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Merck
CN

402990

Iodine monochloride

ACS reagent, 1.10±0.1 I/Cl ratio basis

Synonym(s):

Chloroiodide

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About This Item

Linear Formula:
ICl
CAS Number:
7790-99-0
Molecular Weight:
162.36
NACRES:
NB.24
PubChem Substance ID:
329755974
UNSPSC Code:
12352300
EC Number:
232-236-7
MDL number:
MFCD00011354
Grade:
ACS reagent
Form:
solid or liquid
Solubility:
acetic acid: soluble(lit.), acetone: soluble(lit.), alcohol: soluble(lit.), carbon disulfide: soluble(lit.)

Key Documents

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InChI key

QZRGKCOWNLSUDK-UHFFFAOYSA-N

InChI

1S/ClI/c1-2

SMILES string

ClI

grade

ACS reagent

form

solid or liquid

impurities

≤0.005% insolubles

bp

97.4 °C (lit.)

solubility

acetic acid: soluble(lit.), acetone: soluble(lit.), alcohol: soluble(lit.), carbon disulfide: soluble(lit.)

density

3.24 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

200

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General description

Iodine monochloride is an interhalogen compound. It forms various complexes with ethyl, isopropyl and t-butylbenzenes. Equilibrium constants for the formation of these complexes have been evaluated. It affords electrically conducting solution on dissolution in polar solvents. Its reaction with thymidine, 3-mono- and 3,3′,5′-trialkylsubstitued thymidine showed that it helps in deglycosylation, anomerization and isomerization of thymidine.

Application

Iodine monochloride (ICl) may be employed for the halogenation of methoxy and dimethoxybenzenes. It may be used for the synthesis of flavones.
Iodine monochloride may be used in the synthesis of the following:
  • 2-(4-haloisoquinolin-1-yl)ethanol derivatives
  • 5-iodosalicylaldehydes
  • 5-aryl-6-iodo-8-phenylpyrazolo[1,5-c]-1,2,4-triazolo[4,3-a]pyrimidines
  • (±)-1-cyclohexyl-4-iodo-3-methoxybutan-1-ol
  • (±)-4-Iodo-3-methoxy-1-phenylbutan-1-ol

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCX1629
MKCW0034
MKCL8779
MKCL8778
MKCL8776

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Synthesis of Luminescent Ethynyl-Extended Regioisomers of Borate Complexes Based on 2-(2'-Hydroxyphenyl) benzoxazole.
23 Massue J, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 19(17), 5375-5386 (2013)
Synthesis and Electrophilic Substitutions of Novel Pyrazolo [1, 5-c]-1, 2, 4-triazolo [4, 3-a] pyrimidines.
Atta KFM.
Molecules (Basel), 16(8), 7081-7096 (2011)
Eric Stefan et al.
Tetrahedron, 69(36), 7706-7712 (2013-09-24)
Ether transfer methodology is capable of stereoselectively generating 1,3-diol mono- and diethers in good yield. Surprisingly, allylic and benzylic substrates provide none of the desired products when exposed to previously optimized conditions of iodine monochloride. Herein, second-generation activation conditions for
Brisbois RG, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2013)
Three-Component Reactions of 2-Alkynylbenzaldoximes and α, β-Unsaturated Carbonyl Compounds with Bromine or Iodine Monochloride.
Ye S, et al.
Advanced Synthesis & Catalysis, 352(10), 1746-1751 (2010)
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