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Ethyl cyanoformate

Product Name
Ethyl cyanoformate
CAS No.
623-49-4
Chemical Name
Ethyl cyanoformate
Synonyms
NSC 65347;C2H5OC(O)CN;cyanoformate;ETHYL CYANOFORMATE;Ethyl cyanocarbonate;Ethylcyanoformate,99%;ethyl carbonocyanidate;Ethyl cyanoformate 99%;Ethoxycarbonyl Cyanide;Ethyl cyanocarboxylate
CBNumber
CB8854001
Molecular Formula
C4H5NO2
Formula Weight
99.09
MOL File
623-49-4.mol
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Ethyl cyanoformate Property

Boiling point:
115-116 °C (lit.)
Density 
1.003 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.381(lit.)
Flash point:
76 °F
storage temp. 
Inert atmosphere,2-8°C
solubility 
Miscible with chloroform and methanol.
form 
Liquid
Specific Gravity
1.01
color 
Clear colorless
Sensitive 
Moisture Sensitive
BRN 
635955
Exposure limits
NIOSH: IDLH 25 mg/m3
InChI
1S/C4H5NO2/c1-2-7-4(6)3-5/h2H2,1H3
InChIKey
MSMGXWFHBSCQFB-UHFFFAOYSA-N
SMILES
CCOC(=O)C#N
CAS DataBase Reference
623-49-4(CAS DataBase Reference)
NIST Chemistry Reference
NCCOOC2H5(623-49-4)
EPA Substance Registry System
Carbonocyanidic acid, ethyl ester (623-49-4)
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Safety

Hazard Codes 
T,F
Risk Statements 
10-23/24/25-34-36/37/38
Safety Statements 
26-36/37/39-45-24/25-16-7/9
RIDADR 
UN 3275 6.1/PG 2
WGK Germany 
3
10-19-21
TSCA 
TSCA listed
HazardClass 
6.1
PackingGroup 
II
HS Code 
29269090
Storage Class
3 - Flammable liquids
Hazard Classifications
Eye Dam. 1
Flam. Liq. 3
Skin Corr. 1B
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
E18859
Product name
Ethyl cyanoformate
Purity
99%
Packaging
10g
Price
$95
Updated
2026/03/19
Sigma-Aldrich
Product number
E18859
Product name
Ethyl cyanoformate
Purity
99%
Packaging
50g
Price
$313
Updated
2026/03/19
TCI Chemical
Product number
C1266
Product name
Ethyl Cyanoformate
Purity
>98.0%(GC)
Packaging
5g
Price
$31
Updated
2026/03/19
TCI Chemical
Product number
C1266
Product name
Ethyl Cyanoformate
Purity
>98.0%(GC)
Packaging
25g
Price
$88
Updated
2026/03/19
TRC
Product number
E907820
Product name
Ethyl Cyanoformate
Packaging
250g
Price
$930
Updated
2021/12/16
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Ethyl cyanoformate Chemical Properties,Usage,Production

Chemical Properties

Clear Colourless Liquid

Uses

Ethyl cyanoformate is used as reagent in the preparation of N-substituted amindinoformic acid and ethyl-4-quinazoline -2-carboxylate.

Uses

Ethyl Cyanoformate (cas# 623-49-4) is a compound useful in organic synthesis.

Uses

Ethyl cyanoformate can be used as a cyanide source for the cyanation of:

  • Activated olefins in the presence of a titanium catalyst.
  • Carbonyl compounds catalyzed by 4-dimethylaminopyridine (DMAP) to yield corresponding cyanohydrin carbonates under metal-free and solvent-free conditions.
  • Aldehydes and 2,2,2-trifluoroacetophenone catalyzed by N-heterocyclic carbene (NHC) to yield corresponding cyanohydrins ethyl carbonates.

Application

Ethyl cyanoformate can be used as a cyanide source for the cyanation of:
Activated olefins in the presence of a titanium catalyst.
Carbonyl compounds catalyzed by 4-dimethylaminopyridine (DMAP) to yield corresponding cyanohydrin carbonates under metal-free and solvent-free conditions.
Aldehydes and 2,2,2-trifluoroacetophenone catalyzed by N-heterocyclic carbene (NHC) to yield corresponding cyanohydrins ethyl carbonates.
Ethyl cyanoformate is a general cyanating agent. It can be used in the nucleophilic addition of cyanide to carbonyl compounds, oxidative cyanation of tertiary amines and in the synthesis of β-cyano-substituted acrylates from alkynes.

Synthesis

Ethyl cyanoformate was synthesized in the following steps: S1, clean the reactor, add 100KG S-1500 aromatic solvent in the reactor;

S2, add 695KG ethyl chloroformate and 175KG hydrocyanic acid in the drip kettle;

S3, add 30KG triethylamine catalyst and 20KG pure water to the reaction kettle, start the reaction kettle stirring and mixing for 15 minutes and then stop the reaction kettle;

S4, reduce the temperature in the reactor to 2 and then start the reactor, add ethyl chloroformate and hydrocyanic acid dropwise under low-speed stirring, and control the rate of dropwise acceleration so that the dropwise addition is completed within 2 hours;

S5, continue stirring for 30 minutes after the dropwise addition is completed to obtain the ethyl cyanocarbonate crude product, then transfer the cyanocarbonate crude product to a distillation tower to carry out atmospheric pressure distillation of the cyanocarbonate crude product to remove the fraction before 90 , to obtain the colorless fuming fraction at 115-116 , which is the ethyl cyanocarbonate pure product;

S6, the raw material is separated from ethyl cyanoformate by cyanidation reaction and distillation, and then it is washed by sodium hydroxide in split phase to recover the catalyst.

Purification Methods

Dissolve the cyanoformate in Et2O, dry it over Na2SO4, filter, evaporate and distil it [Malachowsky et al. Chem Ber 70 1016 1937, Adickes et al. J Prakt Chem [2] 133 313 1932, Grundmann et al. Justus Liebigs Ann Chem 577 77 1952]. [Beilstein 2 IV 1862.]

Precautions

Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong acids, strong bases, strong oxidizing agents and strong reducing agents.

Ethyl cyanoformate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl cyanoformate Suppliers

Changzhou Mailekang Pharmaceutical Technology Co., Ltd.
Tel
0519-69655553 13961137915
Email
mlksales@126.com
Country
China
ProdList
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58
Tianjin Ruide Famo Technology Co., Ltd
Tel
13821803402
Email
RD_PHARM@163.com
Country
China
ProdList
842
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58
Shaanxi Weiyu New Materials Co., Ltd
Tel
18092607798
Email
308828748@qq.com
Country
China
ProdList
2999
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58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Beijing dtftchem Technology Co., Ltd.
Tel
010-60275820 13031183356
Fax
010-60270825
Email
elainezt@sina.com
Country
China
ProdList
1390
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62
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44802
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61
Beijing Ouhe Technology Co., Ltd
Tel
13552068683 13522913783
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
11778
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60
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View Lastest Price from Ethyl cyanoformate manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Ethyl cyanoformate 623-49-4
Price
US $100.00-75.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-21
Baoji Guokang Healthchem Co., Ltd.
Product
Ethyl cyanoformate 623-49-4
Price
US $157.00/ASSAYS
Min. Order
1KG
Purity
99%
Supply Ability
10 tons
Release date
2021-06-07
Honest Joy Holdings Limited
Product
EthylCarbonocyanidate 623-49-4
Price
US $0.00/KG
Min. Order
1KG
Purity
97.6%
Supply Ability
100 tons
Release date
2022-01-14

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