7697-27-0

Basic information

• Product Name: 2-Bromo-4-methylbenzoic acid
• Synonyms: RARECHEM AL BE 0916;2-BROMO-4-METHYLBENZOIC ACID;4-METHYL-2-BROMOBENZOIC ACID;3-Bromo-4-carboxytoluene;2-BroMo-4-Methylbenzoic Acid, 97+%
• CAS NO: 7697-27-0
• Molecular Formula: C₈H₇BrO₂
• Molecular Weight: 215.04
• EINECS: 1312995-182-4
• Product Categories: C8;Carbonyl Compounds;Carboxylic Acids
• Mol File: 7697-27-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 143-147 °C(lit.)
• Boiling Point: 320.5 °C at 760 mmHg
• Flash Point: 147.6 °C
• Appearance: /
• Density: 1.599 g/cm³
• Vapor Pressure: 0.000131mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: soluble in Methanol
• PKA: 3.02±0.10(Predicted)
• CAS DataBase Reference: 2-Bromo-4-methylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4-methylbenzoic acid(7697-27-0)
• EPA Substance Registry System: 2-Bromo-4-methylbenzoic acid(7697-27-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 7697-27-0(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

2-Bromo-4-methylbenzoic acid may be used to synthesize:4′-hydroxy-5:6′-dimethyldibenzo-α-pyrone2-bromo-4-methylbenzophenone7-hydroxy-5′-methyl-6-n-hexyl-3:4-benzocoumarin2-(trimethylsilyl)ethyl 2-bromo-4-methylbenzoate

General Description

2-Bromo-4-methylbenzoic acid can be prepared from 2-bromo-4-methylbenzonitrile via hydrolysis.

InChI:InChI=1/C8H7BrO2/c1-5-2-3-6(8(10)11)7(9)4-5/h2-4H,1H3,(H,10,11)

Upstream product

• 553-94-6 4-bromo-m-xylene 
• 42872-73-1 4-methyl-2-bromobenzonitrile 
• 99-94-5 p-Toluic acid 
• 824-54-4 2-bromo-4-methylbenzaldehyde 
• 106-42-3 para-xylene 
• 583-68-6 2-bromo-p-toluidine 

Downstream Products

• 87808-49-9 2-bromo-4-methyl-benzoic acid methyl ester 
• 860530-40-1 4-methyl-2-(phenylamino)benzoic acid 
• 69617-43-2 (2-bromophenyl-4-methyl)phenylmethanone 
• 858847-72-0 2-bromo-4-methyl-3,5-dinitrobenzoic acid 
• 63329-46-4 2-<(2-carboxyphenyl)amino>-4-methylbenzoic acid 
• 50817-48-6 N-isopropyl-4-methylanthranilic acid 
• 53456-09-0 4-methyl-2-bromobenzoyl chloride 
• 121793-12-2 2-bromo-4-methyl-1-(trifluoromethyl)benzene 
• 50-85-1 2-hydroxy-p-toluic acid 
• 99-94-5 p-Toluic acid 
• 99186-32-0 2-ethylsulfanyl-4-methyl-benzoic acid 
• 345953-39-1 2-bromo-4-(bromomethyl)benzoic Acid 
• 916904-24-0 2-bromo-4-methyl-benzoic acid benzyl ester 
• 767288-57-3 2-bromo-4-methylbenzophenone 4-methylphenylsulfonylhydrazone 

Relevant articles and documents

Solvent-free mechanochemical oxidation and reduction of biomass-derived 5-hydroxymethyl furfural

The simultaneous synthesis of 5-hydroxymethyl-2-furoic acid and 2,5-hydroxymethylfuran from biomass-derived 5-hydroxymethyl furan was developed using a solvent-free mechanochemical approach. The results obtained for the Cannizzaro disproportionation reaction show quantitative conversions of the starting materials with reaction times of only 5 min. Employing solvent-free conditions allows for a more sustainable synthetic approach that is reflected in an Efactor 7 times smaller than that in previous reports. Additionally, initial results of the use of a sacrificial reagent, with the same solvent-free mechanochemical approach, for the selective reduction and oxidation of HMF are presented.

PdII-catalyzed monoselective ortho halogenation of C-H bonds assisted by counter cations: A complementary method to directed ortho lithiation

(Chemical Equation Presented) When the counterion counts: The yield and selectivity of the title transformation of benzoic acid derivatives were improved greatly by using tetraalkyl ammonium salts as additives (see scheme; monoselectivity: 5:1-18:1). These effects are attributed to the influence of counter cations. The halogenated products are versatile intermediates for the construction of substituted aromatic compounds. DMF=N,N-dimethylformamide.

Thioxanthenone antitumor agents

Compounds having anti-tumour activity are disclosed having the formulawherein: (1) n is 2 or 3;R1 and R2 are independently lower-alkyl;Q is a residue chosen from the group consisting ofCH2NHR3, CH2N(R4)SO2R7, CH2NHCHO, CH=N-Ar,C(O)NR5R6, CH2N(R4)C(O)R7, CH2N(C2H5)CHO,CH2N(R4)P(O)(O-lower-alkyl)2, CH2N=CH-N(R9)(R10),CH2N(R4)C(O)CF3 and CH2N(R4)C(O)OR7;R3 is hydrogen or lower-alkyl;R4 is hydrogen, lower-alkyl or Ar;R5 is hydrogen, lower-alkyl or Ar;R6 is hydrogen or lower-alkyl;R7 is lower-alkyl, or Ar;R8 is hydroxy;Ar is phenyl or phenyl substituted with methyl, methoxy, hydroxy, halogen or nitro; andR9 and R10 are independently lower-alkyl; or(2) Q is a residue chosen from the group consisting of CH2N(R4)SO2R7, CH=N-Ar, C(O)NR5R6, CH2N(R4)C(O)R7, CH2N(R4)P(O)(O-lower-alkyl)2, CH2N(R4)C(O)CF3 and CH2N(R4)C(O)OR7; R8 is hydrogen, lower-alkyl, lower-alkoxy, or hydroxy; Ar is phenyl substituted by hydroxy; and n, R1, R2, R4, R5, R6, and R7 are as defined hereinabove in part (1) with the proviso that one or more of R4, R5, or R7 is Ar; or(3) Q is a residue chosen from the group consisting of CH2N=CH-N(R9)(R10) and CH2N(R4)C(O)CF3 ; R8 is hydrogen, lower-alkyl, lower-alkoxy, or hydroxy; and n, R1, R2, R4, R7, Ar, R9 and R10 are as defined hereinabove in part (1), or a pharmaceutically acceptable acid-addition salt or solvate thereof . Compositions containing the thioxanthenones and methods of treating tumors and cancer in mammals with the thioxanthenones are also disclosed.