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81942

Sigma-Aldrich

Propionic anhydride

purum, ≥96.0% (NT)

Synonym(s):

Propanoic anhydride

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About This Item

Linear Formula:
(CH3CH2CO)2O
CAS Number:
123-62-6
Molecular Weight:
130.14
Beilstein:
507066
EC Number:
204-638-2
MDL number:
MFCD00009303
UNSPSC Code:
12352100
PubChem Substance ID:
329769224
NACRES:
NA.22

vapor density

4.5 (vs air)

Quality Level

200

vapor pressure

10 mmHg ( 57.7 °C)

grade

purum

Assay

≥96.0% (NT)

form

liquid

autoignition temp.

545 °F

expl. lim.

11.9 %

refractive index

n20/D 1.404 (lit.)
n20/D 1.404

bp

167 °C (lit.)

mp

−43 °C (lit.)

solubility

H2O: decomposes (when in contact with water)

density

1.010 g/mL at 20 °C
1.015 g/mL at 25 °C (lit.)

functional group

anhydride
ester

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 can be used:
  • As an esterifying reagent in the modification of cassava starch by acylation reaction.
  • As a reactant along with anisole in the synthesis of 4-methoxypropiophenone using various solid acid catalysts via Friedel−Crafts acylation reaction.
  • As a reagent in the synthesis of cyanohydrin esters by treating KCN with aldehyde in presence of bimetallic titanium(salen) complex catalyst.

Other Notes

Sales restrictions may apply

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

165.2 °F - closed cup

Flash Point(C)

74 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG3100
BCCG3099
BCCD7775
BCCD3895
BCCB1382

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Synthetic and mechanistic studies on asymmetric cyanohydrin synthesis using a titanium (salen) bimetallic catalyst
Belokon YN, et al.
Tetrahedron, 60(46), 10433-10447 (2004)
Modification of cassava starch by using propionic anhydride and properties of the starch-blended polyester polyurethane
Santayanon R and Wootthikanokkhan J
Carbohydrate Polymers, 51(1), 17-24 (2003)
Dimensional stabilisation and strength of particleboard by chemical modification with propionic anhydride.
Papadopoulos AN & Gkaraveli A
European Journal of Wood and Wood Products, 61(2), 142-144 (2003)
Surendra Nimesh et al.
International journal of pharmaceutics, 337(1-2), 265-274 (2007-01-27)
Polyethylenimine (750 kDa) has been derivatized to influence the proton sponge mechanism and hydrophobic-hydrophilic balance. The polymer was acylated using acid anhydrides of varying carbon chain length, followed by cross-linking with PEG-bis-P to form compact nanoparticles. The chemical linkages in
Haim Tsubery et al.
The Journal of biological chemistry, 279(37), 38118-38124 (2004-06-11)
Polyethylene glycol (PEG)-conjugated therapeutic peptides/proteins have been shown to exhibit clinical properties superior to those of their corresponding unmodified parent molecules. However, the desirable pharmacological features gained by protein PEGylation become irrelevant if conjugates are inactivated or cannot reach their
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