2,4,4-Trimethyl-1-cyclohexene-1-carboxylic acid

Base Information

• Chemical Name: 2,4,4-Trimethyl-1-cyclohexene-1-carboxylic acid
• CAS No.: 18088-97-6
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• Hs Code.: 2916209090
• European Community (EC) Number: 853-412-5
• DSSTox Substance ID: DTXSID50454953
• Nikkaji Number: J40.326A
• Wikidata: Q82276774
• Mol file: 18088-97-6.mol

Synonyms:18088-97-6;2,4,4-Trimethyl-1-cyclohexene-1-carboxylic acid;2,4,4-trimethylcyclohex-1-ene-1-carboxylic acid;2,4,4-trimethylcyclohexene-1-carboxylic Acid;1-Cyclohexene-1-carboxylic acid, 2,4,4-trimethyl-;beta-Cyclolavandulic acid;SCHEMBL11356273;DTXSID50454953;YTWWEINCKYNWLW-UHFFFAOYSA-N;AKOS033813818;EN300-227392;2,4,4-trimethylcyclohex-1-ene-1-carboxylicacid;Z1262512508

Chemical Property of 2,4,4-Trimethyl-1-cyclohexene-1-carboxylic acid

Chemical Property:

• PSA: 37.30000
• LogP: 2.59760
• Storage Temp.: Room Temperature
• Solubility.: Chloroform
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 236

Purity/Quality:

99.90% ^*data from raw suppliers

2,4,4-Trimethylcyclohex-1-ene-1-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(CCC(C1)(C)C)C(=O)O
• Uses: β-Cyclolavandulic Acid is a proposed intermediate in the synthesis of 1,1,5,5-Tetramethyl-2-(1-methylethenyl)cyclohexane (T305630), which is analyzed in synthetic elastomers and natural rubber studies of cyclic oligomer formation in the copolymerization of isoprene with isobutylene.

Technology Process of 2,4,4-Trimethyl-1-cyclohexene-1-carboxylic acid

There total 14 articles about 2,4,4-Trimethyl-1-cyclohexene-1-carboxylic 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: 96.0%

methyl β-cyclolavandulate (17920-96-6) → (2,4,4-trimethyl-1-cyclohexen-1-yl)carboxylic acid (18088-97-6)

Guidance literature:

With sodium hydroxide; In ethanol; for 4h; Ambient temperature;

Reference yield: 78.0%

2-(1-methylethenyl)-5-methyl-4-hexenoic acid (497-67-6) → (2,4,4-trimethyl-1-cyclohexen-1-yl)carboxylic acid (18088-97-6)

Guidance literature:

With formic acid; sulfuric acid; at 20 ℃; for 156h;

DOI:10.3998/ark.5550190.0013.323

Reference yield:

(±)-ethyl 5-methyl-2-(prop-1-en-2-yl)hex-4-enoate (1845-54-1) → (2,4,4-trimethyl-1-cyclohexen-1-yl)carboxylic acid (18088-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / ethanol; H₂O / 20 h / 78 °C

2: 74 percent / HCOOH, H₂SO₄ / 96 h / 25 °C

With sodium hydroxide; formic acid; sulfuric acid; In ethanol; water;

DOI:10.1016/S0040-4039(98)00340-2

upstream raw materials:

2-(1-methylethenyl)-5-methyl-4-hexenoic acid

1-(2,4,4-trimethyl-cyclohex-1-enyl)-ethanone

(2,4,4-trimethyl-1-cyclohexene)carbaldehyde

methyl β-cyclolavandulate

Downstream raw materials:

(2,4,4-trimethyl-1-cyclohexen-1-yl)methanol

methyl β-cyclolavandulate

1-[3,4-dimethoxy-2-methyl-6-(2,4,4-trimethyl-1-cyclohexen-1-ylacetyl)-9H-carbazol-1-yl]propan-2-yl acetate

1-[3,4-dimethoxy-2-methyl-6-(2,4,4-trimethyl-1-cyclohexen-1-ylmethyl)-9H-carbazol-1-yl]propan-2-yl acetate

Refernces

• 1、 Knoelker, Hans-Joachim,Froehner, Wolfgang. "Transition metal complexes in organic synthesis, Part 42. First total synthesis of the potent neuronal cell protecting substance (±)- lavanduquinocin via iron- and nickel-mediated coupling reactions". . p. 2537 - 2540. Retrieved 2007/10/03.
• 2、 -. "Preparation of organic acids and/or esters". . . Retrieved 2008/06/13.