ChemicalBook--->CAS DataBase List--->2258-42-6

2258-42-6

2258-42-6 Structure

2258-42-6 Structure
IdentificationBack Directory
[Name]

Formyl acetate
[CAS]

2258-42-6
[Synonyms]

FORMYL ACETATE
O-ForMyl Acetate
methanoyl ethanoate
Formic acetic anhydride
acetic formic anhydride
Acetic acid formyl ester
2-Thiazolidinethione,4-phenyl-,(5R)-
Acetic acid, anhydride with formic acid
[EINECS(EC#)]

202-110-6
[Molecular Formula]

C3H4O3
[MDL Number]

MFCD13184316
[MOL File]

2258-42-6.mol
[Molecular Weight]

88.06
Chemical PropertiesBack Directory
[Boiling point ]

27-28 °C(Press: 1 Torr)
[density ]

1.116±0.06 g/cm3(Predicted)
[solubility ]

Chloroform (Slightly), Ethyl Acetate (Soluble), Methanol (Slightly)
[form ]

Oil
[color ]

Colourless
[Stability:]

Air Sensitive, Hygroscopic
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

5,10-DiforMyl-5,6,7,8-tetrahydro Folic Acid-->2-Phenyl-1,3-propanediol-->N-Formylcytisine-->Phenyl formate-->2-Chloroquinoline-4-carboxylic acid-->1H-Indazole-4-carboxylic acid-->4-Piperidinecarboxylic acid, 1-formyl-, (+)- (9CI)-->N-[2-(phenylsulfanyl)phenyl]formamide-->Benzonitrile, 2-isocyano- (9CI)-->6-Ethyl-7-hydroxy-3-(4-methyl-1,3-thiazol-2-yl)-4H-chromen-4-one-->N-(2,6-Dimethylphenyl)formamide
Safety DataBack Directory
[HS Code ]

29159000
Hazard InformationBack Directory
[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.
[Chemical Properties]

Liquid. Boiling point 27-28°C (1.33kPa). Contact with water accelerates decomposition to produce acetic acid and carbon monoxide.
[Uses]

O-Formyl Acetate is an formylation agent for amines, amino acids and alcohols.
[Preparation]

Preparative Methods of Formyl acetate: acetic formic anhydride is not comercially available. The easiest method of  preparation is by the reaction of sodium formate and Acetyl Chloride in dry ether as reported by Krimen. Alternatively, Ketene and Formic Acid form the title compound at room temperature or below. Acetic formic anhydride can be prepared rapidly in situ by stirring formic acid, acetyl chloride, and Triethylamine in THF at -70 °C for 10 min. AFA is found in a mixture of formic acid (excess) with Acetic Anhydride. The mixture is more accurately described as formic acid-acetic anhydride mixture (FAM) and is also used  as a formylating agent. Purification: by fractional distillation at low pressure.
[storage]

Handling, Storage, and Precautions of formyl acetate: it decomposes slowly at room temperature and faster at elevated temperatures, giving acetic acid and carbon monoxide. Due to gas evolution, AFA is best stored at 4 °C in a flask fitted with a polyethylene stopper since sealed samples can explode. The compound is an eye and skin irritant and should be handled in a fume hood.
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