Cyclobutanecarboxylic acid, 3-acetyl-2,2-dimethyl-, (1S,3R)- (9CI)

Base Information

• Chemical Name: Cyclobutanecarboxylic acid, 3-acetyl-2,2-dimethyl-, (1S,3R)- (9CI)
• CAS No.: 288848-24-8
• Molecular Formula: C9H14O3
• Molecular Weight: 170.208
• Mol file: 288848-24-8.mol

Synonyms:(1S,3R)-3-acetyl-2,2-dimethylcyclobutanecarboxylic acid;(1S,3R)-3-acetyl-2,2-dimethylcyclobutane carboxylic acid;(1S,3R)-pinononic acid;(+)-cis-pionononic acid;(1S,3R)-3-Acetyl-2,2-dimethyl-cyclobutanecarboxylic acid;(-)-cis-pinononic acid;3-acetyl-2,2-dimethylcyclobutane carboxylicacid;

Chemical Property of Cyclobutanecarboxylic acid, 3-acetyl-2,2-dimethyl-, (1S,3R)- (9CI)

Chemical Property:

• PSA: 54.37000
• LogP: 1.32230

Purity/Quality:

(1S,3R)-3-acetyl-2,2-dimethylcyclobutane-1-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclobutanecarboxylic acid, 3-acetyl-2,2-dimethyl-, (1S,3R)- (9CI)

There total 4 articles about Cyclobutanecarboxylic acid, 3-acetyl-2,2-dimethyl-, (1S,3R)- (9CI) 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: 78.0%

trans-verbenol (473-67-6,1820-09-3,1845-30-3,5416-53-5,13040-03-4,18881-04-4,19890-02-9,22339-08-8,80795-83-1) → (1S,3R)-3-acetyl-2,2-dimethylcyclobutane carboxylic acid (288848-24-8)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; acetonitrile; for 5h;

DOI:10.1021/jo00380a040

Reference yield:

C11H18O → (1'R,3'R)-2-(3'-acetyl-2',2'-dimethylcyclobutyl)acetic acid (473-72-3,17879-35-5,61376-92-9,61826-55-9,64396-97-0,127062-09-3,52305-34-7) + (1S,3R)-3-acetyl-2,2-dimethylcyclobutane carboxylic acid (288848-24-8)

Guidance literature:

With cyclohexane; water; ozone; at 21.84 ℃; under 760 Torr; Title compound not separated from byproducts.;

DOI:10.1039/b709880d

Reference yield:

(-)-α-pinene (7785-26-4,25766-18-1) → (1'R,3'R)-2-(3'-acetyl-2',2'-dimethylcyclobutyl)acetic acid (473-72-3,17879-35-5,61376-92-9,61826-55-9,64396-97-0,127062-09-3,52305-34-7) + (1S,3R)-3-acetyl-2,2-dimethylcyclobutane carboxylic acid (288848-24-8)

Guidance literature:

With cyclohexane; water; ozone; at 21.84 ℃; under 760 Torr; Title compound not separated from byproducts.;

DOI:10.1039/b709880d

upstream raw materials:

trans-verbenol

Verbenol

(-)-α-pinene

Downstream raw materials:

C₂₇H₃₈O₃Si

(1R,3S)-3-butyldiphenylsilyloxymethyl-2,2-dimethyl-cyclobutylmethylketone

(1S)-methyl 2,2-dimethyl-3-oxocyclobutanecarboxylate

(1S,3R)-methyl 3-hydroxy-2,2-dimethylcyclobutanecarboxylate

Refernces

• 1、 Ma, Yan,Luciani, Thomas,Porter, Rachel A.,Russell, Andrew T.,Johnson, David,Marston, George. "Organic acid formation in the gas-phase ozonolysis of α-pinene". . p. 5084 - 5087. Retrieved 2008/09/20.