2,2-Dimethylcyclopropanecarboxylic acid

Base Information

• Chemical Name: 2,2-Dimethylcyclopropanecarboxylic acid
• CAS No.: 75885-59-5
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 29162090
• European Community (EC) Number: 811-960-2
• NSC Number: 92357
• DSSTox Substance ID: DTXSID60293799
• Nikkaji Number: J43.072B
• Mol file: 75885-59-5.mol

Synonyms:2,2-dimethylcyclopropanecarboxylic acid;75885-59-5;2,2-dimethylcyclopropane-1-carboxylic acid;2,2-Dimethyl cyclopropyl carboxylic acid;931-26-0;2,2-Dimethylcyclopropylcarboxylic acid;2,2-dimethyl-1-cyclopropanecarboxylic acid;MFCD04972493;MFCD08460918;NSC92357;(1R)-2,2-dimethylcyclopropane-1-carboxylic acid;NCIOpen2_001340;SCHEMBL294740;DTXSID60293799;BFNMOMYTTGHNGJ-UHFFFAOYSA-N;AMY21208;NSC-92357;2,2-dimethylcyclopropanecarboxylicacid;AKOS005217436;AB21127;CS-W005115;SB12984;SB12985;2,2-Dimethyl-cyclopropanecarboxylic acid;AC-13096;AS-10991;SY009363;SY108102;FT-0650369;rac-2,2-dimethyl-cyclopropanecarboxylic acid;EN300-85051;P17495;(+/-)-2,2-dimethyl-cyclopropanecarboxylic acid;A808426;A838540;A865599;2,2-dimethyl cyclopropyl carboxylic acid, AldrichCPR;Z979743336;(S)-(+)-2_2DIMETHYLCYCLOPROPANECARBOXYLIC ACID

Chemical Property of 2,2-Dimethylcyclopropanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.339mmHg at 25°C
• Melting Point: 563.7°C(lit.)
• Refractive Index: 1.475
• Boiling Point: 184.2 °C at 760 mmHg
• PKA: 4.99±0.22(Predicted)
• Flash Point: 83.4 °C
• PSA: 37.30000
• Density: 1.098 g/cm³
• LogP: 1.11710
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
• 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:

98% ^*data from raw suppliers

2,2-Dimethylcyclopropylcarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-43
• Safety Statements: 26-36/37-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC1C(=O)O)C
• Uses: 2,2-Dimethylcyclopropylcarboxylic acid

Technology Process of 2,2-Dimethylcyclopropanecarboxylic acid

There total 18 articles about 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: 85.0%

rac-2,2-dimethylcyclopropanecarbonitrile (5722-11-2,157728-61-5) → 2,2-dimethylcyclopropane-1-carboxylic acid (75885-59-5,931-26-0)

Guidance literature:

With sodium hydroxide; In water; for 48h; Heating;

DOI:10.1021/jo01300a046

Reference yield: 77.0%

[(1RS)-2,2-dimethylcyclopropyl]methanol (930-50-7) → 2,2-dimethylcyclopropane-1-carboxylic acid (75885-59-5,931-26-0)

Guidance literature:

With potassium hydroxide; potassium permanganate; In water; for 2h; Heating;

DOI:10.1021/jo0102922

Reference yield: 65.3%

→ 2,2-dimethylcyclopropane-1-carboxylic acid (75885-59-5,931-26-0)

Guidance literature:

upstream raw materials:

4-bromo-3,3-dimethyl-butyric acid ethyl ester

rac-2,2-dimethylcyclopropanecarbonitrile

ethyl (±)-2,2-dimethylcyclopropanecarboxylate

neopentyl glycol bis(benzenesulfonate)

Downstream raw materials:

N-(2-aminophenyl)-2,2-dimethylcyclopropanecarboxamide

1,2-bis(2,2-dimethylcyclopropyl-1-carbonylamino)benzene

[(S)-1-((S)-2-{4-[5'-Chloro-4'-({6-[(R)-4-((S)-2,2-dimethyl-cyclopropanecarbonyl)-2-methyl-piperazin-1-yl]-pyridine-3-carbonyl}-amino)-2'-trifluoromethyl-biphenyl-4-yl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

[(S)-1-((S)-2-{4-[4'-({6-[(R)-4-((S)-2,2-Dimethyl-cyclopropane-carbonyl)-2-methyl-piperazin-1-yl]-pyridine-3-carbonyl}-amino)-biphenyl-4-yl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Refernces

• 1、 Vinogradov, M. G.,Kaigorodova, L. N.,Chel'tsova-Bebutova, G. V.,Gorshkova, L. S.,Starostin, E. K.,et al.. "A new approach to the synthesis of cilastatin, an inhibitor of renal dipeptidase". . p. 167 - 171. Retrieved 2007/10/02.
• 2、 -. "Method for producing an optically active 2,2-dimethylcyclopropanecarboxylic acid". . . Retrieved 2008/06/13.