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176850

Sigma-Aldrich

2-Iodoethanol

99%

Synonym(s):

2-Hydroxyethyl iodide, 2-Iodoethan-1-ol, Ethylene iodohydrin

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About This Item

Linear Formula:
ICH2CH2OH
CAS Number:
624-76-0
Molecular Weight:
171.97
Beilstein:
1098258
EC Number:
210-861-6
MDL number:
MFCD00002830
UNSPSC Code:
12352100
PubChem Substance ID:
24850603
NACRES:
NA.22

Assay

99%

form

liquid

contains

copper as stabilizer

refractive index

n20/D 1.572 (lit.)

bp

85 °C/25 mmHg (lit.)

density

2.205 g/mL at 25 °C (lit.)

functional group

hydroxyl

storage temp.

2-8°C

SMILES string

OCCI

InChI

1S/C2H5IO/c3-1-2-4/h4H,1-2H2

InChI key

QSECPQCFCWVBKM-UHFFFAOYSA-N

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General description

The standard molar enthalpy of 2-iodoethanol formation has been studied.

Application

2-Iodoethanol was used in the synthesis of the neuroexcitants 3-(carboxymethyl)pyrrolidine-2,4-dicarboxylic acid, α-kainic acid, alpha-isokainic acid and alpha-dihydroallokainic acid.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN4538
MKCK6602
MKCK1077
MKCG9633
MKCD7852

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Carlos E S Bernardes et al.
The journal of physical chemistry. A, 111(9), 1713-1720 (2007-02-10)
The energetics of the C-F, C-Cl, C-Br, and C-I bonds in 2-haloethanols was investigated by using a combination of experimental and theoretical methods. The standard molar enthalpies of formation of 2-chloro-, 2-bromo-, and 2-iodoethanol, at 298.15 K, were determined as
David M Hodgson et al.
The Journal of organic chemistry, 70(22), 8866-8876 (2005-10-22)
[reaction; see text] N-Boc syn-7-(2-hydroxyethyl)-4-(alkyl or aryl)sulfonyl-2-azabicyclo[2.2.1]hept-5-enes serve as precursors in syntheses of the neuroexcitants 3-(carboxymethyl)pyrrolidine-2,4-dicarboxylic acid 43, alpha-kainic acid 12, alpha-isokainic acid 14, and alpha-dihydroallokainic acid 77. The key step in these syntheses is the intermolecular radical addition of

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