Ethoxymethylenemalononitrile

Base Information

• Chemical Name: Ethoxymethylenemalononitrile
• CAS No.: 123-06-8
• Deprecated CAS: 1220632-37-0
• Molecular Formula: C6H6N2O
• Molecular Weight: 122.126
• Hs Code.: 29269090
• European Community (EC) Number: 204-597-0
• NSC Number: 27792
• UNII: 91PS2PWB1Q
• DSSTox Substance ID: DTXSID3059551
• Nikkaji Number: J1.508C
• Mol file: 123-06-8.mol

Synonyms:ethoxymethylene-MN;ethoxymethylenemalononitrile

Chemical Property of Ethoxymethylenemalononitrile

Chemical Property:

• Appearance/Colour: off white to pale yellow
• Vapor Pressure: 0.00146mmHg at 25°C
• Melting Point: 64-66 °C(lit.)
• Refractive Index: 1.461
• Boiling Point: 296.1 °C at 760 mmHg
• Flash Point: 135.1 °C
• PSA: 56.81000
• Density: 1.07 g/cm³
• LogP: 0.95396
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMF, DMSO, Ethanol, Methanol
• Water Solubility.: insoluble
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 122.048012819
• Heavy Atom Count: 9
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

EthoxymethyleneMalononitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi,T
• Hazard Codes: Xn,T,Xi
• Statements: 22-42/43-23/24/25-43-20/21/22-R42/43-R23/24/25-R22
• Safety Statements: 22-36/37-45-36/37/39-26-36-24/25-S45-S36/37/39-S26-S22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC=C(C#N)C#N
• Uses: Chemical intermediate. Ethoxymethylene Malononitrile (cas# 123-06-8) is a compound useful in organic synthesis.

Technology Process of Ethoxymethylenemalononitrile

There total 13 articles about Ethoxymethylenemalononitrile 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: 98.7%

→ Ethoxymethylenemalononitrile (123-06-8)

Guidance literature:

Reference yield: 98.69%

orthoformic acid triethyl ester (122-51-0) + malononitrile (109-77-3) → Ethoxymethylenemalononitrile (123-06-8)

Guidance literature:

With acetic anhydride; at 110 - 140 ℃; Reflux;

Reference yield: 63.0%

spiro<(2,2-dicyano-3-ethoxy)cyclobutan-1,3'-(1'-acetyl)-2'-oxoindoline>, trans (79343-66-1,79343-67-2) + ethyl vinyl ether (109-92-2,25104-37-4) → 2-ethoxy-9-acetyl-2,3-dihydropyran<2,3-b>indole (79343-70-7) + Ethoxymethylenemalononitrile (123-06-8)

Guidance literature:

at 100 ℃; for 40h; sealed tube;

DOI:10.1016/S0040-4020(01)98944-6

upstream raw materials:

acetic anhydride

orthoformic acid triethyl ester

malononitrile

1-acetyl-3-(dicyanomethylene)-1,3-dihydro-2H-indol-2-one

Downstream raw materials:

5-Amino-4-cyan-1-isopropyl-pyrazol

2-methyl-4-amino-5-cyanopyrimidine

4-amino-2-thioxo-1,2-dihydro-pyrimidine-5-carbonitrile

4-amino-2-ethylpyrimidine-5-carbonitrile

Refernces

• 1、 Xu, Jingli,Liu, Hang,Li, Guixia,He, Yong,Ding, Rui,Wang, Xiao,Feng, Man,Zhang, Shuting,Chen, Yurong,Li, Shilei,Zhao, Mingxia,Li, Yingruo,Qi, Chuanmin,Dang, Yonghong. "18F-labeled pyrazolo[1,5-a]pyrimidine derivatives: Synthesis from 2,4-dinitrobenzamide and tosylate precursors and comparative biological evaluation for tumor imaging with positron emission tomography". . p. 3774 - 3793. Retrieved 2012.
• 2、 Huber. "-". . . Retrieved 1944.
• 3、 Jones. "-". . p. 4889. Retrieved 1952.
• 4、 Ikawa,K. et al.. "". . p. 3279 - 3281. Retrieved 1969.
• 5、 Schmidt,Junek. "-". . p. 895,899. Retrieved 1977.
• 6、 Bandyopadhyay, Debashruti,Panigrahi, Adyasha,Peruncheralathan, S.,Radhakrishnan, Divya,Thirupathi, Annaram. "Triflic acid-mediated N-heteroannulation of β-anilino-β-(methylthio)acrylonitriles: a facile synthesis of 4-amino-2-(methylthio)quinolines". supporting information. p. 8544 - 8553. Retrieved 2021/10/20.
• 7、 -. "Continuous synthesis method of ethoxymethylene malononitrile (by machine translation)". Paragraph 0034-0075. . Retrieved 2020/05/08.