Cyclohexen-1-yltoluene

Base Information

• Chemical Name: Cyclohexen-1-yltoluene
• CAS No.: 22618-51-5
• Molecular Formula: C13H16
• Molecular Weight: 172.27
• Hs Code.: 2902909090
• European Community (EC) Number: 245-131-6
• NSC Number: 102328
• UNII: N8QH5D26SK
• DSSTox Substance ID: DTXSID30177138
• Nikkaji Number: J286.262J
• Wikidata: Q83047445
• Mol file: 22618-51-5.mol

Synonyms:Cyclohexen-1-yltoluene;22618-51-5;1-(cyclohexen-1-yl)-2-methylbenzene;1-(cyclohex-1-en-1-yl)-2-methylbenzene;Benzene,1-(1-cyclohexen-1-yl)-2-methyl-;N8QH5D26SK;2'-Methyl-2,3,4,5-tetrahydro-1,1'-biphenyl;EINECS 245-131-6;NSC-102328;1-(1-cyclohexen-1-yl)-2-methylbenzene;Benzene, 1-(1-cyclohexen-1-yl)-2-methyl-;NSC102328;UNII-N8QH5D26SK;2-(1-Cyclohexenyl)toluene;NCIOpen2_001870;AMY6055;DTXSID30177138;AKOS006281258;NSC 102328;CS-0069734;EN300-1586324

Chemical Property of Cyclohexen-1-yltoluene

Chemical Property:

• Vapor Pressure: 0.0132mmHg at 25°C
• Boiling Point: 267.7°Cat760mmHg
• Flash Point: 111.6°C
• PSA: 0.00000
• Density: 0.966g/cm³
• LogP: 3.95240
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 172.125200510
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(O-TOLYL)-1-CYCLOHEXENE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=CCCCC2

Technology Process of Cyclohexen-1-yltoluene

There total 14 articles about Cyclohexen-1-yltoluene 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: 87.0%

1-chlorocyclohexene (930-66-5) + (2-tolyl)tributyltin (68971-87-9) → 2'-methyl-2,3,4,5-tetrahydro-1,1'-biphenyl (22618-51-5)

Guidance literature:

With Pd((CH₃)2C₆H₃NC(CH₃)CHC(CH₃)NC₆H₃(CH₃)2)(CH₃)(P(CH₂CH₃)3); cesium fluoride; In tetrahydrofuran; at 50 ℃; for 6h;

DOI:10.1002/adsc.201300075

Reference yield: 79.0%

o-tolyl magnesium chloride (33872-80-9) + phosphoric acid cyclohex-1-enyl ester diphenyl ester (109467-74-5) → 2'-methyl-2,3,4,5-tetrahydro-1,1'-biphenyl (22618-51-5)

Guidance literature:

With palladium dichloride; In tetrahydrofuran; at 20 ℃; for 7h; Inert atmosphere;

DOI:10.1021/jo900098a

Reference yield: 76.0%

ortho-methylphenyl iodide (615-37-2) + 1-iodo-1-cyclohexene (17497-53-9) → 2'-methyl-2,3,4,5-tetrahydro-1,1'-biphenyl (22618-51-5)

Guidance literature:

ortho-methylphenyl iodide; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 0.5h; Inert atmosphere;

With dimethylaluminum chloride; In diethyl ether; hexane; pentane; at -78 - 0 ℃; for 0.5h; Inert atmosphere;

1-iodo-1-cyclohexene; In tetrahydrofuran; at 110 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201412249

upstream raw materials:

formic acid

1-(2-methylphenyl)-1-cyclohexanol

2-methylphenyl bromide

cyclohexanone

Downstream raw materials:

2-(2-methylphenyl)cyclohex-2-enone

1-cyclohexyl-2-methylbenzene

2-methylbiphenyl

1-nitro-2-o-tolyl-cyclohexene