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238112

Sigma-Aldrich

1,2-Diiodobenzene

98%

Synonym(s):

1,2-Phenylene diiodide, o-Diiodobenzene

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About This Item

Empirical Formula (Hill Notation):
C6H4I2
CAS Number:
615-42-9
Molecular Weight:
329.90
EC Number:
210-425-5
MDL number:
MFCD00001038
UNSPSC Code:
12352100
PubChem Substance ID:
24854292
NACRES:
NA.22
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Assay

98%

form

liquid

refractive index

n20/D 1.718 (lit.)

bp

152 °C/15 mmHg (lit.)

density

2.524 g/mL at 25 °C (lit.)

functional group

iodo

storage temp.

2-8°C

SMILES string

Ic1ccccc1I

InChI

1S/C6H4I2/c7-5-3-1-2-4-6(5)8/h1-4H

InChI key

BBOLNFYSRZVALD-UHFFFAOYSA-N

General description

Photolysis of 1,2-diiodobenzene in cyclohexane, furan, benzene and benzene containing tetraphenylcyclopentadienone has been studied[1].

Application

1,2-Diiodobenzene has been used in the preparation of purino[8,9-f]phenanthridines[2].

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP9143
MKBX6820V
MKBW5502V
WXBC0250V
MKBK2108V

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The Photolysis of 1, 2-Diiodobenzene: A Photochemical Source of Benzyne.
Kampmeier JA and Hoffmeister E.
Journal of the American Chemical Society, 84(19), 3787-3788 (1962)
Igor Cerna et al.
The Journal of organic chemistry, 75(7), 2302-2308 (2010-03-05)
Intramolecular C-H arylations were employed as a key step in the synthesis of hitherto unknown fused purine systems: 13-substituted purino[8,9-f]phenanthridines and 11-substituted 5,6-dihydropurino[8,9-a]isoquinolines. The purino[8,9-f]phenanthridines were prepared in moderate yields by double C-H arylations of 9-phenylpurines with 1,2-diiodobenzene or, more

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