4-Bromomethylbenzoic acid
- Product Name
- 4-Bromomethylbenzoic acid
- CAS No.
- 6232-88-8
- Chemical Name
- 4-Bromomethylbenzoic acid
- Synonyms
- 4-(BROMOMETHYL)BENZOIC ACID;ALPHA-BROMO-P-TOLUIC ACID;4-Bromomethylbenzoic;ALPHA-BROMO-P-TOLUYLIC ACID;AKOS BBS-00006715;Eprosartan USP RC D;RARECHEM AL BO 0068;A-BROMO-P-TOLUIC ACID;á-Bromo-p-toluic acid;à-bromo-p-toluic acid
- CBNumber
- CB6317157
- Molecular Formula
- C8H7BrO2
- Formula Weight
- 215.04
- MOL File
- 6232-88-8.mol
4-Bromomethylbenzoic acid Property
- Melting point:
- 224-229 °C(lit.)
- Boiling point:
- 252.95°C (rough estimate)
- Density
- 1.5313 (rough estimate)
- refractive index
- 1.5500 (estimate)
- storage temp.
- Store below +30°C.
- pka
- 4.10±0.10(Predicted)
- form
- Crystalline Powder
- color
- White to beige
- Water Solubility
- Soluble in water.
- BRN
- 1862870
- InChI
- InChI=1S/C8H7BrO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5H2,(H,10,11)
- InChIKey
- CQQSQBRPAJSTFB-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC=C(CBr)C=C1
- CAS DataBase Reference
- 6232-88-8(CAS DataBase Reference)
- EPA Substance Registry System
- Benzoic acid, 4-(bromomethyl)- (6232-88-8)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H314Causes severe skin burns and eye damage
H315Causes skin irritation
H318Causes serious eye damage
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P309IF exposed or if you feel unwell:
P310Immediately call a POISON CENTER or doctor/physician.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 159549
- Product name
- 4-(Bromomethyl)benzoic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $52.7
- Updated
- 2025/07/31
- Product number
- 1238251
- Product name
- Eprosartan Related Compound D
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 15mg
- Price
- $511
- Updated
- 2024/03/01
- Product number
- B0845
- Product name
- 4-(Bromomethyl)benzoic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 5g
- Price
- $24
- Updated
- 2025/07/31
- Product number
- B0845
- Product name
- 4-(Bromomethyl)benzoic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 25g
- Price
- $66
- Updated
- 2025/07/31
- Product number
- 159549
- Product name
- 4-(Bromomethyl)benzoic acid
- Purity
- 97%
- Packaging
- 10g
- Price
- $99.8
- Updated
- 2025/07/31
4-Bromomethylbenzoic acid Chemical Properties,Usage,Production
Chemical Properties
white to beige crystalline powder
Uses
4-(Bromomethyl)benzoic Acid is an intermediate in the synthesis of Eprosartan (E590100), a prototype of the imidazoleacrylic acid angiotensin II receptor antagonists used as an antihypertensive agent.
Uses
4-(Bromomethyl)benzoic acid acts as an intermediate in the synthesis of eprosartan, which is used as an antihypertensive agent. Further, it is used in the preparation of 5,10,15,20-tetra(m-hydroxyphenyl)chlorin (temoporfin), which is a second generation photosensitizer. In addition to this, it is used in the preparation of 4-(5-arylidene-2,4-dioxothiazolidin-3-yl) methylbenzoic acids.
Uses
4-(Bromomethyl)benzoic acid was used in the chemical modification of 5,10,15,20-tetra(m-hydroxyphenyl)chlorin (temoporfin), second generation photosensitizer. It was also used in the synthesis of 4-(5-arylidene-2,4-dioxothiazolidin-3-yl) methylbenzoic acids.
Synthesis
99-94-5
6232-88-8
In a 100 mL round-bottomed flask, 40 mL of carbon tetrachloride was added as solvent, 3.00 g of p-methylbenzoic acid as starting material, 4.00 g of N-bromosuccinimide (NBS) as bromination reagent, and 0.1 g of azobisisobutyronitrile (AIBN) as initiator. The reaction mixture was stirred and refluxed at 90 °C and the reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was cooled to room temperature followed by filtration. The filter cake was washed with warm water to remove the succinimide by-products generated in the reaction. After drying, 4.02 g of p-bromomethylbenzoic acid was obtained with a melting point of 231-232°C in 84% yield.
Purification Methods
Crystallise the acid from pKEst Me2CO. [Beilstein 9 IV 1745.]
References
[1] Chemistry - A European Journal, 2018, vol. 24, # 7, p. 1619 - 1630
[2] Organic Process Research and Development, 1998, vol. 2, # 4, p. 261 - 269
[3] Patent: CN108570012, 2018, A. Location in patent: Paragraph 0020; 0024; 0025
[4] Patent: CN108623537, 2018, A. Location in patent: Paragraph 0046; 0047; 0048
[5] Journal of Organic Chemistry, 1998, vol. 63, # 17, p. 6023 - 6026
4-Bromomethylbenzoic acid Preparation Products And Raw materials
Raw materials
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View Lastest Price from 4-Bromomethylbenzoic acid manufacturers
- Product
- 4-Bromomethylbenzoic acid 6232-88-8
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-12
- Product
- 4-Bromomethylbenzoic acid 6232-88-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
- Product
- 4-Bromomethylbenzoic acid 6232-88-8
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2018-12-25