157279
Ethyl 2-formyl-1-cyclopropanecarboxylate, predominantly trans
96%
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About This Item
Linear Formula:
HCOC3H4CO2C2H5
CAS Number:
Molecular Weight:
142.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
243-805-4
MDL number:
Assay:
96%
Form:
liquid
InChI key
MDWXTLNIZCHBJE-UHFFFAOYSA-N
InChI
1S/C7H10O3/c1-2-10-7(9)6-3-5(6)4-8/h4-6H,2-3H2,1H3
SMILES string
CCOC(=O)C1CC1C=O
assay
96%
form
liquid
refractive index
n20/D 1.452 (lit.)
bp
60-65 °C/0.6 mmHg (lit.)
density
1.074 g/mL at 25 °C (lit.)
functional group
aldehyde, ester
storage temp.
2-8°C
General description
Ethyl 2-formyl-1-cyclopropanecarboxylate was formed by acid catalyzed reaction between acrolein and ethyl diazoacetate.
Application
Ethyl 2-formyl-1-cyclopropanecarboxylate was used in the preparation of ethyl trans-2-(4-(methylphenyl)sulfonyl-4,5-dihydrooxazol-5-yl)cyclopropanecarboxylate.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
183.2 °F - closed cup
flash_point_c
84 °C - closed cup
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I J De Esch et al.
Journal of medicinal chemistry, 42(7), 1115-1122 (1999-04-10)
Various approaches to the synthesis of all four stereoisomers of 2-(1H-imidazol-4-yl)cyclopropylamine (cyclopropylhistamine) are described. The rapid and convenient synthesis and resolution of trans-cyclopropylhistamine is reported. The absolute configuration of its enantiomers was determined by single-crystal X-ray crystallographic analysis. The distinct
Acid catalyzed reactions of a, ?-unsaturated aldehydes and ethyl diazoacetate.
Branstetter B and Hossain MM.
Tetrahedron Letters, 47(2), 221-223 (2006)
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