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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/REAXYS Number:
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)

Quality Level

200

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.)

functional group

anhydride
ester

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

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

154.4 °F - closed cup

flash_point_c

68 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ7130
STBH3130
SHBJ0532
SHBJ0529
STBG6620

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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

Global Trade Item Number

SKUGTIN
245771-25ML4061837376535
245771-500ML4061825849669
245771-2L4061825849652

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