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Sigma-Aldrich

Isobutyryl chloride

98%

Synonym(s):

2-Methylpropanoic acid chloride, 2-Methylpropionyl chloride, 2-Propylcarbonyl chloride, Chloro isopropyl ketone, Isobutyroyl chloride, Isopropanecarbonyl chloride

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About This Item

Linear Formula:
(CH3)2CHCOCl
CAS Number:
79-30-1
Molecular Weight:
106.55
Beilstein/REAXYS Number:
605393
EC Number:
201-194-1
MDL number:
MFCD00000717
UNSPSC Code:
12352100
PubChem Substance ID:
24848392
NACRES:
NA.22

vapor pressure

0.07 mmHg ( 20 °C)

assay

98%

form

liquid

refractive index

n20/D 1.407 (lit.)

bp

91-93 °C (lit.)

mp

−90 °C (lit.)

density

1.017 g/mL at 25 °C (lit.)

SMILES string

CC(C)C(Cl)=O

InChI

1S/C4H7ClO/c1-3(2)4(5)6/h3H,1-2H3

InChI key

DGMOBVGABMBZSB-UHFFFAOYSA-N

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General description

Isobutyryl chloride reacts with guanine to yield N(2)-isobutyrylguanine.

Application

Isobutyryl chloride was used in the synthesis of fully isobutyramide terminated hyperbranched polyethylenimines. It was used in the separation and identification of shikonin and its ester derivatives in the root epidermis of Echium italicum L. It was employed as versatile acylating agent for the ketimine derivatives of α-amino esters, nucleosides and pyrroles.
Versatile acylating agent for the ketimine derivatives of α-amino esters, nucleosides, and pyrroles.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H225,H314

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1A

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

46.4 °F - closed cup

flash_point_c

8 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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Tetrahedron Letters, 34, 211-211 (1993)
Mathilde Ménard et al.
Biochimica et biophysica acta. General subjects, 1863(2), 332-341 (2018-11-06)
Human serum albumin (HSA) nanoparticles emerge as promising carriers for drug delivery. Among challenges, one important issue is the design of HSA nanoparticles with a low mean size of ca. 50 nm and having a high drug payload. The original strategy
Lijing Yang et al.
Magnetic resonance in chemistry : MRC, 51(1), 60-64 (2012-11-21)
N(2)-isobutyrylguanine was prepared by treatment of guanine with isobutyryl chloride. Two tautomers, 1,7-dihydro-2-(isobutyroyl)amino-6H-purin-6-one and 1,9-dihydro-2-(isobutyroyl)amino-6H-purin-6-one, were identified in almost 1:1 ratio in dichloromethane-dimethyl sulfoxide (1:1 v/v) by NMR spectroscopy. By using the selective-inversion experiments, enthalpy, entropy, and free energy for activation
Thermoresponsive hyperbranched polyethylenimines with isobutyramide functional groups.
Liu H, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 45(6), 1177-1184 (2007)
Alen Albreht et al.
Journal of chromatography. A, 1216(15), 3156-3162 (2009-02-24)
Nine shikonin pigments: shikonin (S), acetylshikonin (AS), propionylshikonin (PS), isobutyrylshikonin (IBS), tiglylshikonin (TS), 3,3-dimethylacrylshikonin (DAS), angelylshikonin (ANS), 2-methyl-n-butyrylshikonin (MBS) and isovalerylshikonin (IVS) were identified in the root epidermis of Echium italicum L. for the first time. A new thin-layer chromatographic
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