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Key Documents

148938

Sigma-Aldrich

2-Iodopropane

contains copper as stabilizer, 99%

Synonym(s):

Isopropyl iodide

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About This Item

Linear Formula:
(CH3)2CHI
CAS Number:
Molecular Weight:
169.99
Beilstein:
1098244
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

liquid

contains

copper as stabilizer

refractive index

n20/D 1.498 (lit.)

bp

88-90 °C (lit.)

mp

−90 °C (lit.)

density

1.703 g/mL at 25 °C (lit.)

SMILES string

CC(C)I

InChI

1S/C3H7I/c1-3(2)4/h3H,1-2H3

InChI key

FMKOJHQHASLBPH-UHFFFAOYSA-N

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General description

2-Iodopropane is an organ iodine compound. It is commonly used as a homolytic and heterolytic alkylating agent and in the preparation of the α-isopropoxymethylene blocking group. Additionally, it acts as an intermediator in the conversion of thiocarbonate to alkene.

Application

2-Iodopropane (Isopropyl iodide) was used to prepare butyric and isobutyric acid.

2-Iodopropane is used as an alkylating agent in the conversion of phenols, alcohols, oximes, carboxylic acids, and heteroatomic compounds (indoles, pyridines, purines, tetrazoles, pyrazoles, and amines) to give corresponding products.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

107.6 °F - closed cup

Flash Point(C)

42 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Joe Rashan et al.
Journal of AOAC International, 86(4), 694-702 (2003-09-26)
An alternative liquid chromatographic (LC) method was developed and validated for the simultaneous determination of methoxyl and 2-hydroxypropoxyl substituents in hypromellose and hypromellose acetate succinate. The method uses the hydriodic acid cleavage reaction, catalyzed by adipic acid, of the substituted
Timur Coskun et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(21), 6840-6844 (2013-03-29)
Glycerol is converted to a mixture of butyric and isobutyric acid by rhodium- or iridium-catalysed carbonylation using HI as the co-catalyst. The initial reaction of glycerol with HI results in several intermediates that lead to isopropyl iodide, which upon carbonylation
2-Iodopropane
Wilson PD and Hilmey DG
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
John J Orlando et al.
The journal of physical chemistry. A, 109(30), 6659-6675 (2006-07-13)
The reaction of Cl atoms with iodoethane has been studied via a combination of laser flash photolysis/resonance fluorescence (LFP-RF), environmental chamber/Fourier transform (FT)IR, and quantum chemical techniques. Above 330 K, the flash photolysis data indicate that the reaction proceeds predominantly
W Kenealy et al.
Journal of bacteriology, 146(1), 133-140 (1981-04-01)
Iodopropane inhibited cell growth and methane production when Methanobacterium thermoautotrophicum, Methanobacterium formicicum, and Methanosarcina barkeri were cultured on H2-CO2. Iodopropane (40 microM) inhibited methanogenesis (30%) and growth (80%) when M. barkeri was cultured mixotrophically on H2-CO2-methanol. The addition of acetate

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