ALLYLIDENECYCLOHEXANE

Base Information

• Chemical Name: ALLYLIDENECYCLOHEXANE
• CAS No.: 5664-10-8
• Molecular Formula: C9H14
• Molecular Weight: 122.21
• Mol file: 5664-10-8.mol

Synonyms:Cyclohexane,2-propenylidene- (9CI); Cyclohexane, allylidene- (8CI);3-(Cyclohexylidene)-1-propene; Allylidenecyclohexane; Prop-2-enylidenecyclohexane;Propenylidenecyclohexane

Chemical Property of ALLYLIDENECYCLOHEXANE

Chemical Property:

• Vapor Pressure: 1.8mmHg at 25°C
• Boiling Point: 172.2°Cat760mmHg
• Flash Point: 40°C
• PSA: 0.00000
• Density: 0.903g/cm³
• LogP: 3.06290

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ALLYLIDENECYCLOHEXANE

There total 25 articles about ALLYLIDENECYCLOHEXANE 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: 88.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + trimethyl-2-propen-1-ylphosphonium bromide (41301-43-3) → allylidenecyclohexane (5664-10-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 70 ℃; Inert atmosphere;

DOI:10.1002/anie.201105716

Reference yield: 74.0%

(E)-3-cyclohexyl-2-propen-1-ol (42134-55-4,132350-24-4,114096-03-6) → allylidenecyclohexane (5664-10-8)

Guidance literature:

With cycl-isopropylidene malonate; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; (3aR,11aR,14aS,16bS)-2,2,13,13-tetra-isopropyl-3a,11a,14a,16b-tetrahydro-bis(1,3-dioxolano[4',5':3,4]pyrrolo)[1,2-a:1',2'-a]naphtho[1,2-d:8,7-d']diimidazole; toluene-4-sulfonic acid; In dichloromethane; at 60 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201100772

Reference yield: 56.0%

methanesulfonic acid 3-(1-acetyl-cyclohexyl)-allyl ester (929880-88-6) → 3-vinylspiro[3.5]nonan-1-one + allylidenecyclohexane (5664-10-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol; at 0 ℃; for 0.5h;

DOI:10.1021/jo062264v

upstream raw materials:

1-allylcyclohexyl acetate

1-<3-<(tetrahydropyran-2-yl)oxy>-1-propynyl>cyclohexanol

1-propa-1,2-dienylcyclohexan-1-ol

cyclohexanone

Downstream raw materials:

N-(1-cyclohexylidenepropan-2-yl)aniline

(S)-3-cyclohexylidenepropane-1,2-diol

Refernces

• 1、 Morgan, Timothy D. R.,Lefort, Fran?ois M.,Li, Zhe,Marx, Vanessa M.,Boyd, Russell J.,Burnell, D. Jean. "Interception of nazarov reactions of allenyl vinyl ketones with dienes: (3+2)- Versus (4+3)-cycloaddition and subsequent rearrangement". supporting information. p. 2952 - 2959. Retrieved 2015/04/27.
• 2、 Li, Changkun,Breit, Bernhard. "Rhodium-catalyzed chemo- and regioselective decarboxylative addition of β-ketoacids to allenes: Efficient construction of tertiary and quaternary carbon centers". supporting information. p. 862 - 865. Retrieved 2014/02/14.