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Cyclopropanecarboxaldehyde

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Cyclopropanecarboxaldehyde Basic information

Product Name:
Cyclopropanecarboxaldehyde
Synonyms:
  • CYCLOPROPANECARBOXALDEHYDE
  • RARECHEM AK ML 0578
  • Cyclopropanecarbaldehyde
  • Cyclopropylcarboxaldehyde
  • Cyclopropylmethanal
  • Cyclopropanecarboxyaldehyde
  • Cyclopropanecarboxyldehyde
  • Cyclopropanecarboxaldehyde ,98%
CAS:
1489-69-6
MF:
C4H6O
MW:
70.09
EINECS:
620-777-5
Product Categories:
  • Pharmaceutical intermdiate
  • Pharmaceutical Intermediates
  • Cyclopropanes
  • Simple 3-Membered Ring Compounds
  • Aldehydes
  • C1 to C6
  • Carbonyl Compounds
  • bc0001
Mol File:
1489-69-6.mol
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Cyclopropanecarboxaldehyde Chemical Properties

Boiling point:
98-101 °C (lit.)
Density 
0.938 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.4298(lit.)
Flash point:
45 °F
storage temp. 
2-8°C
solubility 
soluble in Chloroform
form 
clear liquid
color 
Colorless to Light orange to Yellow
Water Solubility 
Soluble in water.
Sensitive 
Air Sensitive
BRN 
906781
Stability:
Volatile
InChIKey
JMYVMOUINOAAPA-UHFFFAOYSA-N
CAS DataBase Reference
1489-69-6(CAS DataBase Reference)
NIST Chemistry Reference
Cyclopropanecarboxaldehyde(1489-69-6)
EPA Substance Registry System
Cyclopropanecarboxaldehyde (1489-69-6)
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Safety Information

Hazard Codes 
F,C
Risk Statements 
11-34
Safety Statements 
16-26-36/37/39-45
RIDADR 
UN 2924 3/PG 2
WGK Germany 
3
RTECS 
GZ1005000
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29122990

MSDS

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Cyclopropanecarboxaldehyde Usage And Synthesis

Chemical Properties

clear colorless liquid

Uses

Cyclopropanecarboxaldehyde reacts with Grignard or organolithium reagents to give the expected secondary alcohols. These are susceptible to ring opening in the presence of HBr, providing stereoselective access to homoallylic bromides. It is also used in the synthesis of eta(2)-enonenickel complexes by reacting with [Ni(cod)(2)] (cod = 1,5-cyclooctadiene) and PBu(3) and to prepare a cyclopropylidene tetralone which underwent an enantioselective palladium-catalyzed [3+2] TMM cycloaddition providing a chiral spiro-fused cyclopentene.

Application

Cyclopropanecarboxaldehyde is a reagent in the preparation of N-alkylphenylalaninamides of pyridinylphenyland oxobipyridinylamines as human GPR 142 agonists for potential use as anti-diabetic agents and the cytochrome P 450 inhibition.

Preparation

Cyclopropanecarboxaldehyde is prepared by reaction of cyclopropylmethanol. The reaction needs reagent pyridinium chlorochromate and solvent CH2Cl2 with other condition of ambient temperature for 3 hours. The yield is about 60%.

Definition

ChEBI: Cyclopropanecarbaldehyde is an organooxygen compound.

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