240311

Sigma-Aldrich

Propionic anhydride

≥99%

Synonym(s):
Propanoic anhydride
Linear Formula:
(CH3CH2CO)2O
CAS Number:
Molecular Weight:
130.14
Beilstein/REAXYS Number:
507066
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor density

4.5 (vs air)

vapor pressure

10 mmHg ( 57.7 °C)

assay

≥99%

autoignition temp.

545 °F

expl. lim.

11.9 %

refractive index

n20/D 1.404 (lit.)

bp

167 °C (lit.)

mp

−43 °C (lit.)

solubility

chloroform: soluble(lit.)
diethyl ether: soluble(lit.)
ethanol: soluble(lit.)
methanol: soluble(lit.)

density

1.015 g/mL at 25 °C (lit.)

SMILES string

CCC(=O)OC(=O)CC

InChI

1S/C6H10O3/c1-3-5(7)9-6(8)4-2/h3-4H2,1-2H3

InChI key

WYVAMUWZEOHJOQ-UHFFFAOYSA-N

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Application

Propionic anhydride (propanoic anhydride) was used in the preparation of α- and β-1-propionyl derivatives of glucopyranose tetra-acetate.

Packaging

50 g in glass bottle

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2496 8 / PGIII

WGK Germany

WGK 1

Flash Point(F)

165.2 °F - closed cup

Flash Point(C)

74 °C - closed cup

F Compernolle et al.
The Biochemical journal, 125(3), 811-819 (1971-12-01)
1. The structures of the alpha(2)- and alpha(3)-azopigments, prepared by diazotization of dog bile with ethyl anthranilate, were shown by mass spectrometry and g.l.c. to correspond to azobilirubin beta-d-xylopyranoside and azobilirubin beta-d-glucopyranoside respectively. 2. Both azopigments consist of a mixture...
Spencer A Haws et al.
Molecular cell, 78(2), 210-223 (2020-03-26)
S-adenosylmethionine (SAM) is the methyl-donor substrate for DNA and histone methyltransferases that regulate epigenetic states and subsequent gene expression. This metabolism-epigenome link sensitizes chromatin methylation to altered SAM abundance, yet the mechanisms that allow organisms to adapt and protect epigenetic...
Hyung Wook Nam et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 826(1-2), 91-107 (2005-09-17)
N-Terminal isotope tagging (NIT) is an important proteomic tool for quantifying proteins in complex mixtures. Here we describe a modified version of the isotope-coded propionylation procedure of Zhang et al. [Zhang et al., Rapid Commun. Mass Spectom. 16 (2002) 2325]...
Jianteng Xu et al.
Carbohydrate polymers, 220, 118-125 (2019-06-15)
Waxy, normal, and high-amylose maize starches were acetylated to various degrees of substitution (DS) in aqueous medium. A stepwise addition of acetic anhydride enhanced reaction efficiency and DS was in the order of high-amylose maize starch (DS 1.72) > waxy maize starch...
Robert Meatherall et al.
Journal of analytical toxicology, 33(8), 525-531 (2009-10-31)
Azide in human blood and plasma samples was derivatized with propionic anhydride in a headspace vial without prior sample preparation. The reaction proceeds quickly at room temperature to form propionyl azide. A portion of the headspace was assayed by gas...

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