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139122

Sigma-Aldrich

Isobutyryl chloride

98%

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Synonym(s):
2-Methylpropanoic acid chloride, 2-Methylpropionyl chloride, 2-Propylcarbonyl chloride, Chloro isopropyl ketone, Isobutyroyl chloride, Isopropanecarbonyl chloride
Linear Formula:
(CH3)2CHCOCl
CAS Number:
79-30-1
Molecular Weight:
106.55
Beilstein:
605393
EC Number:
201-194-1
MDL number:
MFCD00000717
PubChem Substance ID:
24848392
NACRES:
NA.22

vapor pressure

0.07 mmHg ( 20 °C)

Quality Level

200

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

Signal Word

Danger

Hazard Statements

H225 - H314

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1A

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

46.4 °F - closed cup

Flash Point(C)

8 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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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)
Bioorganic & Medicinal Chemistry Letters, 3, 1207-1207 (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
Tetrahedron Letters, 34, 211-211 (1993)
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