 14.3mmol) in 50mL acetonitrile was added K2CO3 (2.5g,17.1mmol), and stirred for 30min intermediate product 10 was added and the solution was heated to 80C for 4h. The reaction solution was concentrated, water (100mL) was added, and extracted with EtOAc. The organic layer was collected and washed with water and brine for three times, dried over anhydrous Na2SO4 and concentrated in vacuo. The crude material was purified by column chromatography to afford intermediate product 11.

Reference： [1]European Journal of Medicinal Chemistry,2019,vol. 178,p. 667 - 686

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Technical Information

? Acidity of Phenols ? Alkyl Halide Occurrence ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Chan-Lam Coupling Reaction ? Clemmensen Reduction ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Electrophilic Substitution of the Phenol Aromatic Ring ? Etherification Reaction of Phenolic Hydroxyl Group ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Halogenation of Phenols ? Henry Nitroaldol Reaction ? Hiyama Cross-Coupling Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Oxidation of Phenols ? Passerini Reaction ? Paternò-Büchi Reaction ? Pechmann Coumarin Synthesis ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Reformatsky Reaction ? Reimer-Tiemann Reaction ? Robinson Annulation ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Stille Coupling ? Stobbe Condensation ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction

Historical Records

Related Functional Groups of
[ 3964-56-5 ]

Aryls

[ 183802-98-4 ]

5-Bromo-2-chlorophenol

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4-Bromo-2,6-dichlorophenol

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P342	If experiencing respiratory symptoms:
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P351	Rinse cautiously with water for several minutes.
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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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.
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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.
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P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
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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.
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[ CAS No. 3964-56-5 ] {[proInfo.proName]}

Quality Control of [ 3964-56-5 ]

Related Doc. of [ 3964-56-5 ]

Product Details of [ 3964-56-5 ]

Calculated chemistry of [ 3964-56-5 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 3964-56-5 ]

Application In Synthesis of [ 3964-56-5 ]

[ 3964-56-5 ] Synthesis Path-Upstream 1~3

[ 3964-56-5 ] Synthesis Path-Downstream 1~2

Technical Information

Related Functional Groups of [ 3964-56-5 ]

Aryls

Bromides

Chlorides

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 3964-56-5 ]