1-Cyclohexenylacetic acid

Base Information

• Chemical Name: 1-Cyclohexenylacetic acid
• CAS No.: 18294-87-6
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Hs Code.: 2916209090
• European Community (EC) Number: 242-172-1
• NSC Number: 14103
• UNII: Z4TQJ9EW4S
• DSSTox Substance ID: DTXSID7066356
• Nikkaji Number: J82.729K
• Wikidata: Q81992955
• Mol file: 18294-87-6.mol

Synonyms:1-Cyclohexenylacetic acid;18294-87-6;1-Cyclohexene-1-acetic acid;2-(cyclohex-1-en-1-yl)acetic acid;2-(cyclohexen-1-yl)acetic acid;Cyclohex-1-enylacetic acid;1-Cyclohexene-1-aceticacid;AI3-28150;EINECS 242-172-1;MFCD00015482;NSC 14103;NSC-14103;1-Cyclohexenylaceticacid;cyclohexenylacetic acid;2-cyclohexenylacetic acid;Z4TQJ9EW4S;cyclohex-1-enyl acetic acid;SCHEMBL971269;DTXSID7066356;1-Cyclohexen-1-ylacetic acid #;2-(1-cyclohexenyl)-acetic acid;1-CYCLOHEXEN-1-ACETIC ACID;NSC14103;AKOS006228220;CS-W011031;SY106338;1-Cyclohexen-1-ylacetic acid, AldrichCPR;BB 0216547;FT-0607671;EN300-71277;D70526;A812736;W-107801;F8889-4959;Z1138835936

Chemical Property of 1-Cyclohexenylacetic acid

Chemical Property:

• Vapor Pressure: 0.00605mmHg at 25°C
• Melting Point: 33 °C
• Refractive Index: 1.4775
• Boiling Point: 252.439 °C at 760 mmHg
• PKA: 5.00±0.10(Predicted)
• Flash Point: 149.714 °C
• PSA: 37.30000
• Density: 1.079 g/cm³
• LogP: 1.96150
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 159

Purity/Quality:

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

1-CyclohexenylaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,Xi
• Hazard Codes: Xn,T,Xi
• Statements: 52

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=CC1)CC(=O)O
• Uses: 1-Cyclohexene-1-acetic acid used as pharmaceutical intermediate.

Technology Process of 1-Cyclohexenylacetic acid

There total 38 articles about 1-Cyclohexenylacetic 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: 85.0%

1-cyclohexenylacetonitrile (6975-71-9) → 1-cyclohexenylacetic acid (18294-87-6)

Guidance literature:

With sodium hydroxide; In water; for 20h; Heating;

DOI:10.1139/v85-216

Reference yield: 70.0%

2-Cyclohex-1-enylmethyl-2-hydroxy-indan-1,3-dione (145046-34-0) → 1-cyclohexenylacetic acid (18294-87-6)

Guidance literature:

With periodic acid; In diethyl ether; for 6h; Ambient temperature;

Reference yield: 69.0%

(E)-2-chloro-1-(1-cyclohexenyl)-2-(phenylsulfinyl)ethanone (405506-54-9) → 1-cyclohexenylacetic acid (18294-87-6)

Guidance literature:

(E)-2-chloro-1-(1-cyclohexenyl)-2-(phenylsulfinyl)ethanone; With potassium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h;

With tert.-butyl lithium; In tetrahydrofuran; at -78 - 0 ℃;

With sodium hydroxide; at 0 - 20 ℃;

DOI:10.1016/S0040-4020(01)00983-8

upstream raw materials:

methanol

1-((Z)-1,2-dibromo-vinyl)-cyclohexene

sodium methylate

ethyl 2-(1-cyclohexenyl)acetate

Downstream raw materials:

1-cyclohexenylacetone

cyclohexene-1-acetyl chloride

1-(cyclopent-1-en-1-yl)ethanone

Cyclohexylacetic acid

Refernces

• 1、 Heindl, Sebastian,Lemmerer, Miran,Malzer, Nicolas,Matyasovsky, Ján,Maulide, Nuno,Riomet, Margaux. "Chemoselective γ-Oxidation of β,γ-Unsaturated Amides with TEMPO". . p. 19123 - 19127. Retrieved 2021/07/26.
• 2、 LaPlante, Steven R.,B?s, Michael,Brochu, Christian,Chabot, Catherine,Coulombe, René,Gillard, James R.,Jakalian, Araz,Poirier, Martin,Rancourt, Jean,Stammers, Timothy,Thavonekham, Bounkham,Beaulieu, Pierre L.,Kukolj, George,Tsantrizos, Youla S.. "Conformation-based restrictions and scaffold replacements in the design of hepatitis C virus polymerase inhibitors: Discovery of deleobuvir (BI 207127)". supporting information. p. 1845 - 1854. Retrieved 2014/04/03.