Cyanoacetic acid

ChemicalBook > CAS DataBase List > Cyanoacetic acid

Product Name: 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;CYANOCETIC ACID
CBNumber: CB8217349
Molecular Formula: C3H3NO2
Formula Weight: 85.06
MOL File: 372-09-8.mol

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Cyanoacetic acid Property

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
pka: 2.45(at 25℃)
form: Adhering Crystalline Solid
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)
NIST Chemistry Reference: Acetic acid, cyano-(372-09-8)
EPA Substance Registry System: Cyanoacetic acid (372-09-8)

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Safety

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
F: 3-10-21
TSCA: Yes
HS Code: 2926 90 70
HazardClass: 8
PackingGroup: II
Hazardous Substances Data: 372-09-8(Hazardous Substances Data)
Toxicity: LD50 orally in Rabbit: 1500 mg/kg LD50 dermal Rabbit > 2000 mg/kg

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C88505
Product name: Cyanoacetic acid
Purity: 99%
Packaging: 25g
Price: $68.2
Updated: 2024/03/01

Sigma-Aldrich

Product number: C88505
Product name: Cyanoacetic acid
Purity: 99%
Packaging: 1kg
Price: $225
Updated: 2024/03/01

Sigma-Aldrich

Product number: 8.00252
Product name: Cyanoacetic acid
Purity: for synthesis
Packaging: 1kg
Price: $122
Updated: 2022/05/15

TCI Chemical

Product number: C0439
Product name: Cyanoacetic Acid
Purity: >98.0%(T)
Packaging: 25g
Price: $34
Updated: 2024/03/01

TCI Chemical

Product number: C0439
Product name: Cyanoacetic Acid
Purity: >98.0%(T)
Packaging: 500g
Price: $271
Updated: 2024/03/01

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Cyanoacetic acid Chemical Properties,Usage,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.

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.

Definition

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

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.]

Cyanoacetic acid Preparation Products And Raw materials

Raw materials

Chloroacetic acid Suspending agent Dichloromethane Sodium chloroacetate

Preparation Products

ENPROFYLLINE Caffeine 3,3,3-Tris(4-chlorophenyl)propionic acid 2-cyano-N-methyl-N-[(methylamino)carbonyl]acetamide 1-methyl-4-[3,3,3-tris(4-chlorophenyl)propionyl]piperazine 2-cyano-N-[(ethylamino)carbonyl]acetamide Sulindac Dimethyl malonate 3,3,3-tris(p-chlorophenyl)propionyl chloride 4-PYRIDIN-2-YLISOXAZOL-5-AMINE 5,6-Diamino-1,3-dimethyluracil hydrate Cymoxanil 6-AMINO-1,3-DIMETHYL-5-NITROSOURACIL 2,4-Dichloro-5-cyanopyrimidine 2,2-Dibromo-2-cyanoacetamide Octyl cyanoacetate Dichloroacetonitrile MALONIC ACID DISODIUM SALT Diethyl malonate Malonic acid Ethyl cyanoacetate

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View Lastest Price from Cyanoacetic acid manufacturers

Hebei Guanlang Biotechnology Co., Ltd.

Product: Cyanoacetic acid 372-09-8
Price: US $10.00/KG
Min. Order: 100KG
Purity: 99%
Supply Ability: 100 mt
Release date: 2021-07-21

Zhuozhou Wenxi import and Export Co., Ltd

Product: Cyanoacetic acid 372-09-8
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

Shaanxi Dideu Medichem Co. Ltd

Product: Cyanoacetic acid 372-09-8
Price: US $0.10/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 1000 tons
Release date: 2020-01-02

372-09-8, Cyanoacetic acidRelated Search:

Glycine Folic acid Citric acid Ethyl N-cyanoethanimideate CYANOACETIC ACID METHYL ESTER Ethyl 2-(Chlorosulfonyl)acetate 2-Chloro-3-cyanopyridine Methylene dithiocyanate CYANOACETIC ACID ETHYL ESTER Sodium cyanoborohydride ETHYL 2-CYANOACRYLATE 2-Ethylhexyl cyanoacetate Ascoric Acid 2-(ETHOXYMETHYLENE)-2-CYANOACETIC ACID ETHYL ESTER CYANOACETIC ACID ALLYL ESTER ETHYL 2-CYANO-3-METHYLCROTONATE Ethyl acetamidocyanoacetate tert-Butyl cyanoacetate

2-Cyanoacetic acid

Aceticacid,cyano-

Acide cyanacetique

Cyanoacetic

CYANOACETICE ACID

MALONIC MONONITRILE

MALONIC ACID MONONITRILE

CYANOCETIC ACID

CYANOACETIC ACID

CYAD

Cyanicycnab acid

Cyanessigsure

CYANOACETIC ACID 30% SOLUTION IN WATER

Cyanoacetic acid ,95%

Cyanoacetic acid, 99% 25GR

Cyanoacetic Acid, 99 Percent

2-cyanoacetate

acidecyanacetique

acidecyanacetique(french)

Cyanessigsaeure

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

Cyanoacetic acid - 70% aqueous solution

Cyanoacetic Acid &gt

Acetic acid, 2-cyano-

Cyanoacetic acid ISO 9001：2015 REACH

Cyanoacetic acid, 55% solution

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