1-Phenylcycloheptene

Base Information

• Chemical Name: 1-Phenylcycloheptene
• CAS No.: 25308-75-2
• Molecular Formula: C₁₃H₁₆
• Molecular Weight: 172.27
• European Community (EC) Number: 636-746-4
• NSC Number: 127391
• DSSTox Substance ID: DTXSID30298993
• Nikkaji Number: J616.793D
• Mol file: 25308-75-2.mol

Synonyms:1-phenylcycloheptene;1-Phenylcyclohept-1-ene;25308-75-2;(E)-1-PHENYLCYCLOHEPT-1-ENE;NSC127391;1-PHENYL-CYCLOHEPTENE;DTXSID30298993;JHHXUKFFAQKYGW-UHFFFAOYSA-N;AKOS024323207;NSC-127391;CS-0240157;CS-0356244;EN300-226024

Chemical Property of 1-Phenylcycloheptene

Chemical Property:

• Vapor Pressure: 0.0144mmHg at 25°C
• Boiling Point: 266.2°Cat760mmHg
• Flash Point: 110.6°C
• Density: 0.958g/cm³
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 172.125200510
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC=C(CC1)C2=CC=CC=C2

Technology Process of 1-Phenylcycloheptene

There total 34 articles about 1-Phenylcycloheptene 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: 100.0%

1-phenylcycloheptanol (2082-21-5) → 1-Phenylcycloheptene (25308-75-2,71340-35-7,152016-48-3)

Guidance literature:

trifluoroacetic acid; In chloroform; at 0 ℃; for 0.0833333h;

DOI:10.1021/jo00081a033

Reference yield: 97.0%

iodobenzene (591-50-4) + Cycloheptene (628-92-2,45509-99-7) → 1-Phenylcycloheptene (25308-75-2,71340-35-7,152016-48-3)

Guidance literature:

Cycloheptene; at 90 ℃; for 4h;

iodobenzene; With caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; at 60 ℃; for 16h; Further stages.;

DOI:10.1002/anie.200702499

Reference yield: 93.0%

cyclohept-1-en-1-yl trifluoromethanesulfonate (28075-51-6) + phenylmagnesium bromide → 1-Phenylcycloheptene (25308-75-2,71340-35-7,152016-48-3)

Guidance literature:

With triphenylphosphine; cobalt(III) acetylacetonate; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1246/cl.2008.654

upstream raw materials:

1-phenylcycloheptanol

Cycloheptene

phenylazoxy phenyl sulphone

phenylcycloheptane

Downstream raw materials:

phenylcycloheptane

2-phenylcyclohept-2-en-1-one

1-nitro-2-phenyl-cycloheptene

1-Acetoxy-1-phenylcycloheptan

Refernces

• 1、 Du, Lele,Wang, Zechao,Wu, Junliang. "Iodobenzene-catalyzed oxidative cleavage of olefins to carbonyl compounds". supporting information. . Retrieved 2020/07/20.
• 2、 Ganiu, Moshood O.,Cleveland, Alexander H.,Paul, Jarrod L.,Kartika, Rendy. "Triphosgene and DMAP as Mild Reagents for Chemoselective Dehydration of Tertiary Alcohols". supporting information. p. 5611 - 5615. Retrieved 2019/08/01.