3-Cyclohexene-1-acetic acid

Base Information

• Chemical Name: 3-Cyclohexene-1-acetic acid
• CAS No.: 10468-32-3
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• DSSTox Substance ID: DTXSID00507685
• Mol file: 10468-32-3.mol

Synonyms:3-Cyclohexene-1-acetic acid;10468-32-3;2-(cyclohex-3-en-1-yl)acetic acid;2-cyclohex-3-en-1-ylacetic acid;SCHEMBL92858;DTXSID00507685;(Cyclohex-3-en-1-yl)acetic acid;2-(cyclohex-3-en-1-yl)aceticacid;AKOS006380879;EN300-716130

Chemical Property of 3-Cyclohexene-1-acetic acid

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC=C1)CC(=O)O

Technology Process of 3-Cyclohexene-1-acetic acid

There total 13 articles about 3-Cyclohexene-1-acetic 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: 67.0%

(+/-)-2-(3-cyclohexenyl)ethanol (18240-10-3) → 2-(cyclohex-3-en-1-yl)acetic acid (10468-32-3)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 8h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00725

Reference yield:

(4-hydroxy-phenyl)-acetic acid ethyl ester (17138-28-2) → 2-(cyclohex-3-en-1-yl)acetic acid (10468-32-3)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Rh-Al₂O₃ / 155144 Torr

2: (pyrolysis)

3: aq. NaOH

With sodium hydroxide; hydrogen; rhodium on alumina;

DOI:10.1021/jo01066a045

Reference yield:

(Cyclohexen-3-yl-1)-malonsaeure-diethylester (106377-19-9) → 2-(cyclohex-3-en-1-yl)acetic acid (10468-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / ethanol

2: 180 °C

With potassium hydroxide; In ethanol;

DOI:10.1021/jo01065a608

upstream raw materials:

carbon dioxide

bicyclo[2.2.2]octan-2-one

(Cyclohexen-3-yl-1)-malonsaeure

2-Cyclohex-3-enylmethylene-[1,3]dithiane

Downstream raw materials:

6-chloro-3-cyclohex-3-enylmethyl-1,1-dioxo-1,2(4)-dihydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

1-(3'-cyclohexenyl)-2-propanone

3-cyclohexene-1-acetic acid chloride

2-(cyclohex-3-en-1-yl)acetamide

Refernces

• 1、 Barczak, Nicholas T.,Jarvo, Elizabeth R.. "Regioselective silver-mediated Kondakov-Darzens olefin acylation". supporting information; experimental part. p. 12912 - 12916. Retrieved 2011/12/04.