1483-56-3

1483-56-3 - Names and Identifiers

Name	2-Bromo-5-(trifluoromethyl)benzoic acid
Synonyms	QVR BE EXFFF [WLN] 6-Bromo-α,α,α-trifluoro-m-toluic acid 2-Bromo-5-(trifluoromethyl)benzoic acid benzoic acid, 2-bromo-5-(trifluoromethyl)- Benzoic acid, 2-bromo-5-(trifluoromethyl)- 4-Bromo-3-carboxybenzotrifluoride, 6-Bromo-alpha,alpha,alpha-trifluoro-m-toluic acid
CAS	1483-56-3
InChI	InChI=1/C8H4BrF3O2/c9-6-2-1-4(8(10,11)12)3-5(6)7(13)14/h1-3H,(H,13,14)

1483-56-3 - Physico-chemical Properties

Molecular Formula	C8H4BrF3O2
Molar Mass	269.02
Density	1.773
Melting Point	116-117℃
Boling Point	301.0±42.0 °C(Predicted)
Flash Point	135.9°C
Water Solubility	Slightly soluble in water.
Vapor Presure	0.000479mmHg at 25°C
Appearance	Solid
pKa	2.42±0.10(Predicted)
Storage Condition	Sealed in dry,Room Temperature
Refractive Index	1.516

1483-56-3 - Risk and Safety

Hazard Class

IRRITANT

1483-56-3 - Reference Information

Use

2-bromo-5-trifluoromethylbenzoic acid is an organic intermediate, which can be obtained from 4-bromo-trifluorotoluene as raw material. 1-bromo-2-iodo-4-trifluoromethylbenzene is obtained by iodine first, and then 2-bromo-5-trifluoromethylbenzoic acid is prepared.

preparation

2,6,6-tetramethylhexahydropiperidine (22.5ml,133.4mmol) was added to n-BuLi(26.7ml 2.5M solution in tetrahydrofuran (THF), 66.7mmol) THF(130ml) solution at -78 ℃. Stir the mixture at -78°C for 30 minutes, then carefully reduce it to -100°C using liquid nitrogen. Pure 1-bromo-4-(trifluoromethyl) benzene (15g, 66.7mmol) was added. The mixture was kept at -100 ℃ for 6 hours and poured on fresh crushed dry ice. The resulting mixture was stirred at room temperature for 16 hours. Evaporation removes residual solvent. Add water (150ml) and extract the mixture with ether (50ml three times). The water layer was acidified with concentrated hydrochloric acid (HCl) and extracted with dichloromethane (50ml three times). The combined organic layer was washed with saturated sodium chloride (75ml), dried with magnesium sulfate (MgSO4), filtered and concentrated to produce a white solid (5.41g) of 2-bromo-5-trifluoromethylbenzoic acid. 1H NMR(300MHz, chloroform-D)δ ppm 7.7(dd,J = 8.4,2.3Hz,1H) 7.9(d,J = 8.4Hz,1H)8.3(d,J = 2.0Hz,1H);MS(ES) calculation value: 267.93, measurement value: 266.7(M-1).

Last Update：2024-04-09 15:16:48