Cyanomethyl formate

Base Information

• Chemical Name: Cyanomethyl formate
• CAS No.: 150760-95-5
• Molecular Formula: C3H3NO2
• Molecular Weight: 85.0623
• Hs Code.: 2926909090
• European Community (EC) Number: 621-292-1
• DSSTox Substance ID: DTXSID70400831
• Nikkaji Number: J814.769H
• Wikidata: Q72458536
• Mol file: 150760-95-5.mol

Synonyms:Cyanomethyl formate;150760-95-5;(Formyloxy)acetonitrile;CYANOMETHYLFORMATE;Formic Acid Cyanomethyl Ester;Acetonitrile, 2-(formyloxy)-;(Formyloxy)acetonitrile, 99%;DTXSID70400831;ZFLAEHBSVFWEHW-UHFFFAOYSA-N;MFCD00661077;AKOS015913061;AS-59430;Cyanomethyl Formate [Formylating Reagent];CS-0181845;F0356;D95257;J-008739

Chemical Property of Cyanomethyl formate

Chemical Property:

• Appearance/Colour: Colorless to slightly yellow thick liquid
• Vapor Pressure: 1.48mmHg at 25°C
• Refractive Index: n20/D 1.407(lit.)
• Boiling Point: 170.2 °C at 760 mmHg
• Flash Point: 65.2 °C
• PSA: 50.09000
• Density: 1.132 g/cm³
• LogP: 0.31888
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 85.016378338
• Heavy Atom Count: 6
• Complexity: 80

Purity/Quality:

98% ^*data from raw suppliers

CyanomethylFormate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C#N)OC=O

Technology Process of Cyanomethyl formate

There total 1 articles about Cyanomethyl formate 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: 76.0%

potassium formate (590-29-4) + chloroacetonitrile (107-14-2) → formic acid cyanomethyl ester (150760-95-5)

Guidance literature:

With potassium iodide; In sulfolane; at 100 ℃; for 4h;

DOI:10.1080/00397919308011251 DOI:10.1002/prac.19963380192

Reference yield: 97.0%

formic acid cyanomethyl ester (150760-95-5) + D-phenylalanine methyl ester hydrochloride (13033-84-6) → 2-(formamido)-3-phenylpropionic acid acid methyl ester (59200-38-3)

Guidance literature:

With triethylamine; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1055/s-1996-4153

Reference yield: 94.0%

formic acid cyanomethyl ester (150760-95-5) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → N-formyl-L-phenylalanine-methylester (2311-21-9)

Guidance literature:

With triethylamine; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1055/s-1996-4153

upstream raw materials:

potassium formate

chloroacetonitrile

Downstream raw materials:

N-(3-chloro-4-fluoro-phenyl)-formamide

formic acid ethyl ester

2-methylbutyl formate

cyclopentyl formate

Refernces

• 1、 Deutsch,Niclas. "A convenient procedure for the formylation of amines and alcohols using cyanomethyl formate". . p. 1561 - 1568. Retrieved 2007/10/02.