ChemicalBook > CAS DataBase List > Methyl cyanoacetate

Methyl cyanoacetate

Description

Product Name: Methyl cyanoacetate
CAS No.: 105-34-0
Chemical Name: Methyl cyanoacetate
Synonyms: Methyl 2-cyanoacetate;2-cyanopropanoate;CYANOACETIC ACID METHYL ESTER;MCYA;usafkf-22;USAF kf-22;25KG,100KG,1T;Methylcyanacetat;Methyl Cyanoacetat;METHYL CYANOACETATE
CBNumber: CB9485583
Molecular Formula: C4H5NO2
Formula Weight: 99.09
MOL File: 105-34-0.mol

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Methyl cyanoacetate Property

Melting point:: -13 °C
Boiling point:: 204-207 °C(lit.)
Density: 1.123 g/mL at 25 °C(lit.)
vapor density: 3.41 (vs air)
vapor pressure: 0.2 mm Hg ( 20 °C)
refractive index: n20/D 1.417(lit.)
Flash point:: >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: 54g/l
form: Liquid
pka: 2.75±0.10(Predicted)
color: Clear colorless to very slightly yellow
Water Solubility: 54 g/L (20 ºC)
Sensitive: Light Sensitive
BRN: 773945
Dielectric constant: 29.4（21℃）
LogP: -0.47 at 25℃
CAS DataBase Reference: 105-34-0(CAS DataBase Reference)
NIST Chemistry Reference: Acetic acid, cyano-, methyl ester(105-34-0)
EPA Substance Registry System: Acetic acid, cyano-, methyl ester (105-34-0)

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Safety

Hazard Codes: Xi
Safety Statements: 24/25
WGK Germany: 1
RTECS: AG4375000
Hazard Note: Irritant
TSCA: Yes
HS Code: 29269095
Toxicity: guinea pig,LDLo,skin,400mg/kg (400mg/kg),"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 920, 1986.

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 108421
Product name: Methyl cyanoacetate
Purity: 99%
Packaging: 25g
Price: $59.2
Updated: 2025/07/31

Sigma-Aldrich

Product number: 108421
Product name: Methyl cyanoacetate
Purity: 99%
Packaging: 2kg
Price: $209
Updated: 2023/06/20

TCI Chemical

Product number: C0442
Product name: Methyl Cyanoacetate
Purity: >99.0%(GC)
Packaging: 25mL
Price: $34
Updated: 2025/07/31

TCI Chemical

Product number: C0442
Product name: Methyl Cyanoacetate
Purity: >99.0%(GC)
Packaging: 500mL
Price: $75
Updated: 2025/07/31

Sigma-Aldrich

Product number: 108421
Product name: Methyl cyanoacetate
Purity: 99%
Packaging: 500g
Price: $100
Updated: 2025/07/31

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Methyl cyanoacetate Chemical Properties,Usage,Production

Description

Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It may be used in the synthesis of various 1,2,5-tricarbonyl compounds. It is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate; a compound used in the synthesis of DPP-IV inhibitors for treating type-2 diabetes. In addition, it is an intermediate in the preparation of α-cyanoacrylate, malononitrile, and 1,1-cyclohexanediacetic acid dyes. It is used as UV absorber or stabilizer, intermediate for pharmaceuticals. It may be used in the synthesis of various 1,2,5-tricarbonyl compounds.

Chemical Properties

clear colorless to very slighlty yellow liquid

Uses

pharmaceutical intermediate

Uses

Methyl cyanoacetate is an intermediate in the preparation of α-cyanoacrylate, malononitrile, 1,1-cyclohexanediacetic acid dye. It is used as UV absorber or stabiliser, intermediate for pharmaceuticals. It may be used in the synthesis of various 1,2,5-tricarbonyl compounds.

Definition

ChEBI: Methyl cyanoacetate is an alkyl cyanoacetate ester.

General Description

Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Kn?venagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α-cyanocinnamic esters.

Synthesis

67-56-1

372-09-8

105-34-0

GENERAL METHOD: A mixture of cyanoacetic acid, methanol and N-bromosuccinimide was placed in a 25 mL reaction tube and the reaction was stirred at 70°C for 2-40 hours. Upon completion of the reaction, the reaction mixture is cooled to room temperature and subsequently evaporated under reduced pressure to remove methanol. Unless otherwise stated in Section 3.2.6, the subsequent isolation and purification steps were as follows: the residue was dissolved in ethyl acetate and washed sequentially with 10 mL of 10% aqueous Na2S2O3 solution, 5 mL of saturated aqueous NaHCO3 solution and 10 mL of distilled water. The aqueous phase was back-extracted with ethyl acetate (3 x 5 mL). All organic layers were combined, dried with anhydrous Na2SO4 and finally evaporated under reduced pressure to remove the solvent.

Purification Methods

Purify the ester by shaking with 10% Na2CO3 solution, wash well with water, dry with anhydrous Na2SO4, and distil it. [Beilstein 2 H 584, 2 I 253, 2 II 530, 2 III 1628, 2 IV 1889.]

References

[1] Synthesis, 1980, # 7, p. 547 - 551
[2] Molecules, 2018, vol. 23, # 9,
[3] Synthetic Communications, 1988, vol. 18, # 8, p. 847 - 854
[4] Patent: US2553065, 1949,
[5] Tetrahedron Letters, 1998, vol. 39, # 47, p. 8563 - 8566

Methyl cyanoacetate Preparation Products And Raw materials

Raw materials

Sodium cyanide Ethyl cyanoacetate Methyl chloroacetate

Preparation Products

2,4-Diamino-6-hydroxypyrimidine Methyl 2-aminothiophene-3-carboxylate METHYL 2-AMINO-4-PHENYLTHIOPHENE-3-CARBOXYLATE 2-AMINO-5-PHENYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER Buspirone 2-AMINO-4-ETHYL-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER 5-AMINO-3-METHYL-THIOPHENE-2,4-DICARBOXYLIC ACID DIMETHYL ESTER METHYL 5-AMINOISOXAZOLE-4-CARBOXYLATE METHYL 2-CYANO-2-PROPYLPENTANOATE 4-Amino-6-chloropyrimidine Solvent Red 196 CYANOACRYLIC ACID METHYL ESTER BASIC YELLOW 40 2-AMINO-5-ETHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER 2,2-Dibromo-2-cyanoacetamide Minoxidil 2-Cyanoacetamide methyl 2-cyano-3-ethoxyacrylate 4-Chloro-2,6-diaminopyrimidine 2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER

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View Lastest Price from Methyl cyanoacetate manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: Methyl cyanoacetate 105-34-0
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 ton
Release date: 2024-11-29

Henan Aochuang Chemical Co.,Ltd.

Product: Methyl cyanoacetate 105-34-0
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-27

Hebei Chuanghai Biotechnology Co., Ltd

Product: Methyl cyanoacetate 105-34-0
Price: US $1.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10 mt
Release date: 2025-03-14

105-34-0, Methyl cyanoacetateRelated Search:

Methyl methoxyacetate Tribenuron methyl Ethyl cyanoacetate Methyl acetate Methyl glycolate Methyl bromoacetate Methyl salicylate METSULFURON METHYL Kresoxim-methyl Methyl phenylacetate Cyanoacetic acid 4-(Hydroxyamino)-4-oxobutanoic acid N-Methyl-N-((3S,4S)-4-Methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyriMidin-4-aMine Tofacitinib Impurity 29 N-Hydroxysuccinimide CYANOACETIC ACID-OSU Thiophanate-methyl 1-Benzyl-4-methyl-piperidin-3-one hydrochloride

2-cyanopropanoate

Tofacitinib Impurity 198

Pemetrexed disodium Impurity 12

25KG,100KG,1T

Methyl cyanoethanoate

methyl2-cyanoacetate

methylcyanoethanoate

Methylester kyseliny kyanoctove

methylesterkyselinykyanoctove

USAF kf-22

usafkf-22

Aceticacid,cyano-,methylester

cyano-aceticacimethylester

Malonic methyl ester nitrile

Malonicacidmononitrilemethylester

Methyl 2-cyanoacetate

Methylcyanacetat

CYANOACETIC ACID METHYL ESTER

METHYL CYANOACETATE

MCYA

MALONIC ACID METHYL ESTER NITRILE

MetthylCyanoacetate

(Methoxycarbonyl)acetonitrile

Methyl cyanoacetate,97%

Methyl cyanoacetate, 97% 250ML

Methyl cyanoacetate, 99.5%

3-Methoxy-3-oxopropanenitrile, Methyl 2-cyanoethanoate

Methyl cyanoacetate 99%

3-Methoxy-3-oxopropanenitrile

Acetic acid, 2-cyano-, methyl ester

Methyl Cyanoacetate &gt

Methyl cyanoacetate, 99%, for synthesis

Milrinone Impurity 25 (Methyl cyanoacetate)

Methyl cyanoacetate ISO 9001：2015 REACH

Milrinone Impurities7

Methyl cyanoacetate intermediate

Methyl cyanoacetate, 98%

Methyl cyanoacetate, 99%min

Methyl Cyanoacetat

105-34-0

105-35-7

NCCH2CO2CH3

NCCH2COOCH3

ISOCYANATE

Carbonyl Compounds

C2 to C5

Building Blocks

Organic Building Blocks

Esters

organic chemical

Piperazines

C2 to C5

Carbonyl Compounds

Esters