1-METHYLCYCLOPROPANE-1-CARBOXYLIC ACID Chemical Properties

Melting point:

30-32 °C (lit.)

Boiling point:

183-185 °C (lit.)

Density 

1.283

refractive index 

1.483

Flash point:

184 °F

storage temp. 

Sealed in dry,Room Temperature

Water Solubility 

Slightly soluble in water

form 

powder to lump to clear liquid

pka

4.87±0.20(Predicted)

color 

White or Colorless to Almost white or Almost colorless

BRN 

2039384

InChI

InChI=1S/C5H8O2/c1-5(2-3-5)4(6)7/h2-3H2,1H3,(H,6,7)

InChIKey

DIZKLZKLNKQFGB-UHFFFAOYSA-N

SMILES

C1(C)(C(O)=O)CC1

LogP

0.620 (est)

CAS DataBase Reference

6914-76-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,N,T

Risk Statements 

34-50/53-36-25

Safety Statements 

26-27-36/37/39-45-61-60

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

Hazard Note 

Corrosive

HazardClass 

8

PackingGroup 

III

HS Code 

29162090

MSDS

• Language:English Provider:SigmaAldrich

1-METHYLCYCLOPROPANE-1-CARBOXYLIC ACID Usage And Synthesis

Chemical Properties

Colorless crystalline

Uses

1-Methylcyclopropanecarboxylic acid was used in the structure-activity studies of small carboxylic acids (SCAs). It was also used in the identification of selective orthosteric ligands for both free fatty acid receptor 2 (FFA2) and free fatty acid receptor 3 (FFA3).

Synthesis

General procedure for the synthesis of 1-methylcyclopropane-1-carboxylic acid from 2,2-dichloro-1-methylcyclopropanecarboxylic acid: 6.9 g of sodium metal and 120 mL of anhydrous toluene were added to a 500 mL three-necked round-bottomed flask equipped with a mechanical stirrer under nitrogen protection. The oil bath was heated until the sodium metal was completely melted and the sodium sand was formed by rapid stirring. Subsequently, 100 mL of anhydrous tetrahydrofuran was added to the reaction system and 16.9 g (0.1 mol) of 2,2-dichloro-1-methylcyclopropanecarboxylic acid dissolved in 30 mL of ethanol/water (19:3, v/v) was slowly added. After dropwise addition, the reaction was continued with stirring at room temperature for 1 hour. After completion of the reaction, 50 mL of concentrated hydrochloric acid was slowly added dropwise under stirring to the reaction mixture pH=1 and stirring was continued for half an hour. The reaction mixture was extracted with dichloromethane, and the organic phase was dried and the solvent was removed by evaporation under reduced pressure to give 9.26 g of 1-methylcyclopropane-1-carboxylic acid in 92.6% yield and ≥95% purity.

References

[1] Patent: CN104447293, 2016, B. Location in patent: Paragraph 0047-0049

1-METHYLCYCLOPROPANE-1-CARBOXYLIC ACID(6914-76-7)Related Product Information

• 2-methyl oxazole 4-ethyl ester
• Ethylferrocene
• Guaifenesin
• 1-METHYLCYCLOPROPANE-1-CARBOXYLIC ACID METHYL ESTER
• CYCLOPROTHRIN
• 6,6-DIMETHYL-5,7-DIOXASPIRO[2.5]OCTANE-4,8-DIONE
• 1-Phenyl-1-cyclopropanecarboxylic acid
• 1-CARBOXYCYCLOPROPANECARBOXAMIDE
• ETHYL 1-CYANOCYCLOPROPANECARBOXYLATE
• Diethyl 1,1-cyclopropanedicarboxylate
• 1-(4-METHOXYPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID
• 1-(4-CHLOROPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID
• 1-(4-Methylphenyl)-1-cyclopropanecarboxylic acid
• ETHYL 1-METHYLCYCLOPROPANE-1-CARBOXYLATE
• 1-Cyano-1-cyclopropanecarboxylic acid
• Cyclopropane
• Cyclopropanecarboxylic acid
• 1-(2,4-Dichlorophenyl)cyclopropane-1-carboxylic acid