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Cyanoacetic acid

CAS No.
372-09-8
Chemical Name:
Cyanoacetic acid
Synonyms
2-Cyanoacetic acid;2-cyanoacetate;Cyanicycnab acid;CYAD;Cyanoacetic;NCCH2COOH;usafkf-17;USAF kf-17;Cyanessigsure;cyano-aceticaci
CBNumber:
CB8217349
Molecular Formula:
C3H3NO2
Molecular Weight:
85.06
MDL Number:
MFCD00002677
MOL File:
372-09-8.mol
MSDS File:
SDS
Last updated:2023-11-28 16:31:43

Cyanoacetic acid Properties

Melting point 65 °C
Boiling point 108 °C0.15 mm Hg(lit.)
Density 1.3676 (rough estimate)
vapor pressure 0.1 mm Hg ( 100 °C)
refractive index 1.3764 (estimate)
Flash point 226 °F
storage temp. Store below +30°C.
solubility H2O: soluble50mg/mL, clear, colorless to very faintly yellow
form Adhering Crystalline Solid
pka 2.45(at 25℃)
color White to light beige
PH 1.6 (50g/l, H2O, 20℃)
Water Solubility 1000 g/L (20 ºC)
Sensitive Hygroscopic
Merck 14,2689
BRN 506325
Dielectric constant 33.0(4℃)
InChIKey MLIREBYILWEBDM-UHFFFAOYSA-N
LogP -0.76
CAS DataBase Reference 372-09-8(CAS DataBase Reference)
FDA UNII QZT550H2Y9
NIST Chemistry Reference Acetic acid, cyano-(372-09-8)
EPA Substance Registry System Cyanoacetic acid (372-09-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302+H332-H314
Precautionary statements  P260-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  C
Risk Statements  22-31-34-52/53-20/22
Safety Statements  26-36/37/39-45-61-20
RIDADR  UN 3261 8/PG 2
WGK Germany  2
RTECS  AG3675000
3-10-21
TSCA  Yes
HS Code  2926 90 70
HazardClass  8
PackingGroup  II
Toxicity LD50 orally in Rabbit: 1500 mg/kg LD50 dermal Rabbit > 2000 mg/kg
NFPA 704
1
3 0

Cyanoacetic acid price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C88505 Cyanoacetic acid 99% 372-09-8 25g $68.2 2024-03-01 Buy
Sigma-Aldrich C88505 Cyanoacetic acid 99% 372-09-8 1kg $225 2024-03-01 Buy
Sigma-Aldrich 8.00252 Cyanoacetic acid for synthesis 372-09-8 1kg $122 2022-05-15 Buy
TCI Chemical C0439 Cyanoacetic Acid >98.0%(T) 372-09-8 25g $34 2024-03-01 Buy
TCI Chemical C0439 Cyanoacetic Acid >98.0%(T) 372-09-8 500g $271 2024-03-01 Buy
Product number Packaging Price Buy
C88505 25g $68.2 Buy
C88505 1kg $225 Buy
8.00252 1kg $122 Buy
C0439 25g $34 Buy
C0439 500g $271 Buy

Cyanoacetic acid Chemical Properties,Uses,Production

Description

Cyanoacetic acid is an organic compound. It is a white, hygroscopic solid. The compound contains two functional groups, a nitrile (C≡N) and a carboxylic acid. It is a precursor to cyanoacrylates, components of adhesives.
Cyanoacetic acid is used in pharmaceutical industry for producing vitamin B6 and caffeine. It is also used in making dyes, agricultural chemicals, and in the synthesis of phenylacetic acid esters. It acts as a precursor cyanoacrylates viz. ethyl cyanoacrylate.

Chemical Properties

white to light beige adhering crystalline solid

Uses

Cyanoacetic acid was used in the synthesis of N-piperidine-cyanacetamide and N-morpholyl-cyanacetamide. It was also used in the preparation of a panchromatic dye for dye-sensitized solar cells.

Uses

Cyanoacetic acid is used in pharmaceutical industry for producing vitamin B6 and caffeine. It is also used in making dyes, agricultural chemicals, and in the synthesis of phenylacetic acid esters. It acts as a precursor cyanoacrylates viz. ethyl cyanoacrylate.

Uses

Synthesis of intermediates; manufacture of barbital.

Definition

ChEBI: A monocarboxylic acid that consists of acetic acid bearing a cyano substituent.

Application

Cyanoacetic acid can be used as a reagent:
Along with acetic anhydride for cyanoacetylation of various pyrroles, indoles, and aniline derivatives. It can also be used in other reactions such as cyclizations, syntheses of coumarins and other heterocycles.
To prepare of key intermediate via Knoevenagel condensation in the total synthesis of 5-acetamido-substituted melatonin derivatives as MT3 receptor ligands.
In the synthesis of aminopyrrolinone derivatives by reacting Ugi adducts of cyanoacetic acid and aromatic aldehydes.

Preparation

Cyanoacetic acid is prepared by treatment of chloroacetate salts with sodium cyanide followed by acidification. Electrosynthesis by cathodic reduction of carbon dioxide and anodic oxidation of acetonitrile also affords cyanoacetic acid.

General Description

Yellow-brown liquid with an unpleasant odor. Sinks and mixes with water.

Air & Water Reactions

Water soluble.

Reactivity Profile

White, moderately toxic solid, combustible. When heated to decomposition Cyanoacetic acid emits toxic fumes of nitrile and oxides of nitrogen. A stirred mixture with furfuryl alcohol exploded violently upon heating [MCA Case History No 858].

Health Hazard

Contact irritates eyes and may irritate skin.

Fire Hazard

Special Hazards of Combustion Products: Toxic oxides of nitrogen and toxic and flammable acetonitrile vapors may form in fire.

Purification Methods

Recrystallise the acid to constant melting point from *benzene/acetone (2:3), and dry it over silica gel. [Beilstein 2 H 583, 2 I 253, 2 II 530, 2 III 1626, 2 IV 1888.]

Global( 406)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
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+86-19930503282 alice@crovellbio.com China 8823 58

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View Lastest Price from Cyanoacetic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cyanoacetic acid pictures 2024-04-26 Cyanoacetic acid
372-09-8
US $0.00 / KG 1KG ≥98% 200mt/year Jinan Finer Chemical Co., Ltd
Cyanoacetic acid pictures 2023-05-27 Cyanoacetic acid
372-09-8
US $100.00 / kg 25kg 99% 500t/month Henan Bao Enluo International TradeCo.,LTD
Cyanoacetic acid pictures 2023-01-31 Cyanoacetic acid
372-09-8
US $0.00 / Kg/Drum 1Kg/Drum 99% 5000KG Hebei Mojin Biotechnology Co., Ltd
  • Cyanoacetic acid pictures
  • Cyanoacetic acid
    372-09-8
  • US $100.00 / kg
  • 99%
  • Henan Bao Enluo International TradeCo.,LTD
  • Cyanoacetic acid pictures
  • Cyanoacetic acid
    372-09-8
  • US $0.00 / Kg/Drum
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
cyano-aceticaci Kyselina kyanoctova kyselinakyanoctova Monocyanoacetic acid monocyanoaceticacid NCCH2COOH USAF kf-17 usafkf-17 CYANOACETIC ACID, 99+% CyanoaceticAcid,>98% Methyl and Ethyl esters malonic mkononitrile Aceticacid,cyano- Acide cyanacetique CYANOACETICE ACID MALONIC MONONITRILE MALONIC ACID MONONITRILE CYANOCETIC ACID CYANOACETIC ACID Cyanessigsure CYANOACETIC ACID 30% SOLUTION IN WATER Cyanoacetic acid ,95% Cyanoacetic acid, 99% 25GR Cyanoacetic Acid, 99 Percent acidecyanacetique acidecyanacetique(french) Cyanessigsaeure Cyanoacetic acid - 70% aqueous solution Cyanoacetic Acid > Acetic acid, 2-cyano- Cyanoacetic acid ISO 9001:2015 REACH Cyanoacetic acid, 55% solution 2-Cyanoacetic acid Cyanoacetic CYAD Cyanicycnab acid 2-cyanoacetate Milrinone Impurity U Tolvaptan Impurity 53 Cyano Acetic Acid 70% / 98% 372-09-8 NCCH2CO2H C3H3NO2 Organic Building Blocks CARBOXYLIC ACID Building Blocks C1 to C5 Carboxylic Acids Carbonyl Compounds intermediates C1 to C5 Carbonyl Compounds Carboxylic Acids Pharmaceutical Intermediates K00001