[ CAS No. 6967-82-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

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2D 3D

Structure of 6967-82-4 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 6967-82-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 6967-82-4 ]

SDS Specification

Alternatived Products of [ 6967-82-4 ]

Product Details of [ 6967-82-4 ]

CAS No. :	6967-82-4	MDL No. :	MFCD00079722
Formula :	C₈H₇BrO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZXMISUUIYPFORW-UHFFFAOYSA-N
M.W :	215.04	Pubchem ID :	228080
Synonyms :

Calculated chemistry of [ 6967-82-4 ] Expand+

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	46.07
TPSA :	37.3 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.29 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.76
Log Po/w (XLOGP3) :	3.27
Log Po/w (WLOGP) :	2.46
Log Po/w (MLOGP) :	2.67
Log Po/w (SILICOS-IT) :	2.35
Consensus Log Po/w :	2.5

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-3.57
Solubility :	0.0577 mg/ml ; 0.000269 mol/l
Class :	Soluble
Log S (Ali) :	-3.73
Solubility :	0.0402 mg/ml ; 0.000187 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.02
Solubility :	0.207 mg/ml ; 0.000962 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.33

Safety of [ 6967-82-4 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 6967-82-4 ]

* 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 [ 6967-82-4 ]
Downstream synthetic route of [ 6967-82-4 ]

[ 6967-82-4 ] Synthesis Path-Upstream 1~1

1
[ 6967-82-4 ]
[ 1088994-22-2 ]

Reference： [1] Patent: CN105461699, 2016, A,

[ 6967-82-4 ] Synthesis Path-Downstream 1~10

1
[ 6967-82-4 ]
[ 100-39-0 ]
[ 790230-08-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 7688 - 7705

2
[ 6967-82-4 ]
[ 727985-37-7 ]

Yield	Reaction Conditions	Operation in experiment
79%	With lithium aluminium tetrahydride; In tetrahydrofuran; at 0℃;Inert atmosphere; Reflux;	PREPARATION 143 (2-Bromo-5-methylphenyl)methanol Lithium aluminium hydride (2.83 g, 74.57 mmol) was suspended in 1 10 ml tetrahydrofuran under nitrogen and cooled to 0 C with an ice-bath. A solution of 2- bromo-5-methylbenzoic acid (6.6 g, 30.69 mmol) dissolved in 60 ml tetrahydrofuran was added drop-wise with stirring. The mixture was then stirred at reflux overnight. The mixture was allowed to cool to room temperature and was quenched by the successive addition with stirring of 3 ml water dissolved in 20 ml tetrahydrofuran, 3 ml 1 N sodium hydroxide and 24 ml water. The mixture was stirred at room temperature overnight. The mixture was filtered through Celite, washing the Celite with ethyl acetate. The combined filtrate was evaporated under reduced pressure and the residue was purified using the Isolera Purification system (ether-hexane gradient, 0: 100 rising to 60:40) to give 4.87g (24.3 mmol, 79%) of the title compound as a white solid. Purity 100%. 1 H N MR (400 MHz, CH LOROFORM-d) delta ppm 2.32 (s, 3 H), 4.71 (d, J=5.47 Hz, 2 H), 6.98 (dd, J=8.01 , 1 .76 Hz, 1 H), 7.28 (s, 1 H), 7.41 (d, J=8.21 Hz, 1 H). UPLC/MS (3 min) retention time 1 .48 min. LRMS: m/z : Molecular ion not detected.
	With borane-THF; In tetrahydrofuran; at 0 - 20℃; for 18.5h;	A solution of borane THF complex 1M in THF (13.95 mL, 13.95 mmol) was added dropwise to a solution of <strong>[6967-82-4]2-bromo-5-methylbenzoic acid</strong> (1 g, 4.65 mmol) in THF (20 mL) at 000. The resulting mixture was stirred for 30 mm at 0C then allowed to warm to room temperatureand stirred for 18h. The reaction was quenched with methanol followed by 2M hydrochloric acid. The resulting mixture was stirred for 30 mm and extracted with ethyl acetate (3x25 mL). The combined organic solutions were washed with water (25 mL), brine (25 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to the title compound as a white solid; LC MS Rt 1.13 mm; MS mlz [M-18+H] 183.1, 185.1, Method 2minLowpHvo3.

Reference： [1]Patent: WO2013/10880,2013,A1 .Location in patent: Page/Page column 151
[2]Organic and Biomolecular Chemistry,2015,vol. 13,p. 11645 - 11650
[3]Journal of Medicinal Chemistry,2006,vol. 49,p. 4447 - 4450
[4]Journal of the American Chemical Society,2011,vol. 133,p. 7916 - 7925
[5]Patent: WO2015/8230,2015,A1 .Location in patent: Page/Page column 324
[6]Phosphorus, Sulfur and Silicon and the Related Elements,2015,vol. 190,p. 2142 - 2153
[7]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 1278 - 1283

3
[ 6967-82-4 ]
[ 89-56-5 ]

Yield	Reaction Conditions	Operation in experiment
		Under nitrogen, 2 mmol of the halogen-substituted benzoic acid indicated in Table 6 was stirred with a solution of 3 mmol Na2CO3 at 50-75 C. until all of the halogen-substituted benzoic acid was dissolved. Subsequently, 0.02 mmol CuSO4 and 0.04 mmol rac-trans-N,N'-dimethylcyclohexane-1,2-diamine (Ligand F) dissolved in 1 mL deionized water were added and the reaction mixture was heated at 80-100 C. for 4 h. After cooling to ambient temperature the reaction mixtures were carefully acidified with 35% aqueous HCl.In isolation method A, the products were extracted from the aqueous layer twice with ethyl acetate, the ethyl acetate fractions were combined and the crude reaction product was isolated by evaporation of ethyl acetate under vacuum. In isolation method B, the products were isolated by filtration, washed with water and dried under vacuum. The crude reaction product was analyzed by 1H NMR (d6-dmso). The results are summarized in Table 6. TABLE 6 Examples 8~23 Starting material Halogenated Benzoic Acid Isolation CONV SEL Example Benzoic Acid Product T ( C.) Method (%) (%) 8 2,5-dibromo- 2-hydroxy-5- 80 B >99 >99 bromo- 9 2-bromo-5-nitro- 2-hydroxy-5- 80 B >99 >99 nitro- 10 2-bromo-5-nitro- 2-hydroxy-5- 100 A >99 >99 nitro- 11 2-bromo-5-methyl- 2-hydroxy-5- 80 B >99 >99 methyl- 12 2-bromo-5-methyl- 2-hydroxy-5- 100 A >99 >99 methyl- 13 4-bromo- 4-hydroxy- 100 A >99 >99 14 4-chloro- 4-hydroxy- 80 B >99 >99 15 2,4-dichloro- 2-hydroxy-4- 100 A 70 >99 chloro- 16 2,5-dichloro- 2,5-dihydroxy- 80 B 93 >99 17 2-chloro-5-nitro- 2-hydroxy-5- 100 A 74 >99 nitro- 18 2-chloro-3,5-dinitro- 2-hydroxy-3,5- 100 A >99 >99 dinitro- 19 2-chloro-3,5-dinitro- 2-hydroxy-3,5- 80 B >99 >99 dinitro- 20 2-chloro-5-methyl- 2-hydroxy-5- 100 A >99 >99 methyl- 21 2-bromo-5- 2-hydroxy-5- 100 A >99 >99 methoxy- methoxy- 22 2-bromo-5- 2-hydroxy-5- 80 B >99 >99 methoxy- methoxy- 23 2-chloro-5-bromo- 2-hydroxy-5- 80 B 73 >99 bromo-

Reference： [1]Patent: US7335791,2008,B1 .Location in patent: Page/Page column 20-21

4
[ 6967-82-4 ]
1,3-dihydro-5-methyl-1-hydroxy-2,1-benzoxaborole [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4447 - 4450

5
[ 6967-82-4 ]
[ 905710-68-1 ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4447 - 4450

6
[ 6967-82-4 ]
C₁₀H₁₅BO₄ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4447 - 4450

7
[ 6967-82-4 ]
4-methyl-biphenyl-2,2'-dicarboxylic acid 2'-methyl ester [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 7688 - 7705

8
[ 6967-82-4 ]
[ 916904-28-4 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 7688 - 7705

9
[ 6967-82-4 ]
[ 239462-54-5 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 7688 - 7705

10
[ 6967-82-4 ]
[ 916904-33-1 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 7688 - 7705

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Arndt-Eistert Homologation ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hunsdiecker-Borodin Reaction ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Passerini Reaction ? Preparation of Alkylbenzene ? Preparation of Amines ? Preparation of Carboxylic Acids ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Carboxylic Acids ? Reactions of Dihalides ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Ugi Reaction ? Vilsmeier-Haack Reaction

Historical Records

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[ 6967-82-4 ]

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[ 7697-27-0 ]

2-Bromo-4-methylbenzoic acid

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2,6-Dibromobenzoic acid

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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
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P378
P380	Evacuate area.
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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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H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
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H314	Causes severe skin burns and eye damage
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H370	Causes damage to organs
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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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[ CAS No. 6967-82-4 ] {[proInfo.proName]}

Quality Control of [ 6967-82-4 ]

Related Doc. of [ 6967-82-4 ]

Product Details of [ 6967-82-4 ]

Calculated chemistry of [ 6967-82-4 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 6967-82-4 ]

Application In Synthesis of [ 6967-82-4 ]

[ 6967-82-4 ] Synthesis Path-Upstream 1~1

[ 6967-82-4 ] Synthesis Path-Downstream 1~10

Technical Information

Related Functional Groups of [ 6967-82-4 ]

Aryls

Bromides

Carboxylic Acids

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 6967-82-4 ]