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Quality Control of [ 57310-39-1 ] Purity: 98% SDS Specification

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Product Details of [ 57310-39-1 ]

CAS No. :	57310-39-1
Formula :	C₇H₆BrCl
M.W :	205.48
SMILES Code :	C1=C(C(=CC=C1C)Cl)Br
MDL No. :	MFCD00079710
InChI Key :	UWXPTVKKHVOZLJ-UHFFFAOYSA-N
Pubchem ID :	284147

Safety of [ 57310-39-1 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Calculated chemistry of [ 57310-39-1 ] Show Less

Physicochemical Properties

Num. heavy atoms	9
Num. arom. heavy atoms	6
Fraction Csp3	0.14
Num. rotatable bonds	0
Num. H-bond acceptors	0.0
Num. H-bond donors	0.0
Molar Refractivity	44.12
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	0.0 ?2

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	2.44
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	4.01
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	3.41
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	3.95
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	3.62
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	3.49

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-4.13
Solubility	0.0151 mg/ml ; 0.0000735 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Moderately soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-3.71
Solubility	0.0398 mg/ml ; 0.000194 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-4.26
Solubility	0.0113 mg/ml ; 0.0000552 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Moderately soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	Low
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	Yes
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	Yes
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	Yes
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-4.71 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	1.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	0.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<2.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	1.41

Application In Synthesis of [ 57310-39-1 ]

* 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.

Downstream synthetic route of [ 57310-39-1 ]

[ 57310-39-1 ] Synthesis Path-Downstream 1~29

1
[ 57310-39-1 ]
[ 42860-10-6 ]

References: [1]Journal of the Chemical Society,1904,vol. 85,p. 1269.

2
[ 57310-39-1 ]
[ 101421-16-3 ]

References: [1]Journal of the Indian Chemical Society,1959,vol. 36,p. 329,333.

3
[ 106-43-4 ]
[ 57310-39-1 ]

References: [1]Journal of the Chemical Society,1914,vol. 105,p. 1910.

4
[ 614-83-5 ]
[ 57310-39-1 ]

References: [1]Journal of the Indian Chemical Society,1959,vol. 36,p. 329,333.

5
[ 89-62-3 ]
[ 57310-39-1 ]

References: [1]Journal of the Chemical Society,1904,vol. 85,p. 1269.

6
[ 50-00-0 ]
[ 57310-39-1 ]
[ 89981-57-7 ]

References: [1]Journal of the Chemical Society,1964,p. 3786 - 3790.

7
[ 57310-39-1 ]
[ 686-69-1 ]
[ 92547-22-3 ]

References: [1]Journal of the Chemical Society,1964,p. 3786 - 3790.

8
[ 13194-71-3 ]
[ 57310-39-1 ]

References: [1]Journal of the Chemical Society,1964,p. 3786 - 3790.

9
[ 57310-39-1 ]
[ 1498-40-4 ]
[ 94572-41-5 ]

References: [1]Journal of the Chemical Society,1964,p. 3786 - 3790.

10
[ 87995-68-4 ]
[ 57310-39-1 ]

References: [1]Journal of Organic Chemistry,1992,vol. 57,p. 3772 - 3776.

12
m-bromo-toluene [ No CAS ]
[ 57310-39-1 ]

References: [1]Journal of the Chemical Society,1914,vol. 105,p. 1910.

13
[ 106-43-4 ]
amalgamated aluminium [ No CAS ]
[ 57310-39-1 ]
[ 27139-97-5 ]

References: [1]Journal of the Chemical Society,1914,vol. 105,p. 1910.

14
[ 591-17-3 ]
amalgamated aluminium [ No CAS ]
[ 57310-39-1 ]
[ 54932-72-8 ]

References: [1]Journal of the Chemical Society,1914,vol. 105,p. 1910.

15
[ 57310-39-1 ]
[ 21450-64-6 ]
2-chloro-5,2',6'-trimethyl-biphenyl [ No CAS ]
[ 137659-55-3 ]
[ 137659-56-4 ]

References: [1]Organic Letters,2006,vol. 8,p. 5057 - 5060.
[2]Tetrahedron,2008,vol. 64,p. 2537 - 2552.

16
[ 57310-39-1 ]
[ 2633-66-1 ]
2'-chloro-2,4,6,5'-tetramethyl-biphenyl [ No CAS ]
2,4,6-trimethylfluorene [ No CAS ]
2,4,7-trimethylfluorene [ No CAS ]

References: [1]Organic Letters,2006,vol. 8,p. 5057 - 5060.
[2]Tetrahedron,2008,vol. 64,p. 2537 - 2552.

17
[ 57310-39-1 ]
[ 98-80-6 ]
[ 19482-24-7 ]

Yield	Reaction Conditions	Operation in experiment
90%	With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; water; at 100℃; for 16h;	EXAMPLE 2 4-Amino-l -(7H-pyrrolo['2,3-d1pyriniidin-4-ylVpiperidine-4-carboxylic acid (6- chloro-biphenyl-3-ylmethylVamide hydrochloride2A. 2-Chloro-5-methyl-biphenylA mixture of 2-bromo-l-chloro-4-methyl-benzene (4.83 g, 23.4 mmol), benzeneboronic acid (5.7 g, 46.7 mmol), Pd(Ph3P)4 (1.35 g, 1.2 mmol) and 2M Na2CO3 (34 mL) in DME (100 mL) was stirred at 1000C under N2 for 16 h. After cooling, the resulting suspension was filtered. The filtrate was diluted with saturated brine and extracted with ethyl acetate (2 x 150 mL). The combined organic layers were washed with brine (100 mL) and water (100 mL), dried (Na2SO4) and filtered through decolourising charcoal. After evaporation of the solvent, n-hexane was added to the oil. The mixture was filtered to remove solids and the filtrate was concentrated. The resulting crude oil was purified by silica column chromatography (ethyl acetate : n-hexane / 1 : 20) to give the title <n="90"/>compound (1.76g, 90 %) as a light yellow oil. Rf= 0.55. GC-MS (EI) m/z 202.3 [M]+, Rt 3.41 min. 1H (500 MHz, CDCl3) delta 7.64 (IH, d, J = 7.5 Hz), 7.50-7.35 (5H, m), 7.15 (IH, s), 7.12 (IH, d, J = 7.5 Hz), 2.39 (3H, s).

References: [1]Patent: WO2007/125325,2007,A1 .Location in patent: Page/Page column 88-89.

18
[ 106-43-4 ]
[ 57310-39-1 ]
[ 622-95-7 ]

References: [1]Tetrahedron Letters,2007,vol. 48,p. 3247 - 3250.

19
[ 57310-39-1 ]
[ 90-04-0 ]
[ 73910-80-2 ]

References: [1]Angewandte Chemie - International Edition,2007,vol. 46,p. 1627 - 1629.
[2]Synthesis,2009,p. 3493 - 3503.

20
[ 57310-39-1 ]
[ 21900-34-5 ]

References: [1]Journal of the Chemical Society,1904,vol. 85,p. 1269.

21
[ 57310-39-1 ]
3-bromo-4-chloro-benzoic acid menthyl ester [ No CAS ]

References: [1]Journal of the Chemical Society,1904,vol. 85,p. 1269.

22
[ 57310-39-1 ]
1-(6-chloro-3-methyl-2,4-dinitro-phenyl)-piperidine [ No CAS ]

References: [1]Journal of the Indian Chemical Society,1959,vol. 36,p. 329,333.

23
[ 57310-39-1 ]
[ 92044-11-6 ]

References: [1]Journal of the Indian Chemical Society,1959,vol. 36,p. 329,333.

24
[ 57310-39-1 ]
[ 22603-57-2 ]

References: [1]Journal of the Indian Chemical Society,1959,vol. 36,p. 329,333.

25
[ 57310-39-1 ]
[ 99514-30-4 ]

References: [1]Journal of the Indian Chemical Society,1959,vol. 36,p. 329,333.

26
[ 57310-39-1 ]
[ 107682-13-3 ]

References: [1]Journal of the Indian Chemical Society,1959,vol. 36,p. 329,333.

27
[ 57310-39-1 ]
[ 91978-94-8 ]

References: [1]Journal of the Chemical Society,1964,p. 3786 - 3790.

28
[ 57310-39-1 ]
[ 53824-56-9 ]

References: [1]Journal of the Chemical Society,1964,p. 3786 - 3790.

29
[ 57310-39-1 ]
[ 93011-26-8 ]

References: [1]Journal of the Chemical Society,1964,p. 3786 - 3790.

Historical Records

Technical Information

? Alkyl Halide Occurrence ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Dihalides ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling

Related Functional Groups of
[ 57310-39-1 ]

Bromides

A298240 [933585-12-7]

1-Bromo-2-chloro-3,5-dimethylbenzene

Similarity: 0.98

A224345 [97329-43-6]

1-Bromo-2-chloro-3-methylbenzene

Similarity: 0.95

A120187 [329944-72-1]

3-Bromo-5-chlorotoluene

Similarity: 0.90

A118196 [127049-87-0]

1-Bromo-2,4-dichloro-3-methylbenzene

Similarity: 0.87

A200741 [89794-02-5]

4-Bromo-2-chlorotoluene

Similarity: 0.86

Chlorides

A298240 [933585-12-7]

1-Bromo-2-chloro-3,5-dimethylbenzene

Similarity: 0.98

A224345 [97329-43-6]

1-Bromo-2-chloro-3-methylbenzene

Similarity: 0.95

A120187 [329944-72-1]

3-Bromo-5-chlorotoluene

Similarity: 0.90

A118196 [127049-87-0]

1-Bromo-2,4-dichloro-3-methylbenzene

Similarity: 0.87

A200741 [89794-02-5]

4-Bromo-2-chlorotoluene

Similarity: 0.86

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
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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P220	Keep/Store away from clothing/combustible materials.
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P222	Do not allow contact with air.
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P234	Keep only in original container.
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P280	Wear protective gloves/protective clothing/eye protection/face protection.
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Response
Code	Phrase
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P321
P322
P330	Rinse mouth.
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P342	If experiencing respiratory symptoms:
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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.
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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.
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.
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P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
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P401
P402	Store in a dry place.
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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.
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Disposal
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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
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H240	Heating may cause an explosion
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H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
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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
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Health hazards
Code	Phrase
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H319	Causes serious eye irritation
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H332	Harmful if inhaled
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H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
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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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