Cyclopropanecarboxaldehyde

Cyclopropanecarboxaldehyde
  • CAS No.:1489-69-6
Other grades of this product :
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
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.)
Fp 45 °F
storage temp. 2-8°C
form clear liquid
color Colorless to Light orange to Yellow
Water Solubility Soluble in water.
Sensitive Air Sensitive
BRN 906781
InChIKeyJMYVMOUINOAAPA-UHFFFAOYSA-N
CAS DataBase Reference1489-69-6(CAS DataBase Reference)
NIST Chemistry ReferenceCyclopropanecarboxaldehyde(1489-69-6)
EPA Substance Registry SystemCyclopropanecarboxaldehyde (1489-69-6)
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 Information
ProviderLanguage
Cyclopropanecarboxaldehyde English
ACROS English
SigmaAldrich English
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Cyclopropanecarboxaldehyde Usage And Synthesis
Chemical Propertiesclear colorless liquid
UsesCyclopropanecarboxaldehyde 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.
ApplicationCyclopropanecarboxaldehyde 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.
PreparationCyclopropanecarboxaldehyde 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%.

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