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Cas Database

Name	2-(Trifluoromethyl)benzyl bromide	EINECS	206-901-7
CAS No.	395-44-8	Density	1.568 g/cm³
PSA	0.00000	LogP	3.60030
Solubility	N/A	Melting Point	34-35 °C
Formula	C₈H₆BrF₃	Boiling Point	201.9 °C at 760 mmHg
Molecular Weight	239.035	Flash Point	83.3 °C
Transport Information	UN 1760	Appearance	Colorless to light yellow liquid
Safety	45-36/37/39-25-26	Risk Codes	34
Molecular Structure		Hazard Symbols	C， Xi
Synonyms	o-Xylene, a'-bromo-a,a,a-trifluoro- (6CI,7CI,8CI);1-(Bromomethyl)-2-(trifluoromethyl)benzene;2-Trifluoromethylbenzyl bromide;o-(Trifluoromethyl)benzyl bromide;a'-Bromo-a,a,a-trifluoro-o-xylene;	Article Data	6

2-(Trifluoromethyl)benzyl bromide Synthetic route

: diethyl 2,6-dimethyl-4-(2-(trifluoromethyl)benzyl)-1,4-dihydropyridine-3,5-dicarboxylate

: 395-44-8
o-trifluoromethylbenzyl bromide

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; tris(2,2′-bipyridyl)dichlororuthenium(II) hexahydrate; sodium bromide In water; acetonitrile at 20℃; for 24h; Sealed tube; Inert atmosphere; Irradiation; regioselective reaction;	62%

: 346-06-5
(2-(trifluoromethyl)phenyl)methanol

: 395-44-8
o-trifluoromethylbenzyl bromide

Conditions

Conditions	Yield
(bromination);
With pyridine; phosphorus tribromide at -10 - -5℃;
With sulfuric acid; hydrogen bromide
With carbon tetrabromide; triphenylphosphine In dichloromethane for 2h; Substitution; reflux;
With phosphorus tribromide In dichloromethane; water; toluene

: 395-47-1
[2-(trifluoromethyl)phenyl]magnesium bromide

: 395-44-8
o-trifluoromethylbenzyl bromide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: (bromination) View Scheme

: 433-97-6
2-trifluoromethylbenzoic acid

: 395-44-8
o-trifluoromethylbenzyl bromide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: LiAlH4 / diethyl ether 2: PBr3, Py / -10 - -5 °C View Scheme

: 3796-19-8
2-trifluoromethylphenylmagnesium chloride

: 395-44-8
o-trifluoromethylbenzyl bromide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: aq. HBr, H2SO4 View Scheme

: 447-61-0
2-Trifluoromethylbenzaldehyde

: 395-44-8
o-trifluoromethylbenzyl bromide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetra(n-butyl)ammonium hydrogensulfate / ethylene glycol / 4 h / 80 °C / Sealed tube; Inert atmosphere 2: sodium bromide; dipotassium peroxodisulfate; tris(2,2′-bipyridyl)dichlororuthenium(II) hexahydrate / acetonitrile; water / 24 h / 20 °C / Sealed tube; Inert atmosphere; Irradiation View Scheme

: 395-44-8
o-trifluoromethylbenzyl bromide

: 603-35-0
triphenylphosphine

: 2-trifluoromethylbenzyltriphenylphosphonium bromide

Conditions

Conditions	Yield
In toluene for 12h; Reflux;	100%
In toluene Reflux;	77%
In toluene at 80℃; for 16h;

: 395-44-8
o-trifluoromethylbenzyl bromide

: 157930-09-1, 157930-10-4, 157930-11-5, 157930-13-7, 157930-14-8
6-Mercaptopurine

A: 6-((2-(trifluoromethyl)benzyl)thio)-9H-purine

B: 9-[2-(trifluoromethyl) benzyl]-6-[(2-(trifluoromethyl)benzyl)thio]-9H-purine

Conditions

Conditions	Yield
Stage #1: 6-Mercaptopurine With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: o-trifluoromethylbenzyl bromide In N,N-dimethyl-formamide at 20℃; Further stages;	A 91% B 99%

: 395-44-8
o-trifluoromethylbenzyl bromide

: 2637-37-8
Quinoline-2-thiol

: 2-((2-(trifluoromethyl)benzyl)thio)quinoline

Conditions

Conditions	Yield
Stage #1: Quinoline-2-thiol With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 20℃; for 0.5h; Stage #2: o-trifluoromethylbenzyl bromide In toluene at 20℃; for 17h;	99%

: 395-44-8
o-trifluoromethylbenzyl bromide

: 13331-27-6
m-nitrobenzene boronic acid

: 886211-35-4
1-(3-nitrobenzyl)-2-(trifluoromethyl)benzene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 50℃; for 16h;	98%

2-(Trifluoromethyl)benzyl bromide Chemical Properties

IUPAC Name: 1-(bromomethyl)-2-(trifluoromethyl)benzene
The MF of 2-(Trifluoromethyl)benzyl bromide(395-44-8): C₈H₆BrF₃
The MW of 2-(Trifluoromethyl)benzyl bromide(395-44-8): 239.03
EINECS: 206-901-7
mp: 34-35 °C
bp: 72 °C (7.5 mmHg)
density: 1.57
refractive index: 1.496-1.499
Fp: 83 °C
Sensitive: Lachrymatory
Solubility in water: Insoluble
Appearance: Colorless to light yellow liquid
Categories: Fluoro-contained benzyl bromide series
Synonyms: ALPHA'-BROMO-ALPHA,ALPHA,ALPHA-TRIFLUORO-O-XYLENE;2-(TRIFLUOROMETHYL)BENZYL BROMIDE;O-(TRIFLUOROMETHYL)BENZYL BROMIDE;Benzene,1-(bromomethyl)-2-(trifluoromethyl)-;TIMTEC-BB SBB006692;
The Structure of 2-(Trifluoromethyl)benzyl bromide(395-44-8):

2-(Trifluoromethyl)benzyl bromide Safety Profile

Hazard Codes:

Xi
Risk Statements: 34
34: Causes burns
Safety Statements: 45-36/37/39-25-26
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
25: Avoid contact with eyes
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RIDADR: 1760
Hazard Note: Corrosive/Lachrymatory
HazardClass: 8
PackingGroup: III

2-(Trifluoromethyl)benzyl bromide Specification

1. First Aid Measures
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Skin:
Get medical aid immediately. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes.
Eyes:
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
2. Handling and Storage
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling:
Wash thoroughly after handling. Use only in a well ventilated area. Ground and bond containers when transferring material. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Avoid ingestion and inhalation. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.

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