Formyl acetate

Base Information

• Chemical Name: Formyl acetate
• CAS No.: 2258-42-6
• Molecular Formula: C3H4O3
• Molecular Weight: 88.063
• Hs Code.: 29159000
• UNII: GNF4F3WBU5
• DSSTox Substance ID: DTXSID80177103
• Nikkaji Number: J24.126A
• Wikipedia: Acetic_formic_anhydride
• Wikidata: Q4673256
• Mol file: 2258-42-6.mol

Synonyms:Formyl acetate;Acetic formic anhydride;2258-42-6;Formic acetic anhydride;Acetic acid, anhydride with formic acid;acetyl formate;acetic-formic anhydride;formic-acetic anhydride;GNF4F3WBU5;o-formyl acetate;Acetyl formyl anhydride;UNII-GNF4F3WBU5;formic acidacetic anhydride;formic acid-acetic anhydride;formic-acetic acid anhydride;DTXSID80177103;AKOS025117526;FT-0658869;A18489;Q4673256

Chemical Property of Formyl acetate

Chemical Property:

• Vapor Pressure: 33.5mmHg at 25°C
• Refractive Index: 1.371
• Boiling Point: 102.6 °C at 760 mmHg
• Flash Point: 31 °C
• PSA: 43.37000
• Density: 1.116 g/cm³
• LogP: 0.34180
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 88.016043985
• Heavy Atom Count: 6
• Complexity: 66.4

Purity/Quality:

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

FORMYL ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC=O
• Description: Acetic formic anhydride, or ethanoic methanoic anhydride is a chemical compound with formula C3H4O3, or H3C-(C=O)-O-(C=O)H. It can be viewed as the mixed anhydride of acetic acid (H3C- (C=O)OH) and formic acid (H(C= O)OH) by removal of a molecule of water. It can be produced by reaction between sodium formate and acetyl chloride in anhydrous diethyl ether, at 23–27 °C.Among other uses, it is a formylation agent for amines, amino acids, and alcohols, and a starting material for formyl fluoride.

Technology Process of Formyl acetate

There total 55 articles about Formyl acetate 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: 90.0%

sodium formate (141-53-7) + acetyl chloride (75-36-5) → formyl acetic anhydride (2258-42-6)

Guidance literature:

In diethyl ether; at 25 ℃; for 6h;

DOI:10.1021/tx000003p

Reference yield: 86.0%

(3E)-4-morpholin-4-yl-pent-3-en-2-one (63913-42-8) → 4-acetylmorpholine (1696-20-4) + 2-oxo-propionic acid (127-17-3) + formyl acetic anhydride (2258-42-6)

Guidance literature:

With ozone; In dichloromethane; at -70 ℃;

DOI:10.1002/hlca.200590256

Reference yield: 50.0%

acetyl chloride (75-36-5) → formyl acetic anhydride (2258-42-6)

Guidance literature:

With sodium formate; In acetonitrile;

upstream raw materials:

Ketene

formic acid

acetic anhydride

thallium formate

Downstream raw materials:

N-(thiazol-2-yl)formamide

furan-2-ylmethyl formate

N-(3-methyl-2-pyridinyl)formamide

N-(3-methyl-[4]pyridyl)-formamide

Refernces

• 1、 Picquet-Varrault,Fittschen,Doussin,Durand-Jolibois,Pirali,Carlier. "Kinetic and mechanistic study of the atmospheric oxidation by OH radicals of allyl acetate". . p. 4081 - 4086. Retrieved 2002.
• 2、 Wang, Zhiqian,Kaneda, Kyosuke,Fang, Zhenglai,Martin, Stephen F.. "Diversity oriented synthesis: Concise entry to novel derivatives of Yohimbine and Corynanthe alkaloids". . p. 477 - 479. Retrieved 2012.
• 3、 Edwards,W.R.,Sibille,E.C.. "-". . p. 674 - 679. Retrieved 1963.
• 4、 Freeman, David B.,Holubec, Alexandra A.,Weiss, Matthew W.,Dixon, Julie A.,Kakefuda, Akio,Ohtsuka, Masami,Inoue, Munenori,Vaswani, Rishi G.,Ohki, Hidenori,Doan, Brian D.,Reisman, Sarah E.,Stoltz, Brian M.,Day, Joshua J.,Tao, Ran N.,Dieterich, Noah A.,Wood, John L.. "Welwitindolinone C synthetic studies. Construction of the welwitindolinone carbon skeleton via a transannular nitrone cycloaddition". . p. 6647 - 6655. Retrieved 2010.
• 5、 Villa, Mathew V. J.,Targett, Sarah M.,Barnes, John C.,Whittingham, William G.,Marquez, Rodolfo. "An efficient approach to the stereocontrolled synthesis of enamides". . p. 1631 - 1633. Retrieved 2007.
• 6、 Xu, Hao,Powelson, Ian A.,Jin, Yafei,Showalter, Hollis D.. "A novel synthesis of substituted 3-amino and 3-thio pyrimido[5,4-e]-1,2,4-triazine-5,7(1H,6H)-diones". . p. 1690 - 1694. Retrieved 2021.
• 7、 Dodd,Ouannes,Prado de Carvalho,Valin,Venault,Chapouthier,Rossier,Potier. "3-Amino-β-carboline derivatives and the benzodiazepine receptor. Synthesis of a selective antagonist of the sedative action of diazepam". . p. 824 - 828. Retrieved 1985.
• 8、 Wu,Shlykov,Van Alsenoy,Geise,Sluyts,Van Der Veken. "Formic acetic anhydride in the gas phase, studied by electron diffraction and infrared spectroscopy, supplemented with ab-initio calculations of geometries and force fields". . p. 11620 - 11629. Retrieved 1996.
• 9、 Fan, Chao,Hou, Jing,Chen, Yu-Jia,Ding, Kui-Ling,Zhou, Qi-Lin. "Rhodium-Catalyzed Regioselective Hydroformylation of Alkynes to α,β-Unsaturated Aldehydes Using Formic Acid". supporting information. p. 2074 - 2077. Retrieved 2021/04/05.
• 10、 -. "Selective JAK1 inhibitor compound as well as preparation method and application thereof". Paragraph 0252-0253; 0254-0255. . Retrieved 2021/01/30.