alpha-(Trifluoromethyl)styrene

Base Information

• Chemical Name: alpha-(Trifluoromethyl)styrene
• CAS No.: 384-64-5
• Molecular Formula: C9H7F3
• Molecular Weight: 172.15
• Hs Code.: 2903999090
• European Community (EC) Number: 690-437-9
• Nikkaji Number: J432.209F
• Mol file: 384-64-5.mol

Synonyms:alpha-(Trifluoromethyl)styrene;384-64-5;(3,3,3-trifluoroprop-1-en-2-yl)benzene;3,3,3-trifluoroprop-1-en-2-ylbenzene;[1-(Trifluoromethyl)vinyl]benzene, AldrichCPR;Benzene, [1-(trifluoromethyl)ethenyl]-;a-(Fluoromethyl)styrene;alpha-trifluoromethylstyrene;SCHEMBL32009;alpha -(Trifluoromethyl)styrene;RQXPGOCXZHCXDG-UHFFFAOYSA-N;(1-Trifluoromethyl-vinyl)-benzene;MFCD00081197;AKOS006228566;AS-46759;CS-0077324;FT-0621697;EN300-196869;F10404

Chemical Property of alpha-(Trifluoromethyl)styrene

Chemical Property:

• Vapor Pressure: 1.18mmHg at 25°C
• Refractive Index: n20/D 1.465(lit.)
• Boiling Point: 181.1 °C at 760 mmHg
• Flash Point: 54.8 °C
• PSA: 0.00000
• Density: 1.135 g/cm³
• LogP: 3.26210
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 172.04998471
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C1=CC=CC=C1)C(F)(F)F

Technology Process of alpha-(Trifluoromethyl)styrene

There total 32 articles about alpha-(Trifluoromethyl)styrene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

iodobenzene (591-50-4) + 2-bromo-3,3,3-trifluoropropene (1514-82-5) → 3,3,3-trifluoro-2-phenylpropene (384-64-5)

Guidance literature:

With chloro-trimethyl-silane; N,N,N,N,-tetramethylethylenediamine; silver; zinc; In tetrahydrofuran; multistep reaction; other aryl halides;

DOI:10.1021/jo00026a028

Reference yield: 92.0%

2,2,2-Trifluoroacetophenone (434-45-7) + methanesulfonyl chloride (124-63-0) → 3,3,3-trifluoro-2-phenylpropene (384-64-5)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In N,N-dimethyl-formamide; at 110 ℃; for 5h;

DOI:10.1021/jo00089a042

Reference yield: 89.0%

2-bromo-3,3,3-trifluoropropene (1514-82-5) + phenylmagnesium bromide (100-58-3) → 3,3,3-trifluoro-2-phenylpropene (384-64-5)

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; In tetrahydrofuran; at 50 ℃; for 0.5h;

DOI:10.1016/j.jfluchem.2009.03.002

upstream raw materials:

formic acid

1-phenyl-1-methyl-2,2,2-trifluoroethyl tosylate

iodobenzene

2-bromo-3,3,3-trifluoropropene

Downstream raw materials:

2-Methyl-3,5-diphenyl-5-trifluoromethyl-isoxazolidine

(1,1-difluorobut-1-en-2-yl)benzene

1,1-difluoro-2-phenyl-1,4-pentadiene

Refernces

• 1、 Koshy,K.M. et al.. "-". . p. 357 - 363. Retrieved 1979.
• 2、 Guo, Yuan-Qiang,Wu, Yifan,Wang, Ruiguo,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin. "Photoredox/Hydrogen Atom Transfer Cocatalyzed C-H Difluoroallylation of Amides, Ethers, and Alkyl Aldehydes". supporting information. p. 2353 - 2358. Retrieved 2021/04/05.
• 3、 Chen, Yi-Xuan,Wang, Zhu-Jun,Xiao, Jun-An,Chen, Kai,Xiang, Hao-Yue,Yang, Hua. "Visible-Light-Driven Sulfonation of α-Trifluoromethylstyrenes: Access to Densely Functionalized CF3-Substituted Tertiary Alcohol". supporting information. p. 6558 - 6562. Retrieved 2021/08/23.