157911-56-3

Basic information

• Product Name: 2,4,5-Trifluorobenzyl bromide
• Synonyms: 2,4,5-Trifluorobenzy;5-Trifluorobenzyl broMide;[(2,4,5-trifluorophenyl)Methyl]broManuide;Benzene, 1-(broMoMethyl)-2,4,5-trifluoro-;1-(Bromomethyl)-2,4,5-trifluorobenzene, alpha-Bromo-2,4,5-trifluorotoluene;1-(BROMOMETHYL)-2,4,5-TRIFLUOROBENZENE;2,4,5-TRIFLUOROBENZYL BROMIDE;alpha-Bromo-2,4,5-trifluorotoluene
• CAS NO: 157911-56-3
• Molecular Formula: C₇H₄BrF₃
• Molecular Weight: 225.01
• EINECS: -0
• Product Categories: Fluorinated benzene series
• Mol File: 157911-56-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 188.8 ºC at 760 mmHg
• Flash Point: 75.4 ºC
• Appearance: /
• Density: 1.71
• Vapor Pressure: 0.814mmHg at 25°C
• Refractive Index: 1.5015
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive: Lachrymatory
• BRN: 8312091
• CAS DataBase Reference: 2,4,5-Trifluorobenzyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,5-Trifluorobenzyl bromide(157911-56-3)
• EPA Substance Registry System: 2,4,5-Trifluorobenzyl bromide(157911-56-3)

Safety Data

• Hazard Codes: C,T
• Statements: 34-36-25
• Safety Statements: 26-36/37/39-45-23-20
• RIDADR: 1760
• TSCA: T
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 157911-56-3(Hazardous Substances Data)

Usage

Chemical Properties

White low melting solid

Application

2,4,5-TRIFLUOROBENZYL BROMIDE is a useful research chemical.

InChI:InChI=1/C7H4BrF3/c8-3-4-1-6(10)7(11)2-5(4)9/h1-2H,3H2

Upstream product

• 165047-24-5 2,4,5-trifluorobenzaldehyde 
• 144284-25-3 (2,4,5-trifluorophenyl)methanol 
• 121936-50-3 phenylmethyl <4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexyl>carbamate 

Downstream Products

• 1432503-95-1 methyl 2-(7-(diethylcarbamoyl)-1,1-dioxo-2-(2,4,5-trifluorobenzyl)-2H-benzo[e][1,2,4]thiadiazin-4(3H)-yl)acetate 
• 1432503-94-0 methyl 2-(7-(dimethylcarbamoyl)-1,1-dioxo-2-(2,4,5-trifluorobenzyl)-2H-benzo[e][1,2,4]thiadiazin-4(3H)-yl)acetate 
• 1432503-93-9 methyl 2-(7-(methyl(phenyl)carbamoyl)-1,1-dioxo-2-(2,4,5-trifluorobenzyl)-2H-benzo[e][1,2,4]thiadiazin-4(3H)-yl)acetate 
• 1432503-91-7 methyl 2-(7-(morpholine-4-carbonyl)-1,1-dioxo-2-(2,4,5-trifluorobenzyl)-2H-benzo[e][1,2,4]thiadiazin-4(3H)-yl)acetate 
• 1432503-89-3 methyl 2-(1,1-dioxo-7-(piperidine-1-carbonyl)-2-(2,4,5-trifluorobenzyl)-2H-benzo[e][1,2,4]thiadiazin-4(3H)-yl)acetate 
• 1432503-87-1 methyl 4-(2-methoxy-2-oxoethyl)-2-(2,4,5-trifluorobenzyl)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-carboxylate-1,1-dioxide 
• 1432503-61-1 methyl 2-(7-methoxy-1,1-dioxo-2-(2,4,5-trifluorobenzyl)-2H-benzo[e][1,2,4]thiadiazin-4(3H)-yl)acetate 
• 1432503-60-0 methyl 2-(7-methyl-1,1-dioxo-2-(2,4,5-trifluorobenzyl)-2H-benzo[e][1,2,4]thiadiazin-4(3H)-yl)acetate 
• 1415666-61-3 N-(2,4,5-trifluorobenzyl)quinidinium bromide 
• 1297284-82-2 methyl 6-oxo-1-(2,4,5-trifluorobenzyl)-1,4,5,6-tetrahydropyridazine-3-carboxylate 
• 1342888-10-1 N-(2,4,5-trifluorobenzyl)-N-(4-(methylthio)benzyl)-1H-benzo[d]imidazol-5-amine 
• 1342887-20-0 N,N-bis(2,4,5-trifluorobenzyl)-1H-benzo[d]imidazol-5-amine 
• 1298029-90-9 [2-(2,4,5-trifluorobenzyl)-7-methyl-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid methyl ester 
• 1298029-85-2 [2-(2,4,5-trifluorobenzyl)-7-bromo-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid methyl ester 

Relevant articles and documents

Biocatalytic retrosynthesis approaches to d-(2,4,5-trifluorophenyl)alanine, key precursor of the antidiabetic sitagliptin

The integration of biocatalytic steps in retrosynthetic analysis of a target molecule offers multiple advantages, such as reduction of the environmental footprint of the process, viability of milder and safer reaction conditions, and accessibility of transformations that are challenging with traditional chemical synthesis. Herein, six chemo-enzymatic routes are described for the synthesis of a fluorinated d-phenylalanine derivative, precursor of the blockbuster antidiabetic drug sitagliptin. All routes start from the same aldehyde precursor and involve at least one biocatalytic step, including reductive amination, transamination, deracemisation, hydroamination, and alkene reduction. The target molecule was obtained in 2-5 steps from the aldehyde, with ee up to >99% and in 36-62% isolated yield. Furthermore, as part of one of the routes, the first example of a fully biocatalytic conversion of a cinnamic acid derivative to the corresponding d-phenylalanine (formal d-selective hydroamination) is reported.