beta,4-Dimethylcyclohex-3-ene-1-propionic acid

Base Information

• Chemical Name: beta,4-Dimethylcyclohex-3-ene-1-propionic acid
• CAS No.: 64740-38-1
• Molecular Formula: C11H18O2
• Molecular Weight: 182.263
• Hs Code.: 2916209090
• European Community (EC) Number: 265-036-3
• DSSTox Substance ID: DTXSID90983373
• Nikkaji Number: J307.286J
• Mol file: 64740-38-1.mol

Synonyms:64740-38-1;beta,4-Dimethylcyclohex-3-ene-1-propionic acid;3-(4-methylcyclohex-3-en-1-yl)butanoic acid;EINECS 265-036-3;SCHEMBL11309572;DTXSID90983373;beta,4-Dimethyl-3-cyclohexene-1-propanoic acid;EN300-8131863

Chemical Property of beta,4-Dimethylcyclohex-3-ene-1-propionic acid

Chemical Property:

• Boiling Point: 297.1 °C at 760 mmHg
• Flash Point: 194.2 °C
• PSA: 37.30000
• Density: 1.007 g/cm³
• LogP: 2.84360
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 182.130679813
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(CC1)C(C)CC(=O)O

Technology Process of beta,4-Dimethylcyclohex-3-ene-1-propionic acid

There total 4 articles about beta,4-Dimethylcyclohex-3-ene-1-propionic acid 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: 75.0%

10-[2-((R)-4-Methyl-cyclohex-3-enyl)-propyl]-9-oxa-10-bora-bicyclo[3.3.2]decane → β,4-dimethylcyclohex-3-ene-1-propionic acid (64740-38-1)

Guidance literature:

10-[2-((R)-4-Methyl-cyclohex-3-enyl)-propyl]-9-oxa-10-bora-bicyclo[3.3.2]decane; With n-butyllithium; Dichloromethyl methyl ether; tert-butyl alcohol; In tetrahydrofuran; at 0 - 20 ℃;

With sodium hydroxide; dihydrogen peroxide; In ethanol; at 50 ℃; for 3h; Further stages.;

DOI:10.1016/j.tetlet.2004.04.180

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + C18H31B → β,4-dimethylcyclohex-3-ene-1-propionic acid (64740-38-1)

Guidance literature:

carbon dioxide; C₁₈H₃₁B; With copper(l) iodide; 1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene hydrochloride; cesium fluoride; at 120 ℃; for 16h;

With hydrogenchloride; In water;

DOI:10.1021/acscatal.6b03571

Reference yield:

limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3) → β,4-dimethylcyclohex-3-ene-1-propionic acid (64740-38-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Irradiation

2: (i) naphthalene/Li, (ii) /⁽⁰⁰⁰⁾V₀₀₀₀Z-450/

DOI:10.1021/jo00400a008

upstream raw materials:

carbon dioxide

[2-(4-Methyl-cyclohex-3-enyl)-propylsulfanyl]-benzene

limonene.

Refernces

• 1、 Soderquist, John A.,Martinez, Judith,Oyola, Yatsandra,Kock, Iveliz. "Novel route to carboxylic acids via the DCME reaction". . p. 5541 - 5543. Retrieved 2007/10/03.