ChemicalBook > CAS DataBase List > ETHYL 1-CYANOCYCLOPROPANECARBOXYLATE

ETHYL 1-CYANOCYCLOPROPANECARBOXYLATE

Product Name
ETHYL 1-CYANOCYCLOPROPANECARBOXYLATE
CAS No.
1558-81-2
Chemical Name
ETHYL 1-CYANOCYCLOPROPANECARBOXYLATE
Synonyms
ethyl 1-cyanocyclopropane-1-carboxylate;Ethyl 1-cyacyclopropanecarboxylate;ethyl 1-cyanocyclopropane-1-carboxyl;ETHYL 1-CYANOCYCLOPROPANECARBOXYLATE;Ethyl 1-cyanocyclopropan-carboxylate;ETHYL 1-CYANO-1-CYCLOPROPANECARBOXYLATE;Ethyl 1-cyanocyclopropanecarboxylate 96%;1-cyano-2-ethyl-1-cyclopropanecarboxylate;Ethyl 1-cyano-1-cyclopropanecarboxylate 96%;1-CYANO-CYCLOPROPANECARBOXYLIC ACIDETHYL ESTER
CBNumber
CB8283100
Molecular Formula
C7H9NO2
Formula Weight
139.15
MOL File
1558-81-2.mol
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ETHYL 1-CYANOCYCLOPROPANECARBOXYLATE Property

Boiling point:
217 °C (lit.)
Density 
1.077 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.445(lit.)
Flash point:
211 °F
storage temp. 
Sealed in dry,Room Temperature
form 
liquid
color 
colorless
InChI
InChI=1S/C7H9NO2/c1-2-10-6(9)7(5-8)3-4-7/h2-4H2,1H3
InChIKey
FDZLCIITHLSEQK-UHFFFAOYSA-N
SMILES
C1(C#N)(C(OCC)=O)CC1
CAS DataBase Reference
1558-81-2(CAS DataBase Reference)
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Safety

Risk Statements 
36/37/38
Safety Statements 
26-37
WGK Germany 
3
TSCA 
No
HazardClass 
IRRITANT
HS Code 
2926907090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
543055
Product name
Ethyl 1-cyano-1-cyclopropanecarboxylate
Purity
96%
Packaging
5g
Price
$35.21
Updated
2025/07/31
TRC
Product number
E926380
Product name
Ethyl1-cyanocyclopropanecarboxylate
Packaging
1g
Price
$45
Updated
2021/12/16
TRC
Product number
E926380
Product name
Ethyl1-cyanocyclopropanecarboxylate
Packaging
25g
Price
$110
Updated
2021/12/16
Matrix Scientific
Product number
065291
Product name
Ethyl 1-cyanocyclopropanecarboxylate
Packaging
500mg
Price
$158
Updated
2021/12/16
Apolloscientific
Product number
OR315517
Product name
Ethyl1-cyanocyclopropanecarboxylate
Purity
96%
Packaging
25g
Price
$186
Updated
2021/12/16
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ETHYL 1-CYANOCYCLOPROPANECARBOXYLATE Chemical Properties,Usage,Production

Uses

Ethyl 1-cyano-1-cyclopropanecarboxylate may be used as a monomer in the preparation of poly(ethyl trimethylene-1-cyano-1-carboxylate)s.

General Description

Ethyl 1-cyano-1-cyclopropanecarboxylate (ethyl 1-cyanocyclopropanecarboxylate) is an alkyl 1-cyanocyclopanecarboxylate. It can be prepared by reacting ethyl cyanoacetate, 1,2-dibromoethane, potassium carbonate and DMSO.

Synthesis

106-93-4

105-56-6

1558-81-2

The general procedure for the synthesis of ethyl 1-cyanocyclopropanecarboxylate from 1,2-dibromoethane and ethyl cyanoacetate was as follows: a suspension of ethyl cyanoacetate (11.3 g, 0.1 mol), 1,2-dibromoethane, tetrabutylammonium bromide (Na 4 (n-Bu)4Br) and potassium carbonate (K 2 CO 3 ) in N,N-dimethylformamide (DMF, 100 mL) was heated to 80 °C and reacted overnight. Upon completion of the reaction, the mixture was poured into water (600 mL) and extracted with ethyl acetate (EtOAc, 3 x 50 mL). The organic layers were combined, washed with saturated saline, dried over anhydrous sodium sulfate (Na 2 SO 4 ) and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 10:1) to afford ethyl 1-cyanocyclopropanecarboxylate (10 g, yield: 72%).1H NMR (CDCl3, 400 MHz): δ 4.21 (q, J = 7.2 Hz, 2H), 1.65-1.61 (m, 2H), 1.58-1.55 (m, 2H) , 1.28 (t, J = 7.2 Hz, 3H).

References

[1] Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, p. 474 - 480
[2] Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 3, p. 541 - 548
[3] Synthetic Communications, 1996, vol. 26, # 3, p. 525 - 530
[4] Tetrahedron Letters, 2005, vol. 46, # 4, p. 635 - 638
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 2, p. 420 - 422

ETHYL 1-CYANOCYCLOPROPANECARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from ETHYL 1-CYANOCYCLOPROPANECARBOXYLATE manufacturers

Henan Fengda Chemical Co., Ltd
Product
Ethyl 1-cyanocyclopropanecarboxylate 1558-81-2
Price
US $200.00-1.00/KG
Min. Order
1KG
Purity
99%, 99.5% Sublimated
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-30
Career Henan Chemical Co
Product
ETHYL 1-CYANOCYCLOPROPANECARBOXYLATE 1558-81-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20kg
Release date
2018-08-13

1558-81-2, ETHYL 1-CYANOCYCLOPROPANECARBOXYLATERelated Search:


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  • Cyclopropanecarboxylic acid, 1-cyano-, ethyl ester
  • ethyl 1-cyanocyclopropane-1-carboxylate
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  • 1-cyanocyclopropane-1-carboxylic acid ethyl ester
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  • Ethyl 1-cyano-1-cyclopropanecarboxylate 96%
  • Cyclopropanecarboxylic acid, 1-cyano-, ethyl ester (7CI, 8CI, 9CI, ACI)
  • 1-cyano-Cyclopropanecarboxylic acid ethyl ester (7CI 8CI 9CI ACI)
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  • 1558-81-2
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