Isopropylidenecyclohexane

Base Information

• Chemical Name: Isopropylidenecyclohexane
• CAS No.: 5749-72-4
• Molecular Formula: C9H16
• Molecular Weight: 124.226
• DSSTox Substance ID: DTXSID40206100
• Nikkaji Number: J101.122G
• Wikidata: Q83079844
• Mol file: 5749-72-4.mol

Synonyms:i-Propyliden-cyclohexan;Isopropyliden-c-hexan;Cyclohexane,isopropylidene;Isopropylidenecyclohexene;Isopropylidencyclohexan;isopropylidenecyclohexane;

Chemical Property of Isopropylidenecyclohexane

Chemical Property:

• Vapor Pressure: 3.53mmHg at 25°C
• Boiling Point: 157.6°Cat760mmHg
• Flash Point: 34°C
• PSA: 0.00000
• Density: 0.837g/cm³
• LogP: 3.28690
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 124.125200510
• Heavy Atom Count: 9
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C1CCCCC1)C

Technology Process of Isopropylidenecyclohexane

There total 34 articles about Isopropylidenecyclohexane 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: 90.0%

3′,3′-dimethyl-1-phenyl-1H-dispiro[2,1-benzazaphosphole-1,2′-[1,2]oxaphosphetane-4′,1″-cyclohexan]-3(2H)-one → isopropylidenecyclohexane (5749-72-4) + (S)-1-phenyl-2-hydrobenzo[c][1,2]azaphosphol-3-one 1-oxide (1415025-89-6)

Guidance literature:

In dimethylsulfoxide-d6; at 150 ℃; for 12h; Temperature; Solvent; Kinetics;

DOI:10.1021/acs.joc.0c01270

Reference yield: 88.0%

3,3-Dimethyl-1-oxaspiro<3.5>nonan-2-one (22741-15-7) → isopropylidenecyclohexane (5749-72-4)

Guidance literature:

With silica gel; at 110 - 120 ℃; for 20h; under 61 Torr;

DOI:10.1021/jo00003a047

Reference yield:

2-(1-Hydroxy-cyclohexyl)-2-methyl-propionic acid (27925-40-2) → isopropylidenecyclohexane (5749-72-4)

Guidance literature:

With Proton Sponge; VCl₃(N-4-MeC₆H₄); In various solvent(s); at 160 ℃; for 70h;

DOI:10.1021/jo00308a021

upstream raw materials:

α,α-dimethyl-1-cyclohexene-1-acetic acid

dithiocarbonic acid O-(1-cyclohexyl-1-methyl-ethyl ester)-S-methyl ester

3,3-Dimethyl-1-oxaspiro<3.5>nonan-2-one

1,7-Dibrom-isopropylcyclohexan

Downstream raw materials:

1-isopropylcyclohexene

1-Cyclohexen-1-fluor-2-methyl-1-propen

3-Cyclohexyliden-3-fluor-2-methyl-1-propen

2,2-dimethylcycloheptanone

Refernces

• 1、 Reid, William B.,Watson, Donald A.. "Synthesis of Trisubstituted Alkenyl Boronic Esters from Alkenes Using the Boryl-Heck Reaction". supporting information. p. 6832 - 6835. Retrieved 2018/10/24.
• 2、 Danheiser, Rick L.,Nowick, James S.. "A Practical and Efficient Method for the Synthesis of β-Lactones". . p. 1176 - 1185. Retrieved 2007/10/02.