4,4-Difluorobut-3-enylbenzene

Base Information

• Chemical Name: 4,4-Difluorobut-3-enylbenzene
• CAS No.: 134134-76-2
• Molecular Formula: C10H10F2
• Molecular Weight: 168.186
• DSSTox Substance ID: DTXSID70415849
• Nikkaji Number: J730.064F
• Mol file: 134134-76-2.mol

Synonyms:4,4-difluorobut-3-enylbenzene;134134-76-2;Benzene, (4,4-difluoro-3-butenyl)-;1,1-difluoro-4-phenyl-1-butene;(4,4-Difluoro-3-buten-1-yl)benzene;(4,4-DIFLUOROBUT-3-EN-1-YL)BENZENE;SCHEMBL6053648;DTXSID70415849;(4,4-difluoro-3-butenyl)benzene;4,4-difluoro-but-3-enyl-benzene;InChI=1/C10H10F2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6,8H,4,7H

Chemical Property of 4,4-Difluorobut-3-enylbenzene

Chemical Property:

• Boiling Point: 178.858 °C at 760 mmHg
• Flash Point: 48.758 °C
• PSA: 0.00000
• Density: 1.054 g/cm³
• LogP: 3.39960
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 168.07505664
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,4-Difluorobut-3-enylbenzene

There total 27 articles about 4,4-Difluorobut-3-enylbenzene 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: 94.0%

(2-phenylethyl)boronic acid (34420-17-2) + trifluoroacetaldehyde N-triftosylhydrazone (2236129-81-8) → (4,4-difluorobut-3-en-1-yl)benzene (134134-76-2)

Guidance literature:

With ammonium chloride; lithium hydroxide; at 100 ℃; for 36h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03740

Reference yield: 85.0%

1,1-difluoro-4-phenylbutyl phenyl sulfone → (4,4-difluorobut-3-en-1-yl)benzene (134134-76-2)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at -20 - 20 ℃; for 1h;

DOI:10.1002/anie.200460815

Reference yield: 84.0%

methanesulfonic acid 1-(benzenesulfonyl-difluoro-methyl)-3-phenyl-propyl ester (895164-11-1) → (4,4-difluorobut-3-en-1-yl)benzene (134134-76-2)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; at -40 - 0 ℃; for 1h;

DOI:10.1016/j.jfluchem.2005.07.011

upstream raw materials:

1,1-difluoro-1,3-dibromo-4-phenylbutane

methyl 4-phenyl-1,1-difluoro-1-butyl sulfoxide

methanesulfonic acid 1-(benzenesulfonyl-difluoro-methyl)-3-phenyl-propyl ester

styrene

Downstream raw materials:

4-phenylbutane-1,2-diol

Refernces

• 1、 -. "High-selectivity silane-based olefin and preparation method thereof". Paragraph 0041; 0046. . Retrieved 2020/06/02.
• 2、 Liu, Jiawang,Yang, Ji,Ferretti, Francesco,Jackstell, Ralf,Beller, Matthias. "Pd-Catalyzed Selective Carbonylation of gem-Difluoroalkenes: A Practical Synthesis of Difluoromethylated Esters". supporting information. p. 4690 - 4694. Retrieved 2019/03/13.