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245771

Sigma-Aldrich

Isobutyric anhydride

97%

Synonym(s):

2-Methylpropionic anhydride

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About This Item

Linear Formula:
(CH3)2CHCO2COCH(CH3)2
CAS Number:
97-72-3
Molecular Weight:
158.19
Beilstein:
386267
EC Number:
202-603-6
MDL number:
MFCD00008913
UNSPSC Code:
12352100
PubChem Substance ID:
24854757
NACRES:
NA.22

vapor density

5.45 (vs air)

vapor pressure

10 mmHg ( 67 °C)

Assay

97%

form

liquid

autoignition temp.

624 °F

expl. lim.

1.09 %, 87 °F
7.7 %, 127 °F

refractive index

n20/D 1.406 (lit.)

bp

182 °C (lit.)

mp

−56 °C (lit.)

density

0.954 g/mL at 25 °C (lit.)

SMILES string

CC(C)C(=O)OC(=O)C(C)C

InChI

1S/C8H14O3/c1-5(2)7(9)11-8(10)6(3)4/h5-6H,1-4H3

InChI key

LSACYLWPPQLVSM-UHFFFAOYSA-N

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General description

The mechanism of esterification of 1-(1-naphthyl)ethanol by isobutyric anhydride with 4-pyrrolidinopyridine as catalyst was studied.

Application

Isobutyric anhydride was used in the synthesis of 4-O-isobutyryl derivative via reaction with octyl β-D-glucopyranoside in the presence of C2-symmetric chiral 4-pyrrolidinopyridine as a catalyst.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301 + H311,H314

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

154.4 °F - closed cup

Flash Point(C)

68 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Evgeny Larionov et al.
Journal of the American Chemical Society, 134(22), 9390-9399 (2012-05-10)
The mechanism of esterification of the secondary alcohol 1-(1-naphthyl)ethanol 9 by isobutyric anhydride catalyzed by 4-pyrrolidinopyridine (PPY, 11) and a series of single enantiomer atropisomeric 4-dialkylaminopyridines 8a-g has been studied computationally at the B3LYP/6-311+G(d,p)//B3LYP/6-31G(d) level. Comparison of the levels of
Takeo Kawabata et al.
Journal of the American Chemical Society, 129(42), 12890-12895 (2007-10-02)
An organocatalytic method for the chemo- and regioselective acylation of monosaccharides has been developed. Treatment of octyl beta-D-glucopyranoside with isobutyric anhydride in the presence of 10 mol % of a C2-symmetric chiral 4-pyrrolidinopyridine catalyst (1) at -50 degrees C gave
Bin Wang et al.
Chemistry, an Asian journal, 10(8), 1690-1697 (2015-06-03)
Hyperbranched polyethylenimine terminated with isobutyramide groups (HPEI-IBAm), 4-(phenylazo)benzoic acid (PABA), and α-cyclodextrin (α-CD) were assembled together at pH≈7 to form the three-component supramolecular complexes that were verified by (1) H and 2D ROESY (1) H NMR spectroscopy. UV/Vis spectrometric titration experiments
Xiaoning Shan et al.
International journal of pharmaceutics, 590, 119884-119884 (2020-09-21)
Poly(2-methyl-2-oxazoline) (PMOZ), poly(2-propyl-2-oxazoline) (PnPOZ) and poly(2-isopropyl-2-oxazoline) (PiPOZ) were synthesized by hydrolysis of 50 kDa poly(2-ethyl-2-oxazoline) (PEOZ) and subsequent reaction of the resulting poly(ethylene imine) with acetic, butyric and isobutyric anhydrides, respectively. These polymers were characterized by proton nuclear magnetic resonance, FTIR

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