trans-chrysanthemic acid

Base Information

• Chemical Name: trans-chrysanthemic acid
• CAS No.: 827-90-7
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.236
• Mol file: 827-90-7.mol

Synonyms:(+)-TRANS-CHRYSANTHEMIC ACID;TRANS-(+)-CHRYSANTHEMIC ACID;TRANS-CHRYSANTHEMIC ACID;Ai3-33937;Chrysanthemic acid DL-trans-form;Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, (1R,3R)-rel-;Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)-rel-;Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, trans-

Chemical Property of trans-chrysanthemic acid

Chemical Property:

• PSA: 37.30000
• LogP: 2.30940
• Storage Temp.: 2-8°C

Purity/Quality:

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38-42/43
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-chrysanthemic acid

There total 47 articles about trans-chrysanthemic 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: 86.0%

ethyl trans-(+/-)-chrysanthemate (97-41-6,1802-02-4,7377-84-6,15543-65-4,16642-27-6,34909-55-2,41641-25-2,41641-26-3,41641-27-4) → trans-chrysanthemic acid (827-90-7,2259-14-5,2935-23-1,4638-92-0,10453-89-1,15259-78-6,26771-06-2,26771-11-9,705-16-8)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 3h;

DOI:10.1021/acs.joc.9b02767

Reference yield: 73.0%

tert-amyl trans-chrysanthemate (78715-54-5) → trans-chrysanthemic acid (827-90-7,2259-14-5,2935-23-1,4638-92-0,10453-89-1,15259-78-6,26771-06-2,26771-11-9,705-16-8)

Guidance literature:

With potassium hydroxide; In ethanol; for 24h; Heating;

DOI:10.1021/jo00335a002

Reference yield: 63.0%

N-[trans-2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarbonyloxy]-5-(4-methoxyphenyl)-4-methylthiazole-2(3H)-thione → trans-chrysanthemic acid (827-90-7,2259-14-5,2935-23-1,4638-92-0,10453-89-1,15259-78-6,26771-06-2,26771-11-9,705-16-8)

Guidance literature:

With cyclohexa-1,4-diene; In benzene; at 20 ℃; for 7.5h; Photolysis;

DOI:10.1055/s-0029-1217102

upstream raw materials:

2,5-Dimethyl-2,4-hexadiene

(+/-)-3t-(β-chloro-isobutyl)-2,2-dimethyl-cyclopropane-r-carboxylic acid

(+/-)-trans-2,2-dimethyl-3-(2',2'-dimethylvinyl)cyclopropanecarbonitrile

(+/-)-cis-2,2-dimethyl-3-(2',2'-dimethylvinyl)cyclopropanecarboxamide

Downstream raw materials:

(1S,3S)-trans-chrysanthemic acid

(1R,3R)-trans-chrysanthemic acid

(+/-)-trans-Homochrysanthemsaeure

(+/-)-trans-(E)-pyrethricsaeure

Refernces

• 1、 Tappin, Nicholas D. C.,Michalska, Weronika,Rohrbach, Simon,Renaud, Philippe. "Cyclopropanation of Terminal Alkenes through Sequential Atom-Transfer Radical Addition/1,3-Elimination". supporting information. p. 14240 - 14244. Retrieved 2019/08/26.
• 2、 Schur, Christine,Gross, Andreas,Hartung, Jens. "A practical method for O-acylation of N -hydroxythiazole-2(3 H)-thiones". experimental part. p. 538 - 542. Retrieved 2010/06/13.