Main product

105-34-0

  • Product Name：Methyl cyanoacetate
  • Molecular Formula：C4H5NO2
  • Specifications：99%
  • Molecular Weight：99.0892
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Product Details;

CasNo： 105-34-0

Molecular Formula： C4H5NO2

Appearance： clear colorless to very slighlty yellow liquid

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  • Molecular Formula:C4H5NO2
  • Molecular Weight:99.0892
  • Appearance/Colour:clear colorless to very slighlty yellow liquid 
  • Vapor Pressure:0.2 mm Hg ( 20 °C) 
  • Melting Point:-13 °C 
  • Refractive Index:n20/D 1.417(lit.)  
  • Boiling Point:140.3 °C at 760 mmHg 
  • PKA:2.75±0.10(Predicted) 
  • Flash Point:42.7 °C 
  • PSA：50.09000 
  • Density:1.123 g/cm3 
  • LogP:0.07308 

Methyl cyanoacetate(Cas 105-34-0) Usage

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.]

General Description

Methyl cyanoacetate is a versatile chemical reagent used in various synthetic pathways, including the formation of hetarylidene derivatives through condensation reactions with aldehydes, as well as in multicomponent reactions to produce biologically active pyrimidinones and their salts. It serves as an active methylene compound in nucleophilic substitution reactions, enabling the synthesis of diverse heterocyclic systems such as thiapentalenes. Its utility is highlighted in efficient one-pot syntheses, offering advantages like high bond-forming efficiency and atom economy, making it valuable in heterocyclic chemistry and materials science.

InChI:InChI:1S/C4H5NO2/c1-7-4(6)2-3-5/h2H2,1H3

105-34-0 Relevant articles

Cyanidation of halogen compounds and esters catalyzed by PEG400 without solvent

Cao,Chen,Pei

, p. 2203 - 2207 (2001)

Primary aliphatic and aromatic nitriles ...

An acidic layered clay is combined with a basic layered clay for one-pot sequential reactions

Motokura, Ken,Fujita, Noriaki,Mori, Kohsuke,Mizugaki, Tomoo,Ebitani, Kohki,Kaneda, Kiyotomi

, p. 9674 - 9675 (2005)

A Ti4+-exchanged montmorillonite (Ti4+-m...

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Gold,Waterman

, p. 40 (1967)

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1,3-Dibromo-5,5-dimethylhydantoin as a Precatalyst for Activation of Carbonyl Functionality

?ebular, Klara,Bo?i?, Bojan ?.,Stavber, Stojan

, (2019)

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The improved method of getting the cyano-aceticacid-methylester in good yield by the liquid-chromatography

Boki,Enomoto

, p. 544 - 548 (1969)

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Raber et al.

, p. 1149,1150 (1979)

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Organic-inorganic hybrid supermicroporous iron(III) phosphonate nanoparticles as an efficient catalyst for the synthesis of biofuels

Pramanik, Malay,Bhaumik, Asim

, p. 8507 - 8514 (2013)

Here we report a novel family of crystal...

Borontrifluoride etherate promoted one-pot conversion of nitriles to esters

Jayachitra,Yasmeen,Srinivasa Rao,Ralte, Samuel L.,Srinivasan,Singh

, p. 3461 - 3466 (2003)

One-pot borontrifluoride etherate promot...

Esterification of aryl/alkyl acids catalysed by n-bromosuccinimide under mild reaction conditions

?ebular, Klara,Bo?i?, Bojan ?.,Stavber, Stojan

, (2018)

N-halosuccinimides (NXSs) are well-known...

Iron(III) chloride-promoted direct conversion of aryl/alkyl cyanides to esters

Srinivasan,Rao, K. Srinivasa,Jayachitra,Ralte, Samuel L.

, p. 2883 - 2886 (2006)

Aryl/alkyl cyanides were quickly convert...

Synthesis of DL 3 (3,4 dihydroxyphenyl)alanine methyl ester and related compounds

Damico,Nicholson

, p. 3057 - 3058 (1973)

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Hydrophilic molecular rotor derivatives - Synthesis and characterization

Haidekker, Mark A.,Brady, Thomas P.,Chalian, Sevag H.,Akers, Walter,Lichlyter, Darcy,Theodorakis, Emmanuel A.

, p. 274 - 289 (2004)

Recent research shows high potential for...

Organic-inorganic hybrid porous sulfonated zinc phosphonate material: Efficient catalyst for biodiesel synthesis at room temperature

Pramanik, Malay,Nandi, Mahasweta,Uyama, Hiroshi,Bhaumik, Asim

, p. 2273 - 2281 (2012)

A new porous zinc phosphonate material (...

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Cook,A.F.,Moffatt,J.G.

, p. 740 - 746 (1968)

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Facile dehydration of primary amides to nitriles catalyzed by lead salts: The anionic ligand matters

Ruan, Shixiang,Ruan, Jiancheng,Chen, Xinzhi,Zhou, Shaodong

, (2020/12/09)

The synthesis of nitrile under mild cond...

BTK Inhibitors and uses thereof

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Paragraph 1771-1776, (2020/05/02)

The invention discloses a bruton's tyros...

Green synthesis method of methyl cyanoacetate

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Paragraph 0029-0045, (2020/10/30)

The invention discloses a green synthesi...

105-34-0 Process route

methanol
67-56-1

methanol

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethanol
64-17-5

ethanol

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
Conditions Yield
methanol; ethyl 2-cyanoacetate; at 59.84 ℃; for 0.25h;
With hybrid supermicroporous iron(III) phosphonate nanoparticle (HFeP-1-3); at 59.84 ℃; for 6h; Reagent/catalyst;
85.6%
methanol
67-56-1

methanol

cyanoacetic acid
372-09-8

cyanoacetic acid

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
Conditions Yield
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine; In dichloromethane; for 1h; Ambient temperature;
97%
With N-Bromosuccinimide; at 70 ℃; for 20h;
97%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; at 70 ℃; for 20h;
97%
With sulfuric acid; sulfur trioxide; at 60 - 82 ℃; for 4h;
93.2%
Amberlyst 15; In methanol; for 7h; Ambient temperature;
85%
With sulfuric acid; at 70 ℃; for 12h;
69%
With sulfuric acid; unter Entfernen des entstehenden Wassers;
With chloro-trimethyl-silane; 2,2-dimethoxy-propane; for 24h; Yield given; Ambient temperature;
With Ti(4+) montmorillonite; for 20h; Heating;
With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃; for 2h;
With sulfuric acid;
With sulfuric acid; Reflux;
With dicyclohexyl-carbodiimide; In acetonitrile; at 20 ℃; for 2h;

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