(S)-2,2-Dimethylcyclopropanecarboxylic acid

Base Information

Chemical Name:(S)-2,2-Dimethylcyclopropanecarboxylic acid
CAS No.:14590-53-5
Molecular Formula:C6H10O2
Molecular Weight:114.144
Hs Code.:2916209090
European Community (EC) Number:679-761-1
DSSTox Substance ID:DTXSID20436524
Nikkaji Number:J1.031.225F
Wikidata:Q72469726
Mol file:14590-53-5.mol

Synonyms:14590-53-5;(S)-2,2-Dimethylcyclopropanecarboxylic acid;(S)-(+)-2,2-Dimethylcyclopropanecarboxylic Acid;(S)-(+)-2,2-dimethylcyclopropane carboxylic acid;(1S)-2,2-dimethylcyclopropane-1-carboxylic acid;Cyclopropanecarboxylic acid, 2,2-dimethyl-, (1S)-;MFCD08460918;SCHEMBL2681249;(S)-(+)-2_2DIMETHYLCYCLOPROPANECARBOXYLIC ACID;DTXSID20436524;BFNMOMYTTGHNGJ-SCSAIBSYSA-N;CL4550;AKOS015842158;AC-9861;CS-W019469;AS-80327;TS-01578;(S)-2,2-Dimethylcyclopropanecarboxylicacid;(S)-2,2-Dimethylcyclopropyl carboxylic acid;BB 0261196;D3677;EN300-116732;(S)-2,2-Dimethylcyclopropane-1-carboxylic acid;J-008166

Suppliers and Price of (S)-2,2-Dimethylcyclopropanecarboxylic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(S)-(+)-2,2-Dimethylcyclopropanecarboxylic Acid
250mg
$ 75.00

TRC
(S)-(+)-2,2-Dimethylcyclopropanecarboxylic Acid
50mg
$ 60.00

TCI Chemical
(S)-(+)-2,2-Dimethylcyclopropanecarboxylic Acid >98.0%(GC)(T)
1g
$ 60.00

TCI Chemical
(S)-(+)-2,2-Dimethylcyclopropanecarboxylic Acid >98.0%(GC)(T)
5g
$ 196.00

Matrix Scientific
(S)-2,2-Dimethylcyclopropanecarboxylic acid 95+%
1g
$ 171.00

Matrix Scientific
(S)-2,2-Dimethylcyclopropanecarboxylic acid 95+%
10g
$ 756.00

Matrix Scientific
(S)-2,2-Dimethylcyclopropanecarboxylic acid 95+%
5g
$ 504.00

Crysdot
(S)-(+)-2,2-Dimethylcyclopropanecarboxylic Acid 97%
25g
$ 446.00

Crysdot
(S)-(+)-2,2-Dimethylcyclopropanecarboxylic Acid 97%
10g
$ 223.00

Chem-Impex
(S)-(+)-2,2-Dimethylcyclopropanecarboxylicacid,≥98%(Assaybytitration,GC) ≥98%(Assaybytitration,GC)
1G
$ 59.40

Total 64 raw suppliers

Chemical Property of (S)-2,2-Dimethylcyclopropanecarboxylic acid

Chemical Property:

Vapor Pressure:0.339mmHg at 25°C
Refractive Index:124 ° (C=1, MeOH)
Boiling Point:184.205 °C at 760 mmHg
PKA:4.99±0.22(Predicted)
Flash Point:83.357 °C
PSA：37.30000
Density:1.099 g/cm³
LogP:1.11710
Storage Temp.:Sealed in dry,Room Temperature
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:114.068079557
Heavy Atom Count:8
Complexity:127

Purity/Quality:

97% ^*data from raw suppliers

(S)-(+)-2,2-Dimethylcyclopropanecarboxylic Acid ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(CC1C(=O)O)C
Isomeric SMILES:CC1(C[C@@H]1C(=O)O)C
General Description (S)-(+)-2,2-Dimethylcyclopropanecarboxylic acid is a chiral cyclopropane derivative with an (S)-configuration and serves as a key precursor for the synthesis of cilastatin. It can be synthesized via asymmetric cyclopropanation of 2-methylpropene using a chiral iron carbene complex, achieving high enantiomeric excess (up to 92% ee). Additionally, it is enzymatically hydrolyzed from its ethyl ester by engineered esterases, such as RhEst1, to enhance production efficiency. (S)-(+)-2,2-DIMETHYLCYCLOPROPANE CARBOXYLIC ACID is also useful as a derivatizing agent for analyzing the enantiomeric purity of alcohols and resolving racemic mixtures like 1,1'-bi-2-naphthol. Its structural and stereochemical properties make it valuable in pharmaceutical and synthetic applications.

Technology Process of (S)-2,2-Dimethylcyclopropanecarboxylic acid

There total 17 articles about (S)-2,2-Dimethylcyclopropanecarboxylic 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: 49.1%

: 645413-67-8
2,2-dimethylcyclopropane carboxylic acid 2,2,2-trifluoroethyl ester

: 14590-53-5,931-26-0
(+)-1S-2,2-dimethylcyclopropane-carboxylic acid

Guidance literature:: With dipotassium hydrogenphosphate; water; esterase; at 40 ℃; pH=7; Aqueous phophate buffer;

Reference yield:

: 1759-55-3
(RS)-2,2-dimethylcyclopropanecarboxamide

: 14590-53-5,931-26-0
(+)-1S-2,2-dimethylcyclopropane-carboxylic acid

Guidance literature:: With cell-free extract of amidase gene cloned from Klebsiella oxytoca KCTC 1686 and functionally expressed in Escherichia coli BL₂₁(DE₃); In methanol; enantioselective reaction; Enzymatic reaction;
DOI:10.1016/j.procbio.2015.05.005