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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:
Molecular Weight:
106.55
Beilstein:
605393
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

0.07 mmHg ( 20 °C)

Quality Level

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

Signal Word

Danger

Hazard Statements

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

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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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)
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)
Heteroatom Chem., 4, 39-39 (1993)

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