4-Bromomethylbenzoic acid supplier

Name
4-Bromomethylbenzoic acid
EINECS 228-343-3
CAS No. 6232-88-8
Article Data56
CAS DataBase
Density 1.635 g/cm³
Solubility Soluble in water.
Melting Point 224-229 °C(lit.)
Formula C₈H₇BrO₂
Boiling Point 328.8 °C at 760 mmHg
Molecular Weight 215.046
Flash Point 152.7 °C
Transport Information UN 3261
Appearance white to beige crystalline powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi,C
Synonyms p-Toluicacid, a-bromo- (6CI,7CI,8CI);4-(Bromomethyl)benzoic acid;4-Carboxybenzyl bromide;NSC 56891;p-(Bromomethyl)benzoic acid;p-Carboxybenzyl bromide;a-Bromo-p-toluic acid;
PSA 37.30000
LogP 2.27970

Synthetic route

: 99-94-5
p-Toluic acid

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 6h; Reflux;	100%
With sodium bromate; sodium hydrogensulfite In water; ethyl acetate	90%
With dihydrogen peroxide; bromine In dichloromethane; water for 4h; Reflux;	87%

: 104-81-4
4-Methylbenzyl bromide

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
With carbon tetrabromide; oxygen In acetonitrile at 20℃; for 60h; UV-irradiation;	91.3%
With carbon tetrabromide; oxygen In acetonitrile at 20℃; for 60h; Irradiation;	75%

: 104-87-0
4-methyl-benzaldehyde

A: 6232-88-8
4-bromomethylbenzoic Acid

B: 99-94-5
p-Toluic acid

Conditions

Conditions	Yield
With N-Bromosuccinimide In water at 27℃; for 25h; Irradiation;	A 2 %Spectr. B 80%

: 17201-43-3
4-cyanobenzyl bromide

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
With hydrogen bromide for 5h; Heating;	77.5%
With hydrogen bromide
With hydrogenchloride

: 589-18-4
4-Methylbenzyl alcohol

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 0.5h; Heating;	72%

: 128-08-5
N-Bromosuccinimide

: 99-94-5
p-Toluic acid

A 4-(Bromomethyl)benxoic acid: 4-(Bromomethyl)benxoic acid

B: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
With dibenzoyl peroxide In tetrachloromethane	A n/a B 67.7%

...Expand

: 99-94-5
p-Toluic acid

A: 6232-88-8
4-bromomethylbenzoic Acid

B: 100-21-0
terephthalic acid

C: 7697-26-9
3-bromo-4-methylbenzoic acid

D: 15561-46-3
p-acetoxymethyl benzoic acid

E: 619-66-9
4-Carboxybenzaldehyde

F: 100-51-6
benzyl alcohol

Conditions

Conditions	Yield
With cobalt(III) acetate; sodium bromide In water; trifluoroacetic acid at 72℃; for 2.5h; Product distribution; other oxidizing agents (Mn(III) triacetate, lead tetraacetate, cerium ammonium nitrate), other time and temperature.;	A 16.6% B 1.4% C 17.7% D 15.3% E 43.1% F 5.4%

...Expand

: 52780-16-2
4-bromomethylbenzoyl chloride

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
With formic acid

: 876-07-3
4-(bromomethyl)benzoyl bromide

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
With formic acid at 30 - 35℃;

: 99-94-5
p-Toluic acid

: 76-05-1
trifluoroacetic acid

A: 6232-88-8
4-bromomethylbenzoic Acid

B: 100-21-0
terephthalic acid

C: 7697-26-9
3-bromo-4-methylbenzoic acid

D: 15561-46-3
p-acetoxymethyl benzoic acid

E: 619-66-9
4-Carboxybenzaldehyde

F: 78504-88-8
4-(2,2,2-Trifluoro-acetoxymethyl)-benzoic acid

Conditions

Conditions	Yield
With cobalt(III) acetate; sodium bromide In water at 25℃; Product distribution; Concentration and the amount of Co(III) acetate, sodium bromide and water was tested;	A 53.6 % Chromat. B 4.9 % Chromat. C 1.0 % Chromat. D 0.8 % Chromat. E 7.6 % Chromat. F 0.8 % Chromat.

...Expand

: 99-94-5
p-Toluic acid

A: 6232-88-8
4-bromomethylbenzoic Acid

B: 7697-26-9
3-bromo-4-methylbenzoic acid

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate; sodium bromide In water; trifluoroacetic acid for 48h; Ambient temperature; Yield given. Yields of byproduct given;

: 99-94-5
p-Toluic acid

A: 6232-88-8
4-bromomethylbenzoic Acid

B: 100-21-0
terephthalic acid

C: 7697-26-9
3-bromo-4-methylbenzoic acid

D: 619-66-9
4-Carboxybenzaldehyde

Conditions

Conditions	Yield
With cobalt(III) acetate; sodium bromide In water; trifluoroacetic acid at 25℃; Title compound not separated from byproducts;	A 94.2 % Chromat. B 2.2 % Chromat. C 2.5 % Chromat. D 1.1 % Chromat.

...Expand

: 10035-10-6, 12258-64-9
hydrogen bromide

: 17201-43-3
4-cyanobenzyl bromide

: 6232-88-8
4-bromomethylbenzoic Acid

p-Me-C6H4-CO2H or p-Me-C6H4-CO2Et: p-Me-C6H4-CO2H or p-Me-C6H4-CO2Et

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
With N-Bromosuccinimide; Perbenzoic acid In tetrachloromethane for 3h; Heating; Irradiation;

: 589-29-7
p-xylylene glycol

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 96 percent / H2 / Raney Ni / aq. NaOH / 20 °C 2: 72 percent / NBS / benzoyl peroxide / CCl4 / 0.5 h / Heating View Scheme

: 106-38-7
para-bromotoluene

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / 195 °C / Erhitzen des Reaktionsgemisches mit wss. H2SO4 auf 150grad 2: nitrobenzene; bromine View Scheme

: 874-60-2
4-methyl-benzoyl chloride

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine / 160 °C / Irradiation.mit Gluehlampenlicht 2: aqueous formic acid View Scheme

: 99-94-5
p-Toluic acid

: 94-36-0
dibenzoyl peroxide

A: 2-(p-Aminomethylphenyl)penem-3-carboxylic Acid

B: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
With N-Bromosuccinimide In water; benzene	A 15.0 g (69.7 mmol, 71.1%) B n/a

...Expand

: 94-08-6
4-methylbenzoic acid ethyl ester

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / Reflux 2: potassium hydroxide / water / 0.5 h View Scheme

: 26496-94-6
Ethyl 4-(bromomethyl)benzoate

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
With potassium hydroxide In water for 0.5h;

: 85-44-9
phthalic anhydride

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: water; sodium hydroxide / 3 h / 80 - 150 °C 2: ammonium hydroxide / 1 h / 180 °C 3: aluminum (III) chloride / diethyl ether / 1 h / 40 °C 4: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 2 h / 80 °C View Scheme

: 65-85-0
benzoic acid

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aluminum (III) chloride / diethyl ether / 1 h / 40 °C 2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 2 h / 80 °C View Scheme

: 88-99-3
benzene-1,2-dicarboxylic acid

: 6232-88-8
4-bromomethylbenzoic Acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ammonium hydroxide / 1 h / 180 °C 2: aluminum (III) chloride / diethyl ether / 1 h / 40 °C 3: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 2 h / 80 °C View Scheme

: 6232-88-8
4-bromomethylbenzoic Acid

: 52780-16-2
4-bromomethylbenzoyl chloride

Conditions

Conditions	Yield
With thionyl chloride In toluene for 5 - 6h; Heating / reflux;	100%
With thionyl chloride at 20℃; for 4.5h; Heating / reflux;	100%
With thionyl chloride for 3h; Chlorination; Heating;	93%

: 186581-53-3, 908094-01-9
diazomethane

: 6232-88-8
4-bromomethylbenzoic Acid

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at 0℃;	100%
With potassium hydroxide In diethyl ether; ethanol for 12h;	98%
In diethyl ether

: 6232-88-8
4-bromomethylbenzoic Acid

: 71831-21-5
4-(bromomethyl)benzyl alcohol

Conditions

Conditions	Yield
Stage #1: 4-bromomethylbenzoic Acid With borane-THF In tetrahydrofuran at 0 - 20℃; Stage #2: With methanol; water In tetrahydrofuran	99%
Stage #1: 4-bromomethylbenzoic Acid With borane-THF In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Stage #2: With methanol In tetrahydrofuran at 20℃; Inert atmosphere;	96%
With borane-THF In tetrahydrofuran at 0 - 20℃;	94%

: 6232-88-8
4-bromomethylbenzoic Acid

: 122-52-1
triethyl phosphite

: 28149-48-6
4-[(diethoxyphosphinyl)methyl]benzoic acid

Conditions

Conditions	Yield
for 20h; Heating / reflux;	98%
In toluene for 18h; Arbuzov reaction; Heating;	77%
In toluene for 18h; Heating / reflux;	77%
for 3h; Heating;

: ammonium hexafluorophosphate

: Ru(C5H3N(C7H9N2)2)2(2+)*2PF6(1-)=[Ru(C5H3N(C7H9N2)2)2](PF6)2

: 6232-88-8
4-bromomethylbenzoic Acid

: Ru(C5H3N(C7H8(CH2C6H4CO2CH3)N2)2)2(2+)*2PF6(1-)=[Ru(C5H3N(C7H8(CH2C6H4CO2CH3)N2)2)2](PF6)2

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran byproducts: H2; refluxing Ru-complex with NaH under Ar for 2 h, addn. of excess alkylating agent, refluxing for 24 h, solvent removal, dissoln. in CHCl3, washing (water), chromy. (Al2O3, 10% MeOH in CH2Cl2), pptn. from MeOH soln. with excess aq. NH4PF6; cooling in refrigerator for 1 h, collection (filtration), drying (vac.);elem. anal.;	98%

...Expand

: 6232-88-8
4-bromomethylbenzoic Acid

: 258278-55-6
4-[(nitrooxy)methyl]benzoic acid

Conditions

Conditions	Yield
With silver nitrate In acetonitrile at 20℃; Darkness;	97%
With silver nitrate In acetonitrile Substitution;	84%
With silver nitrate In acetonitrile at 20℃; for 24h;	83%

: 6232-88-8
4-bromomethylbenzoic Acid

: 603-35-0
triphenylphosphine

: ((4-carboxyphenyl)methyl)triphenylphosphonium bromide

Conditions

Conditions	Yield
In acetone for 3h; Reflux;	97%
In acetone for 6h; Heating;	82%
In toluene Heating;	80%

: 6232-88-8
4-bromomethylbenzoic Acid

: 3006-96-0
3-hydroxymethyl-benzoic acid

Conditions

Conditions	Yield
With water for 2h; Heating;	96%
With water for 4h; Heating;	91%
With water for 1h; Heating;	88%

: 67-56-1
methanol

: 6232-88-8
4-bromomethylbenzoic Acid

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 16h;	96%
With sulfuric acid for 5h; Heating;	93%
With thionyl chloride at 25℃; for 12h;	93.2%

: 6232-88-8
4-bromomethylbenzoic Acid

: 507-09-5
thioacetic acid

: 132035-64-4
thioacetic acid S-(4-carboxybenzyl) ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetone for 24h; Ambient temperature;	96%

: 6232-88-8
4-bromomethylbenzoic Acid

: 174356-27-5
pent-4-enyl 3,4,6-tri-O-benzoyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

: 75-05-8
acetonitrile

: 1-N-(acetyl)-[N-(4-bromomethyl)-benzoyl]-2-deoxy-2-tetrachlorophthalimido-3,4,6-tri-O-benzoyl-β-D-glucopyranosyl amine

Conditions

Conditions	Yield
With N-Bromosuccinimide at 20℃; for 7h;	96%

...Expand

: 6232-88-8
4-bromomethylbenzoic Acid

: 73789-56-7
N-isocyaniminotriphenylphosphorane

: 82-86-0
acenaphthene quinone

: 1309930-27-5
2-[5-[4-(bromomethyl)phenyl]-1,3,4-oxadiazol-2-yl]-2-hydroxy-1(2H)-acenaphthylenone

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 0.25h; Time; Sonication;	96%
In water at 20 - 26℃; for 15h; Green chemistry;	85%
In acetonitrile at 20℃; for 24h;	82%

...Expand

: 6232-88-8
4-bromomethylbenzoic Acid

: 56-91-7
p-aminomethylbenzoic acid

Conditions

Conditions	Yield
With potassium carbonate; triethylamine In tetrachloromethane at 25℃; for 4h; Temperature;	95.32%
With ammonium hydroxide

: 6232-88-8
4-bromomethylbenzoic Acid

: 64-19-7
acetic acid

: 15561-46-3
p-acetoxymethyl benzoic acid

Conditions

Conditions	Yield
With potassium acetate for 8h; Heating;	95%

: 6232-88-8
4-bromomethylbenzoic Acid

: 108-98-5
thiophenol

: 88382-49-4
4-<(Phenylthio)methyl>benzoic acid

Conditions

Conditions	Yield
With sodium carbonate for 3h;	95%

: 6232-88-8
4-bromomethylbenzoic Acid

: 13438-65-8
2-aminopyridine-3-carboxamide

: 4-(3-Carbamoyl-2-imino-2H-pyridin-1-ylmethyl)-benzoic acid; hydrobromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 15℃; for 480h;	95%

: 6232-88-8
4-bromomethylbenzoic Acid

: 134469-07-1
Benzimidazol-2-thiol

: 194479-08-8
4-<(2'-thiobenzimidazol)methyl>benzoic acid

Conditions

Conditions	Yield
With potassium hydroxide In water for 10h; Heating;	95%
With sodium hydroxide In various solvent(s) at 120℃;

: 6232-88-8
4-bromomethylbenzoic Acid

: 79584-03-5
(4-azidomethyl)benzoic acid

Conditions

Conditions	Yield
With sodium azide In dimethyl sulfoxide at 80℃; for 48h;	95%
With sodium azide In N,N-dimethyl-formamide at 50℃; for 48h; Inert atmosphere;	95%
With sodium azide In N,N-dimethyl-formamide at 50℃; for 15h;	94%

: 6232-88-8
4-bromomethylbenzoic Acid

: 101258-15-5
(4-carboxyphenyl)methylphosphonic acid

Conditions

Conditions	Yield
Stage #1: 4-bromomethylbenzoic Acid With triethyl phosphite In toluene for 12h; Reflux; Stage #2: With hydrogenchloride In water; toluene for 12h; Reflux;	94%
Multi-step reaction with 2 steps 1: 3 h / Heating 2: 6N HCl / H2O / 72 h / Heating View Scheme

: 75-15-0
carbon disulfide

: 109-79-5
1-butanethiol

: 6232-88-8
4-bromomethylbenzoic Acid

: 4-((((butylthio)carbon-thioyl)thio)methyl)benzoic acid

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 6.5h; Inert atmosphere;	93.9%

...Expand

: 55-22-1
pyridine-4-carboxylic acid

: 6232-88-8
4-bromomethylbenzoic Acid

: 4-carboxy-1-(4-carboxybenzyl)pyridinium bromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 70℃; for 6h;	93%

: 911714-25-5
5-[(4-benzyloxy-3-methoxyphenyl)methylidene]-2,4-thiazolidinedione

: 6232-88-8
4-bromomethylbenzoic Acid

: 4-({5-[(4-benzyloxy-3-methoxyphenyl)methylidene]-2,4-dioxothiazolidin-3-yl}methyl)benzoic acid

Conditions

Conditions	Yield
With potassium carbonate In acetone for 48h; Reflux;	93%

: 6232-88-8
4-bromomethylbenzoic Acid

: 127-09-3
sodium acetate

: 15561-46-3
p-acetoxymethyl benzoic acid

Conditions

Conditions	Yield
In acetic acid for 24h; Reflux; Inert atmosphere;	93%

: 226942-29-6
6-bromo-1,2,3,4-tetrahydroisoquinoline

: 6232-88-8
4-bromomethylbenzoic Acid

: 4-((6-bromo-3,4-dihydroisoquinolin-2(1H)-yl)methyl)benzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran for 8h; Reflux;	92.3%

: 6232-88-8
4-bromomethylbenzoic Acid

: 4-(3-cyano-4,6-diphenyl-pyridin-2-ylsulfanylmethyl)-benzoic acid

Conditions

Conditions	Yield
Stage #1: 4,6-diphenyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile With potassium hydroxide In water; N,N-dimethyl-formamide for 0.166667h; Stage #2: 4-bromomethylbenzoic Acid In water; N,N-dimethyl-formamide Stage #3: With hydrogenchloride; water In N,N-dimethyl-formamide	92%

: 7719-09-7
thionyl chloride

: 6232-88-8
4-bromomethylbenzoic Acid

: 58914-40-2
4-(bromomethyl)benzamide

Conditions

Conditions	Yield
Stage #1: thionyl chloride; 4-bromomethylbenzoic Acid In tetrachloromethane for 95h; Heating / reflux; Stage #2: With ammonia In tetrachloromethane for 0.166667h;	92%

: 107-03-9
1-thiopropane

: 6232-88-8
4-bromomethylbenzoic Acid

: 1019561-88-6
4-(propylthiomethyl)benzoic acid

Conditions

Conditions	Yield
Stage #1: 1-thiopropane With sodium hydride In tetrahydrofuran; mineral oil Stage #2: 4-bromomethylbenzoic Acid In tetrahydrofuran; mineral oil for 1h; Reflux; Stage #3: In tetrahydrofuran; methanol; mineral oil for 16h; Reflux;	92%

: 6232-88-8
4-bromomethylbenzoic Acid

: 536-74-3
phenylacetylene

: 1235527-54-4
4-((4-phenyl-1H-1,2,3-triazol-4-yl)methyl)benzoic acid

Conditions

Conditions	Yield
With sodium azide In ethanol at 80℃; for 8h;	92%

: 6232-88-8
4-bromomethylbenzoic Acid

: C34H22CoN10O4(1-)

: C66H46CoN10O12(1-)*Br(1-)*4H2O*2H(1+)

Conditions

Conditions	Yield
In dimethyl sulfoxide at 20℃; for 2h;	92%

4-Bromomethylbenzoic acid Specification

This chemical is called Benzoic acid, 4-(bromomethyl)-, and its systematic name is 4-(bromomethyl)benzoic acid. With the molecular formula of C₈H₇BrO₂, its molecular weight is 215.05. The CAS registry number of this chemical is 6232-88-8. Additionally, its product categories are Acids and Derivatives; Halides; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Aromatics. It should be sealed in the cool and dry place.

Other characteristics of the Benzoic acid, 4-(bromomethyl)- can be summarised as followings: (1)ACD/LogP: 2.60; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.19; (4)ACD/LogD (pH 7.4): -0.32; (5)ACD/BCF (pH 5.5): 2.16; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 24.07; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.614; (14)Molar Refractivity: 45.83 cm³; (15)Molar Volume: 131.4 cm³; (16)Polarizability: 18.16×10^-24cm³; (17)Surface Tension: 55.2 dyne/cm; (18)Density: 1.635 g/cm³; (19)Flash Point: 152.7 °C; (20)Enthalpy of Vaporization: 60.3 kJ/mol; (21)Boiling Point: 328.8 °C at 760 mmHg; (22)Vapour Pressure: 7.45E-05 mmHg at 25°C.

Production method of this chemical: The Benzoic acid, 4-(bromomethyl)- could be obtained by the reactant of 4-methyl-benzoic acid. This reaction needs the reagent of 1,1,2,2,-tetrachloro-ethane, bromine.

Uses of this chemical: The 4-hydroxymethyl-benzoic acid could be obtained by the reactant of Benzoic acid, 4-(bromomethyl)-. This reaction needs the reagent of H₂O. The yield is 96 %. This reaction should be taken for 2 hours. The other condition is heating.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: BrCc1ccc(C(=O)O)cc1
2.InChI: InChI=1/C8H7BrO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5H2,(H,10,11)
3.InChIKey: CQQSQBRPAJSTFB-UHFFFAOYAU

Product Name

4-Bromomethylbenzoic acid

Synthetic route

4-Bromomethylbenzoic acid Specification

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