4-Bromo-2-methylbenzoic acid
- CAS No.
- 68837-59-2
- Chemical Name:
- 4-Bromo-2-methylbenzoic acid
- Synonyms
- 4-Bromo-2-methyL;Fluralaner-038;RARECHEM AL BO 0455;4-Bromo-2-methylbenz;4-Bromo-o-toluic acid;Fluralaner Impurity 58;4-Bromo-2-methylbenzoic;5-Bromo-2-carboxytoluene;4-Bromo-2-methylbenzoicaci;4-Brom-2-methylbenzoic acid
- CBNumber:
- CB0188342
- Molecular Formula:
- C8H7BrO2
- Molecular Weight:
- 215.04
- MDL Number:
- MFCD00040905
- MOL File:
- 68837-59-2.mol
- MSDS File:
- SDS
| Melting point | 180-184 °C |
|---|---|
| Boiling point | 310.1±30.0 °C(Predicted) |
| Density | 1.599±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| pka | 3.63±0.25(Predicted) |
| form | powder to crystal |
| color | White to Almost white |
| Water Solubility | Insoluble in water. |
| BRN | 2249816 |
| InChI | InChI=1S/C8H7BrO2/c1-5-4-6(9)2-3-7(5)8(10)11/h2-4H,1H3,(H,10,11) |
| InChIKey | RVCJOGNLYVNRDN-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C1=CC=C(Br)C=C1C |
| CAS DataBase Reference | 68837-59-2(CAS DataBase Reference) |
| FDA UNII | W689VK4N9Y |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Faceshields, Gloves | |||||||||
| Hazard Codes | Xn,Xi | |||||||||
| Risk Statements | 22-36/37/38 | |||||||||
| Safety Statements | 26-36/37/39-36 | |||||||||
| RIDADR | UN 2811 6.1/PG 3 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Harmful | |||||||||
| HazardClass | IRRITANT | |||||||||
| PackingGroup | Ⅲ | |||||||||
| HS Code | 29163990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 |
|||||||||
| NFPA 704 |
|
4-Bromo-2-methylbenzoic acid price More Price(84)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 665126 | 4-Bromo-2-methylbenzoic acid 97% | 68837-59-2 | 5g | $84 | 2023-06-20 | Buy |
| Sigma-Aldrich | 665126 | 4-Bromo-2-methylbenzoic acid 97% | 68837-59-2 | 25g | $268 | 2023-06-20 | Buy |
| TCI Chemical | B3337 | 4-Bromo-2-methylbenzoic Acid >98.0%(GC)(T) | 68837-59-2 | 5g | $118 | 2026-04-30 | Buy |
| TCI Chemical | B3337 | 4-Bromo-2-methylbenzoic Acid >98.0%(GC)(T) | 68837-59-2 | 25g | $588 | 2026-04-30 | Buy |
| Biosynth | FB64187 | 4-Bromo-2-methylbenzoic acid | 68837-59-2 | 100g | $260 | 2026-06-04 | Buy |
4-Bromo-2-methylbenzoic acid Chemical Properties, Uses, Production
Chemical Properties
White to brown crystal powde
Uses
A building block which is used in preparation of anthranilic acids possessing antibacterial activity. 4-bromo-2-methylbenzoic acid could be used to synthesis 4-chloro-3'-(2-cyclopentyl-1-oxoisoindolin-5-yl)biphenyl-3-carboxylic acid through Suzuki couplings[1].
Application
4-Bromo-2-methylbenzoic acid serves as a key synthetic building block for active pharmaceutical ingredients and can be used for:
(1) Preparation of NHE inhibitors. Following chlorosulphonic acid chlorosulphonation, reduction and methylation, this compound yields 4-bromo-2-methyl-5-(methylsulphonyl)benzoic acid methyl ester [2].
(2) Preparation of 5α-reductase inhibitors. When this compound is used as a starting material in a Friedel–Crafts acylation reaction with diphenyl ether, it yields the key intermediate (4-bromo-2-methylphenyl)(4-phenoxyphenyl)methan [3].
(3) Preparation of anti-folate drugs. This compound can be used in a Pd⁰-catalysed Buchwald–Hartwig amination reaction, followed by NBS bromination and condensation with L-glutamic acid diethyl ester, to yield the key N-methylamino lactam intermediate 18 [4].
Synthesis
67832-11-5
68837-59-2
General procedure for the synthesis of 2-methyl-4-bromobenzoic acid from 4-bromo-2-methylbenzonitrile: 4-bromo-2-methylbenzonitrile (1 mmol) was suspended in water (49 mL) and potassium hydroxide (50 mmol) was added. The reaction mixture was stirred overnight under reflux conditions. Upon completion of the reaction, it was cooled to room temperature and the basic aqueous solution was washed with ethyl acetate (3 x 15 mL) to remove unreacted material. Subsequently, the aqueous phase was acidified to pH < 2 with 6 M hydrochloric acid and the acidified aqueous phase was extracted with ethyl acetate (3 x 15 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the white solid product 2-methyl-4-bromobenzoic acid. Yield: 60%. Thin Layer Chromatography (TLC) analysis (unfolding agent: dichloromethane/methanol = 9:1): Rf = 0.46. melting point: 182 °C. 1H-NMR (300 MHz, CD3OD) δ (ppm): 7.80 (d, J = 8.4 Hz, 1H, H-6), 7.48 (s, 1H, H-3), 7.42 (d, J = 8.4 Hz, 1H, H- 5), 2.56 (s, H- 5), 2.56 (s, H- 5), 2.56 (s, H- 5). 5), 2.56 (s, 3H, CH3).
References
[1] Shyama Sidique. “Orally Active Metabotropic Glutamate Subtype 2 Receptor Positive Allosteric Modulators: Structure–Activity Relationships and Assessment in a Rat Model of Nicotine Dependence.” Journal of Medicinal Chemistry 55 22 (2012): 9434–9445.
[2] Baumgarth, M., Beier, N., & Gericke, R. (1997). (2-Methyl-5-(methylsulfonyl)benzoyl)guanidine Na+/H+ Antiporter Inhibitors†. Journal of Medicinal Chemistry, 40 13, 2017–2034. https://doi.org/10.1021/jm960768n
[3] Salem, O. I. A., Frotscher, M., Scherer, C. (2005). Novel 5α-Reductase Inhibitors: Synthesis, Structure−Activity Studies, and Pharmacokinetic Profile of Phenoxybenzoylphenyl Acetic Acids. Journal of Medicinal Chemistry, 49 2, 748–759. https://doi.org/10.1021/jm050728w
[4] Rosowsky, A., Forsch, R. A., Wright, J. E. (2004). Synthesis and in Vitro Antifolate Activity of Rotationally Restricted Aminopterin and Methotrexate Analogues. Journal of Medicinal Chemistry, 47 27, 6958–6963. https://doi.org/10.1021/jm040122s
4-Bromo-2-methylbenzoic acid Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Harvest Chemical Industrial Co., Ltd. | 15721252604 17321035817 | sales@harvest-chem.com | China | 2829 | 64 |
| Changzhou Baokang Pharmaceutical & Chemical Co.,Ltd. | 0519-88787018 15261192718 | sales@baokangchem.com | China | 91 | 60 |
| China Shenyang Tyschem CO. ,LTD | +86-024-83607930 18640359690 | sales@honghuchem.com | China | 256 | 58 |
| Suzhou Qiushuo Biotechnology Co., Ltd | 0512-67862615 13382151840 | 2943249291@QQ.COM | China | 352 | 58 |
| Shanghai Sunway Pharmaceutical Technology Co., Ltd | 13761987713 | hxzheng@sunwaypharm.cn | China | 8663 | 57 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| INTATRADE GmbH | +49 3493/605464 | sales@intatrade.de | Germany | 3563 | 66 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
View Latest Price from 4-Bromo-2-methylbenzoic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-16 | 4-Bromo-2-methylbenzoic acid
68837-59-2
|
1KG | 98%min | 500KGS | WUHAN FORTUNA CHEMICAL CO., LTD | ||
 |
2026-05-28 | 4-Bromo-2-Methylbenzoic Acid
68837-59-2
|
$2.00-5.00 | 1KG | 99% | 10000kg | Hebei Chuanghai Biotechnology Co,.LTD | |
 |
2026-03-20 | 4-Bromo-2-methylbenzoic acid
68837-59-2
|
$10.00 | 1kg | 99% | 100 mt | Hebei Chuanghai Biotechnology Co., Ltd |
-
- 4-Bromo-2-methylbenzoic acid
68837-59-2
- $0.00
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- 4-Bromo-2-Methylbenzoic Acid
68837-59-2
- $2.00-5.00
- 99%
- Hebei Chuanghai Biotechnology Co,.LTD
-
- 4-Bromo-2-methylbenzoic acid
68837-59-2
- $10.00
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
