4-Bromo-2-methylbenzoic acid supplier

Name
4-Bromo-2-methylbenzoic acid
EINECS 272-437-7
CAS No. 68837-59-2
Article Data11
CAS DataBase
Density 1.599 g/cm³
Solubility Insoluble in water.
Melting Point 180-184 °C
Formula C₈H₇BrO₂
Boiling Point 310.1 °C at 760 mmHg
Molecular Weight 215.046
Flash Point 141.3 °C
Transport Information UN 2811 6.1/PG 3
Appearance White to off-white crystalline powder
Safety 26-36/37/39-36
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms o-Toluicacid, 4-bromo- (6CI);2-Methyl-4-bromobenzoic acid;4-Bromo-o-toluic acid;NSC 243710;
PSA 37.30000
LogP 2.45570

Synthetic route

: 67832-11-5
4-bromo-2-methylbenzonitrile

: 68837-59-2
4-bromo-2-methylbenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide In water Reflux;	60%
With sulfuric acid; water
With sodium hydroxide
With sulfuric acid; acetic acid In water for 4.5h; Reflux;

: 10087-24-8
4-methyl-4-tribromomethylcyclohexa-2,5-dien-1-one

: 68837-59-2
4-bromo-2-methylbenzoic acid

Conditions

Conditions	Yield
With phosphorus pentabromide

: 109-72-8, 29786-93-4
n-butyllithium

: 615-59-8
1,4-dibromo-2-methylbenzene

petroleum ether: petroleum ether

A: 68837-59-2
4-bromo-2-methylbenzoic acid

B: 7697-28-1
4-bromo-3-methylbenzoic acid

Conditions

Conditions	Yield
at 20℃; anschliessend Behandlung mit CO2;

...Expand

: 583-71-1
4-bromo-o-xylene

: 7697-37-2
nitric acid

: 68837-59-2
4-bromo-2-methylbenzoic acid

diazotized 4-amino-2-methyl-benzoic acid: diazotized 4-amino-2-methyl-benzoic acid

: 68837-59-2
4-bromo-2-methylbenzoic acid

Conditions

Conditions	Yield
With hydrogen bromide; copper(I) bromide

: 586-76-5
4-Bromobenzoic acid

: 38227-87-1
2,2,6,6-tetramethylpiperidinyl-lithium

: 74-88-4
methyl iodide

A: 68837-59-2
4-bromo-2-methylbenzoic acid

B: 644984-78-1
4-bromo-2-ethylbenzoic acid

C: 3-(2,2,6,6-tetramethylpiperidino)benzoic acid

D: 4-(2,2,6,6-tetramethylpiperidino)benzoic acid

Conditions

Conditions	Yield
Stage #1: 4-Bromobenzoic acid; 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; hexane at -78℃; for 4h; Stage #2: methyl iodide In tetrahydrofuran; hexane at -78 - 20℃;	A 12 % Spectr. B 22 % Spectr. C 15 % Spectr. D 12 % Spectr.

...Expand

: 583-75-5
4-Bromo-2-methylaniline

: 68837-59-2
4-bromo-2-methylbenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: durch Austausch von NH2 gegen CN 2: alcoholic NaOH-solution View Scheme

: 106-44-5
p-cresol

n-C3H7X: n-C3H7X

: 68837-59-2
4-bromo-2-methylbenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: AlBr3 / CS2 2: PBr5 View Scheme

: 67-56-1
methanol

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 99548-55-7
4-bromo-2-methyl-benzoic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride for 6h; Heating / reflux;	100%
With thionyl chloride at 70℃; for 6h;	100%
With thionyl chloride at 0℃; Inert atmosphere; Reflux;	100%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 21900-45-8
4-bromo-2-methylbenzoyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 9h;	100%
With thionyl chloride In toluene for 15h; Reflux;	92%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 0.5h; Cooling with ice;	89%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 17100-58-2
4-bromo-2-methylbenzyl alcohol

Conditions

Conditions	Yield
With borane-THF In tetrahydrofuran at 0 - 20℃; for 1h;	100%
Stage #1: 4-bromo-2-methylbenzoic acid With borane-THF In tetrahydrofuran at 0 - 20℃; for 3h; Stage #2: With water; sodium hydrogencarbonate In tetrahydrofuran	100%
With borane-THF In tetrahydrofuran at 0 - 20℃; for 2h;	100%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 99548-55-7
4-bromo-2-methyl-benzoic acid methyl ester

Conditions

Conditions	Yield
In dichloromethane	100%
In tetrahydrofuran; methanol; hexanes at 0 - 20℃; for 1h;	100%
In tetrahydrofuran; methanol at 0 - 20℃; for 1h;	92%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 74-88-4
methyl iodide

: 99548-55-7
4-bromo-2-methyl-benzoic acid methyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 80℃;	100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	100%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 80℃;	100%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 99548-55-7
4-bromo-2-methyl-benzoic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride In methanol	100%
With hydrogenchloride In methanol	100%
With methanol; hydrogenchloride for 3h; Heating / reflux;	86%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 4-bromo-2-methylbenzamide

Conditions

Conditions	Yield
Stage #1: 4-bromo-2-methylbenzoic acid With oxalyl dichloride In dichloromethane at 0 - 20℃; for 2h; Stage #2: With ammonium hydroxide In dichloromethane at 0 - 25℃; for 1h;	100%
With ammonium hydroxide; oxalyl dichloride In dichloromethane	100%
Stage #1: 4-bromo-2-methylbenzoic acid With oxalyl dichloride In dichloromethane at 0 - 20℃; for 2h; Stage #2: With ammonium hydroxide In dichloromethane at 0 - 25℃; for 1h;	100%
Stage #1: 4-bromo-2-methylbenzoic acid With thionyl chloride In dichloromethane for 1h; Stage #2: With ammonium hydroxide	95%
With 4-methyl-morpholine

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 765-30-0
Cyclopropylamine

: 345965-99-3
4-bromo-N-cyclopropyl-2-methylbenzamide

Conditions

Conditions	Yield
Stage #1: 4-bromo-2-methylbenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 16h; Stage #2: Cyclopropylamine With triethylamine In dichloromethane at 0 - 20℃; for 2.25h;	99%
Stage #1: 4-bromo-2-methylbenzoic acid With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 16h; Stage #2: Cyclopropylamine With triethylamine In dichloromethane at 20℃; for 2h;	99%
Stage #1: 4-bromo-2-methylbenzoic acid; Cyclopropylamine With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Stage #2: With sodium hydroxide In water at 20℃;	87%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 506-59-2
N,N-dimethylammonium chloride

: 862470-12-0
4-bromo-2-methyl-N,N-dimethylbenzamide

Conditions

Conditions	Yield
Stage #1: 4-bromo-2-methylbenzoic acid With thionyl chloride at 60℃; for 3h; Stage #2: N,N-dimethylammonium chloride With triethylamine In dichloromethane at 0 - 20℃; for 2h;	99%
Stage #1: 4-bromo-2-methylbenzoic acid With thionyl chloride at 60℃; for 3h; Stage #2: N,N-dimethylammonium chloride With triethylamine In dichloromethane at 0 - 20℃; for 2h;	99%
Stage #1: 4-bromo-2-methylbenzoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 0.0833333h; Stage #2: N,N-dimethylammonium chloride With triethylamine In tetrahydrofuran at 20℃; for 3h;

: 123-75-1
pyrrolidine

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 125700-67-6
O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

: 7087-68-5
N-ethyl-N,N-diisopropylamine

: 276678-35-4
(4-bromo-2-methylphenyl)(pyrrolidin-1-yl)methanone

Conditions

Conditions	Yield
In tetrahydrofuran; water	98%

...Expand

: 24424-99-5
di-tert-butyl dicarbonate

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 445003-37-2
4-bromo-2-methyl-benzoic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap In tert-butyl alcohol at 20℃; for 18h;	98%
With dmap In tert-butyl alcohol at 20℃; for 18h;	98%
With dmap In tert-butyl alcohol at 20℃; for 12h;	96%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 1022983-51-2
4-bromo-5-iodo-2-methylbenzoic acid

Conditions

Conditions	Yield
With N-iodo-succinimide; sulfuric acid at 0 - 5℃; for 1h;	98%
With N-iodo-succinimide; sulfuric acid at 0℃;	75%

: 141-32-2
acrylic acid n-butyl ester

: 68837-59-2
4-bromo-2-methylbenzoic acid

: n-butyl 2-(6-bromo-4-methyl-3-oxo-1,3-dihydroisobenzofuran-1-yl)acetate

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; oxygen; cesium acetate In methanol at 60℃; under 760.051 Torr; for 18h; Schlenk technique; chemoselective reaction;	98%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper(II) acetate monohydrate In water at 80℃; for 16h; Inert atmosphere; Sealed tube; Green chemistry;	89%

: 109-96-6
3-Pyrroline

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 651045-03-3
4-(2,5-dihydro-pyrrol-1-yl-carbonyl)-3-methyl-bromobenzene

Conditions

Conditions	Yield
With 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 16h;	97%
With 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 16h;	97%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 75-03-6
ethyl iodide

: 220389-34-4
ethyl 4-bromo-2-methylbenzoate

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 60℃; for 16h;	97%

: 64-17-5
ethanol

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 220389-34-4
ethyl 4-bromo-2-methylbenzoate

Conditions

Conditions	Yield
With thionyl chloride for 3h; Reflux;	96%
With sulfuric acid at 120℃; for 0.0833333h; Microwave irradiation;	79%
With sulfuric acid for 72h; Heating / reflux;
With sulfuric acid for 18h; Heating / reflux;
With hydrogenchloride at 45℃; for 8h;

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 75-65-0
tert-butyl alcohol

: 445003-37-2
4-bromo-2-methyl-benzoic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap; di-tert-butyl dicarbonate at 20℃; for 12h;	96%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 67-63-0
isopropyl alcohol

: 345965-04-0
isopropyl 2-methyl-4-bromobenzoate

Conditions

Conditions	Yield
With sulfuric acid In benzene for 96h; Heating / reflux;	95%
With sulfuric acid for 96h; Heating / reflux;	95%
	79%
	79%

: 111-34-2
-butyl vinyl ether

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 55860-35-0
4-acetyl-2-methyl benzoic acid

Conditions

Conditions	Yield
Stage #1: -butyl vinyl ether; 4-bromo-2-methylbenzoic acid With 1,3-bis-(diphenylphosphino)propane; potassium carbonate; palladium diacetate In water; butan-1-ol for 5h; Inert atmosphere; Reflux; Stage #2: With hydrogenchloride In water; toluene	95%

: 50917-72-1
aminomethylphosphonic acid diethyl ester

: 68837-59-2
4-bromo-2-methylbenzoic acid

: diethyl ((4-bromo-2-methylbenzamido)methyl)phosphonate

Conditions

Conditions	Yield
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 18h;	95%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: diethyl (aminomethyl)phosphonate oxalate

: diethyl ((4-bromo-2-methylbenzamido)methyl)phosphonate

Conditions

Conditions	Yield
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In methanol; N,N-dimethyl-formamide at 20℃; for 18h;	95%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 220389-34-4
ethyl 4-bromo-2-methylbenzoate

Conditions

Conditions	Yield
With concentrated sulfuric acid In ethanol	93%

: 67-56-1
methanol

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 220389-34-4
ethyl 4-bromo-2-methylbenzoate

Conditions

Conditions	Yield
With sulfuric acid at 100℃; Inert atmosphere;	92%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 2-fluoro-5-methoxyphenylboronic acid

: 1610370-14-3
2′-fluoro-5′-methoxy-3-methylbiphenyl-4-carboxylic acid

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; sodium carbonate In water at 130℃; for 0.333333h; Sealed tube; Microwave irradiation;	92%
With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; sodium carbonate In water at 130℃; for 0.333333h; Microwave irradiation; Sealed tube;	92%
With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; sodium carbonate at 130℃; for 0.333333h; Sealed tube; Microwave irradiation;	92%

: 38041-19-9
4-aminotetrahydropyran

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 1350411-41-4
4-bromo-2-methyl-N-(tetrahydropyran-4-yl)benzamide

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 16h; Cooling with ice;	92%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 178313-45-6
4-bromo-N-methoxy-N,2-dimethylbenzamide

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	91.6%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;	79%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;	74%

: 122-56-5
tributyl borane

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 4-butyl-2-methylbenzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran Suzuki-Miyaura Coupling; Inert atmosphere;	90%

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 5720-07-0
4-methoxyphenylboronic acid

: 104582-73-2
4'-methoxy-3-methyl-4-cyanodiphenyl

Conditions

Conditions	Yield
Stage #1: 4-bromo-2-methylbenzoic acid With resin-bound amine; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 18h; Stage #2: 4-methoxyphenylboronic acid With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane for 48h; Suzuki coupling; Heating; Stage #3: With pyridine; trifluoroacetic anhydride In dichloromethane at 20℃; for 16h;	89%

Yield

Stage #1: 4-bromo-2-methylbenzoic acid With resin-bound amine; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 18h;
Stage #2: 4-methoxyphenylboronic acid With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane for 48h; Suzuki coupling; Heating;
Stage #3: With pyridine; trifluoroacetic anhydride In dichloromethane at 20℃; for 16h;

89%

: 557-21-1
zinc(II) cyanide

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 103261-67-2
4-cyano-2-methylbenzoic acid methyl ester

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 100℃; for 16h; Inert atmosphere;	89%

4-Bromo-2-methylbenzoic acid Chemical Properties

IUPAC Name: 4-Bromo-2-methylbenzoic acid
Molecular Formula: C₈H₇BrO₂
Molecular Weight: 215.044g/mol
EINECS: 272-437-7
Melting Point: 180-184 ºC
Freely Rotating Bonds: 1
Polar Surface Area: 26.3 Å²
Index of Refraction: 1.595
Molar Refractivity: 45.69 cm³
Molar Volume: 134.4 cm³
Polarizability: 18.11 ×10^-24cm³
Surface Tension: 50 dyne/cm
Density: 1.599 g/cm³
Flash Point: 141.3 °C
Enthalpy of Vaporization: 58.17 kJ/mol
Boiling Point: 310.1 °C at 760 mmHg
Vapour Pressure: 0.000264 mmHg at 25°C
The Cas Register Number of 4-Bromo-2-methylbenzoic acid is 68837-59-2 .The chemical synonyms of 4-Bromo-2-methylbenzoic acid (CAS No. 68837-59-2) are Rarechem al bo 0455 ; 2-Methyl-4-bromobenzoic acid ; 4-Bromo-2-methylbenzoic acid ; 4-Bromo-o-toluic acid ; 4-Bromo-2-methylbenzoic acid 2-methyl-4-bromobenzoic acid ; 4-Bromo-2-methylbenzoic acid, 98+% .Product categories of 4-Bromo-2-methylbenzoic acid (CAS No. 68837-59-2) are Aromatic carboxylic acids, amides, anilides, anhydrides & salts ; Benzoic acid ; C8 ; Carbonyl compounds ; Carboxylic acids .The molecular structure of 4-Bromo-2-methylbenzoic acid (CAS No. 68837-59-2) is.

4-Bromo-2-methylbenzoic acid Safety Profile

Hazard Codes: Harmful Xn Irritant Xi
Risk Statements: 22-36/37/38
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S36: Wear suitable protective clothing.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3

4-Bromo-2-methylbenzoic acid Specification

The extinguishing agent of 4-Bromo-2-methylbenzoic acid (CAS No. 68837-59-2) are dry powder, foam, sand, carbon dioxide, water mist.

Product Name

4-Bromo-2-methylbenzoic acid

Synthetic route

4-Bromo-2-methylbenzoic acid Chemical Properties

4-Bromo-2-methylbenzoic acid Safety Profile

4-Bromo-2-methylbenzoic acid Specification

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