5-(BROMOMETHYL)-1,2,3-TRIFLUOROBENZENE

5-(BROMOMETHYL)-1,2,3-TRIFLUOROBENZENE - Names and Identifiers

Name	3,4,5-trifluorobenzyl bromide
Synonyms	-bromo-3,4,5-trifluorotoluene 3,4,5-trifluorobenzyl bromide 3,4,5-TRIFLUOROBENZYL BROMIDE à-bromo-3,4,5-trifluorotoluene A-BROMO-3,4,5-TRIFLUOROTOLUENE alpha-Bromo-3,4,5-trifluorotoluene ALPHA-BROMO-3,4,5-TRIFLUOROTOLUENE 5-(bromomethyl)-1,2,3-trifluorobenzene 5-(BROMOMETHYL)-1,2,3-TRIFLUOROBENZENE
CAS	220141-72-0
InChI	InChI=1/C7H4BrF3/c8-3-4-1-5(9)7(11)6(10)2-4/h1-2H,3H2

5-(BROMOMETHYL)-1,2,3-TRIFLUOROBENZENE - Physico-chemical Properties

Molecular Formula	C7H4BrF3
Molar Mass	225.01
Density	1.689 g/mL at 25 °C (lit.)
Boling Point	44-46°C 1mm
Flash Point	150°F
Vapor Presure	0.827mmHg at 25°C
Appearance	clear liquid
Color	Light yellow to Brown
BRN	8680985
Storage Condition	under inert gas (nitrogen or Argon) at 2-8°C
Sensitive	Lachrymatory
Refractive Index	n20/D 1.5050(lit.)
MDL	MFCD00083528

5-(BROMOMETHYL)-1,2,3-TRIFLUOROBENZENE - Risk and Safety

Hazard Symbols	C - Corrosive
Risk Codes	34 - Causes burns
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S27 - Take off immediately all contaminated clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
UN IDs	UN 1760 8/PG 3
WGK Germany	3
TSCA	T
HS Code	29039990
Hazard Note	Corrosive/Lachrymatory
Hazard Class	8
Packing Group	II

5-(BROMOMETHYL)-1,2,3-TRIFLUOROBENZENE - Reference Information

Uses

3,4, 5-trifluorobromobenzyl is an organic intermediate.

Preparation

3,4, 5-trifluorobenzyl bromide can be prepared from 3,4, 5-trifluorobenzaldehyde as raw material (3,4, 5-trifluorophenyl) methanol, and then brominated to obtain 3,4, 5-trifluorobenzyl. Step A:(3,4, 5-trifluorophenyl) methanol: NaBH4(1.662g,43.75mmol) is slowly added in batches within 30min to a cooled (-5°C) solution of 3,4, 5-trifluorobenzaldehyde (7.0g,43.75mmol) in a mixture of THF and water (50ml, 9:1). Let this reaction mixture reach room temperature within 2h and carefully pour it into cold dilute HCl(200ml,1N). The oil layer was extracted into CH2Cl2(250ml), the organic layer was washed with water (200ml), dried (MgSO4), and evaporated. The resulting crude product (7.08g, quantitative) continued to be used without further purification. Step B:3,4, 5-trifluorobenzyl: Slowly add a solution of thionyl bromide (6.16ml,80mmol) in CH2Cl2(50ml) to a solution of (3,4, 5-trifluorophenyl) methanol (40mmol) in CH2Cl2(150ml). At room temperature, stir the reaction mixture for 16h and pour it into ice water (200ml). The organic layer was separated, washed with saturated NaHCO3(2 × 200ml), water (200ml), dried (MgSO4), and evaporated to obtain the corresponding light yellow oily brominated compound in a quantitative yield.

Last Update：2024-04-10 22:29:15