CYCLOPROPANECARBOXAMIDE Chemical Properties

Melting point:

120-122°C

Boiling point:

248.5±7.0 °C(Predicted)

Density 

1.187±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

16.60±0.20(Predicted)

color 

White to Yellow to Orange

Water Solubility 

Insoluble in water.

BRN 

1924346

InChI

InChI=1S/C4H7NO/c5-4(6)3-1-2-3/h3H,1-2H2,(H2,5,6)

InChIKey

AIMMVWOEOZMVMS-UHFFFAOYSA-N

SMILES

C1(C(N)=O)CC1

CAS DataBase Reference

6228-73-5(CAS DataBase Reference)

EPA Substance Registry System

Cyclopropanecarboxamide (6228-73-5)

Safety Information

Hazard Codes 

Xi

Safety Statements 

22-24/25

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

2924297099

MSDS

• Language:English Provider:ALFA

CYCLOPROPANECARBOXAMIDE Usage And Synthesis

Uses

Cyclopropanecarboxamide is used in the preparation of 2-(cyclopropanecarbonyl-amino)-but-2-enoic acid by reacting with 2-oxo-butyric acid.

Definition

ChEBI: Cyclopropanecarboxamide is a cyclopropylcarboxamide.

Reactions

Cyclopropanecarboxamide is an organic intermediate which, for example after conversion to cyclopropylamine, is reacted to give active compounds in the pharmaceutical and plant protection sector.

Synthesis

General procedure: synthesis of intermediate 3: cyclopropane carboxamide Ammonia was passed into a well-stirred solution of cyclopropanecarbonyl chloride (1 g, 9.61 mmol) in dichloromethane (10 mL) at room temperature and purged continuously for 2 hours. Upon completion of the reaction, the solvent was removed by vacuum distillation. The residue was dissolved in ethyl acetate and filtered to remove insoluble matter. Subsequently, the filtrate was concentrated to give pure cyclopropanecarboxamide as a crystalline solid (0.81 g, 100% yield). 1H NMR (400 MHz, CHCl3-d): δ 5.63-5.91 (broad single peak, 2H, NH2), 1.43 (multiple peaks, 1H, cyclopropane-CH), 0.98 (double peaks, J = 4.42,2.98 Hz, 2H, cyclopropane-CH2), 0.79 (double peaks, J = 7.91,2.95 Hz, 2H, cyclopropane- CH2). MS (mass spectrum): 85.91 (M + 1).

References

[1] Patent: WO2012/160464, 2012, A1. Location in patent: Page/Page column 59-60
[2] Patent: US2014/155398, 2014, A1. Location in patent: Paragraph 0365
[3] Chemische Berichte, 1923, vol. 56, p. 2201
[4] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1901, vol. 33, p. 377
[5] Chem. Zentralbl., 1901, vol. 72, # II, p. 579

CYCLOPROPANECARBOXAMIDE(6228-73-5)Related Product Information

• CYCLOPROPANECARBOXYLIC ACID HYDRAZIDE
• phenyl 2-chloro-4-hydroxyphenylcarbaMate
• 4-AMINO-2-METHOXYBENZOIC ACID
• Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate
• Methyl 7-Methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylate
• Diphenyl carbonate
• Methyl cyclopropane carboxylate
• 1,3-dicyclopropylurea
• 3-Chlorophenol
• Lenvatinib Impurity 28
• Phenol, 3-chloro-4-(2-phenyldiazenyl)-
• Procymidone
• N-PROPYLCYCLOPROPANECARBOXAMIDE
• CYPROFURAM
• CYCLOPROPANECARBOXAMIDE
• CYCLANILIDE
• Propionamide
• 3-BENZYL-3-AZABICYCLO[3.1.0]HEXANE-2,4-DIONE