methyl (Z)-2-cyano-3-(dimethylamino)prop-2-enoate

Base Information

• Chemical Name: methyl (Z)-2-cyano-3-(dimethylamino)prop-2-enoate
• CAS No.: 1187-27-5
• Molecular Formula: C₇H₁₀N₂O₂
• Molecular Weight: 154.169
• Hs Code.: 2926909090
• NSC Number: 120344
• Mol file: 1187-27-5.mol

Synonyms:methyl (Z)-2-cyano-3-(dimethylamino)prop-2-enoate;NSC120344;3-Dimethylamino-2-isocyanoacrylic acid methyl ester;SCHEMBL13123104;AKOS005105529;NSC-120344;J-002918

Chemical Property of methyl (Z)-2-cyano-3-(dimethylamino)prop-2-enoate

Chemical Property:

• Vapor Pressure: 0.000168mmHg at 25°C
• Melting Point: 105-107°C
• Boiling Point: 330.3°Cat760mmHg
• Flash Point: 153.6°C
• PSA: 53.33000
• Density: 1.088g/cm³
• LogP: 0.12848
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 154.074227566
• Heavy Atom Count: 11
• Complexity: 222

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl2-Cyano-3-(dimethylamino)acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22-36/37/38:
• Hazard Codes: R20/21/22-36/37/38:
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)C=C(C#N)C(=O)OC
• Isomeric SMILES: CN(C)/C=C(/C#N)\C(=O)OC

Technology Process of methyl (Z)-2-cyano-3-(dimethylamino)prop-2-enoate

There total 10 articles about methyl (Z)-2-cyano-3-(dimethylamino)prop-2-enoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.36%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + methyl 2-cyanoacetate (105-34-0) → 2-cyano-3-dimethylamino acrylate (1187-27-5)

Guidance literature:

N,N-dimethyl-formamide; With dimethyl sulfate; at 120 ℃;

methyl 2-cyanoacetate; With sodium ethanolate; In ethanol; at 80 ℃; Temperature; Solvent; Reagent/catalyst;

Reference yield:

cyanoacetic acid tert-butyl ester (1116-98-9) + 1-butoxy-N,N,N',N'-tetramethylethyl diamine → 2-cyano-3-dimethylamino acrylate (1187-27-5)

Guidance literature:

at 20 ℃; for 0.5h;

Reference yield:

3-dimethyl-amino-1,1,3-trimethoxypropane (51513-20-3) + (E)-3-Amino-2-cyano-acrylic acid methyl ester (129016-33-7) → methyl 2-cyano-3-dimethylaminoacrylate (1187-27-5)

Guidance literature:

In toluene; at 20 ℃; for 24h;

DOI:10.1007/BF00963505

upstream raw materials:

N,N-dimethylformamide diethyl diacetal

methyl 2-cyanoacetate

bis(dimethylamino)methoxymethane

(bis-ethylsulfanyl-methyl)-dimethyl-amine

Downstream raw materials:

N-hydroxyethyl-5-amino-1H-pyrazole-4-carboxylic acid