Formic anhydride

Base Information

• Chemical Name: Formic anhydride
• CAS No.: 1558-67-4
• Molecular Formula: C2H2O3
• Molecular Weight: 74.0361
• UNII: DG7TRR6KVW
• DSSTox Substance ID: DTXSID10429526
• Nikkaji Number: J667.956K
• Wikipedia: Formic_anhydride
• Wikidata: Q5470178
• Metabolomics Workbench ID: 55453
• Mol file: 1558-67-4.mol

Synonyms:formic anhydride;1558-67-4;formyl formate;Formic acid, anhydride;formic acid anhydride;DG7TRR6KVW;UNII-DG7TRR6KVW;Formic acid, anhydride (9CI);CHEBI:36657;DTXSID10429526;VGGRCVDNFAQIKO-UHFFFAOYSA-N;Q5470178

Chemical Property of Formic anhydride

Chemical Property:

• Vapor Pressure: 60.031mmHg at 25°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 74.000393922
• Heavy Atom Count: 5
• Complexity: 34.2

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=O)OC=O

Technology Process of Formic anhydride

There total 22 articles about Formic anhydride 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: 43.0%

Glycidaldehyde (765-34-4) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + formic acid (64-18-6) + formic anhydride (1558-67-4) + hydroxyperoxymethyl formate

Guidance literature:

With air; dihydrogen peroxide; at 24.85 ℃; Further Variations:; reaction time; Kinetics; Irradiation;

DOI:10.1021/es9804159

Reference yield: 39.0%

formic acid ethyl ester (109-94-4) → formic acid (64-18-6) + formic anhydride (1558-67-4) + formyl acetic anhydride (2258-42-6)

Guidance literature:

With chlorine; at 24.84 ℃; under 730 Torr; Irradiation; chamber system;

DOI:10.1002/kin.20493

Reference yield:

(Z)-2-Butene (590-18-1) → dimethylketene (598-26-5) + formic anhydride (1558-67-4) + acetic anhydride (108-24-7) + butanone (78-93-3) + 2,3-cis-epoxybutane (925669-95-0) + 2,3-trans-epoxybutane (21490-63-1)

Guidance literature:

With ozone; Kinetics; Mechanism; gas-phase ozonolysis;

DOI:10.1002/hlca.19800630725

upstream raw materials:

1,2,4-trioxolane

(Z)-2-Butene

propene

(1R,4S)-2,3,7-Trioxa-5-aza-bicyclo[2.2.1]hept-5-ene

Downstream raw materials:

2-(4-nitrophenyl)-1,3,4-oxadiazole

1-formamidooctadecane

2,4-diphenyl-1,3,5-triazine

2-(2-formylaminophenyl)-1-phenylsulfonylindole

Refernces

• 1、 Tyndall, Geoffrey S.,Pimentel, Andre S.,Orlando. "Temperature dependence of the alpha-ester rearrangement reaction". . p. 6850 - 6856. Retrieved 2004.
• 2、 Andrews, Lester,Kohlmiller, Christopher K.. "Infrared Spectra and Photochemistry of the Primary and Secondary Ozonides of Propene, trans-2-Butene, and Methylpropene in Solid Argon". . p. 4548 - 4557. Retrieved 1982.
• 3、 Su, Fu,Calvert, Jack G.,Shaw, John H.. "FT IR Spectroscopic Study of the Ozone-Ethene Reaction Mechanism in O2-Rich Mixtures". . p. 239 - 246. Retrieved 1980.
• 4、 Orlando, John J.,Tyndall, Geoffrey S.. "The atmospheric oxidation of ethyl formate and ethyl acetate over a range of temperatures and oxygen partial pressures". experimental part. p. 397 - 413. Retrieved 2011/08/09.