Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(1E)-1-propenyl-, (1R,3R)-rel- (9CI)

Base Information

Chemical Name:Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(1E)-1-propenyl-, (1R,3R)-rel- (9CI)
CAS No.:240494-66-0
Molecular Formula:C₉H₁₄O₂
Molecular Weight:154.209
Hs Code.:
Mol file:240494-66-0.mol

Synonyms:Cyclopropanecarboxylicacid, 2,2-dimethyl-3-(1E)-1-propenyl-, (1R,3R)-rel- (9CI)

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Chemical Property of Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(1E)-1-propenyl-, (1R,3R)-rel- (9CI)

Chemical Property:

Boiling Point:227.4±29.0 °C(Predicted)
PKA:4.94±0.33(Predicted)
PSA：37.30000
Density:1.103±0.06 g/cm3(Predicted)
LogP:1.91930

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

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Technology Process of Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(1E)-1-propenyl-, (1R,3R)-rel- (9CI)

There total 26 articles about Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(1E)-1-propenyl-, (1R,3R)-rel- (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: 89.0%

: (1R,3R)-2,2-dimethyl-3-(prop-1-yn-1-yl)cyclopropane-1-carboxylic acid

: 240494-66-0,247921-00-2,249766-02-7
(Z)-(1R)-trans-2,2-dimethyl-3-(1-propenyl)cyclopropanecarboxylic acid

Guidance literature:: With quinoline; 5% palladium on barium sulphate; hydrogen; In hexane; at 20 - 25 ℃; for 0.333333h;
DOI:10.1002/ejoc.201801160

Reference yield:

: 350699-93-3
(1R,3S)-(-)-2,2-Dimethyl-3-formylcyclopropane-1-carboxylic acid

: 1530-32-1
ethyltriphenylphosphonium bromide

: 240494-66-0,247921-00-2,249766-02-7
(1R)-cis-(Z)-norchrysanthemic acid

Guidance literature:: ethyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at -40 ℃; for 0.25h;

(1R,3S)-(-)-2,2-Dimethyl-3-formylcyclopropane-1-carboxylic acid; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1081/SCC-120028630

Reference yield:

: (R)-2-(2-hydroxypropan-2-yl)pent-3-yn-1-yl 4-methylbenzenesulfonate

: 240494-66-0,247921-00-2,249766-02-7
(Z)-(1R)-trans-2,2-dimethyl-3-(1-propenyl)cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: tetrabutylammomium bromide / dimethyl sulfoxide / 14 h / 60 - 65 °C / Inert atmosphere

2: 1-methyl-1H-imidazole; triethylamine / toluene / 1.5 h / 20 - 25 °C / Inert atmosphere

3: sodium hexamethyldisilazane / tetrahydrofuran; toluene / 2.5 h / -78 - 0 °C / Inert atmosphere

4: potassium hydroxide / ethylene glycol / 14 h / Reflux; Inert atmosphere

5: 5% palladium on barium sulphate; quinoline; hydrogen / hexane / 0.33 h / 20 - 25 °C

With 1-methyl-1H-imidazole; quinoline; 5% palladium on barium sulphate; tetrabutylammomium bromide; hydrogen; sodium hexamethyldisilazane; triethylamine; potassium hydroxide; In tetrahydrofuran; hexane; ethylene glycol; dimethyl sulfoxide; toluene;
DOI:10.1002/ejoc.201801160