Standard Article

Iodine Monochloride

  1. Ronald G. Brisbois1,
  2. Randall A. Wanke1,
  3. Keith A. Stubbs2,
  4. Robert V. Stick2,
  5. Ulf Ellervik3

Published Online: 16 SEP 2013

DOI: 10.1002/047084289X.ri014.pub3

e-EROS Encyclopedia of Reagents for Organic Synthesis

e-EROS Encyclopedia of Reagents for Organic Synthesis

How to Cite

Brisbois, R. G., Wanke, R. A., Stubbs, K. A., Stick, R. V. and Ellervik, U. 2013. Iodine Monochloride. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

Author Information

  1. 1

    Hamline University, St. Paul, MN, USA

  2. 2

    The University of Western Australia, Crawley, Western Australia, Australia

  3. 3

    Lund University, Lund, Sweden

Publication History

  1. Published Online: 16 SEP 2013

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

original image

[7790-99-0] ClI (MW 162.35)

InChI = 1S/ClI/c1-2

(iodinating reagent for aromatic compounds;2 chloroiodinating reagent for unsaturated compounds;3 cleaves carbon–metal bonds4)

Physical Data: mp 27.2 °C (α-form; black needles, ruby-red by transmitted light); mp 13.9 °C (β-form; black platelets, brownish-red by transmitted light); bp 97 °C (β-form, partial decomposition); d 3.10 g cm−3.

Solubility: soluble in alcohol, ether, CS2, acetic acid, acetone, pyridine; soluble in H2O, but hydrolyzes to HCl and IOH.

Form Supplied in: low melting black or brownish-red solid; widely available (usually 97–98% purity).

Handling, Storage, and Precautions: corrosive solid and vapor; readily absorbed through skin and mucous membranes; use in a fume hood and wear gloves and appropriate protective clothing; air-, moisture-, and light-sensitive; should be stored refrigerated (under N2) in a tightly sealed amber bottle. Explodes on contact with potassium metal; mixtures with sodium metal can explode if impacted. Reaction with PCl3 is extremely exothermic.

Featured Compounds

VIEW

  1. 1 - 105
Compound Information
Molecular Weight:162.357
Molecular Formula:ClI
InChIKey:QZRGKCOWNLSUDK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:217.2206
Molecular Formula:C12H11NO3
InChIKey:UACLREXZGKWWIC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:343.1172
Molecular Formula:C12H10INO3
InChIKey:NNCXZMYPUJAKRN-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:60.052
Molecular Formula:C2H4O2
InChIKey:QTBSBXVTEAMEQO-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:32.0419
Molecular Formula:CH4O
InChIKey:OKKJLVBELUTLKV-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:84.933
Molecular Formula:CH2Cl2
InChIKey:YMWUJEATGCHHMB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:355.9422
Molecular Formula:C8H6I2
InChIKey:FAUCRWNNJHKYHI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:153.823
Molecular Formula:CCl4
InChIKey:VZGDMQKNWNREIO-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:82.0338
Molecular Formula:C2H3NaO2
InChIKey:VMHLLURERBWHNL-UHFFFAOYSA-M
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:72.1057
Molecular Formula:C4H8O
InChIKey:WYURNTSHIVDZCO-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:60.095
Molecular Formula:C3H8O
InChIKey:KFZMGEQAYNKOFK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:79.0999
Molecular Formula:C5H5N
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:84.0734
Molecular Formula:C4H4O2
InChIKey:IMAKHNTVDGLIRY-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:337.8823
Molecular Formula:C4H4I2O2
InChIKey:ZEHGUJPMLWYJLE-NSCUHMNNSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:149.89424
Molecular Formula:INa
InChIKey:FVAUCKIRQBBSSJ-UHFFFAOYSA-M
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:337.8823
Molecular Formula:C4H4I2O2
InChIKey:ZEHGUJPMLWYJLE-IHWYPQMZSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:257.1556
Molecular Formula:C8H20IN
InChIKey:UQFSVBXCNGCBBW-UHFFFAOYSA-M
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:276.1141
Molecular Formula:C10H13IO
InChIKey:BNENQQMSCFQKSB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:276.1141
Molecular Formula:C10H13IO
InChIKey:KQRKOZAEXITASC-BQYQJAHWSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:133.341
Molecular Formula:AlCl3
InChIKey:VSCWAEJMTAWNJL-UHFFFAOYSA-K
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:13.835
Molecular Formula:BH3
InChIKey:UORVGPXVDQYIDP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:416.5088
Molecular Formula:C27H28O4
InChIKey:MXYLLYBWXIUMIT-PFBJBMPXSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:585.4334
Molecular Formula:C27H28IN3O4
InChIKey:VFBSWLREBBNEBG-NTYGKXENSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:65.0099
Molecular Formula:N3Na
InChIKey:PXIPVTKHYLBLMZ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:41.0519
Molecular Formula:C2H3N
InChIKey:WEVYAHXRMPXWCK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:556.712
Molecular Formula:C34H36O5S
InChIKey:LJMMNXCZSYDRSR-BJPULKCASA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:559.092
Molecular Formula:C34H35ClO5
InChIKey:PCQHHGZMQLZGQM-YODGASFJSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:119.378
Molecular Formula:CHCl3
InChIKey:HEDRZPFGACZZDS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:256.937
Molecular Formula:CHAgF3O3S
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:64.0341
Molecular Formula:C2H2F2
InChIKey:BQCIDUSAKPWEOX-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:226.392
Molecular Formula:C2H2ClF2I
InChIKey:RHJXZZUNOTUJJW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:226.392
Molecular Formula:C2H2ClF2I
InChIKey:JNXJMZGAMXCNDP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:80.0335
Molecular Formula:C2H2F2O
InChIKey:ISBGUXAPKYJNKB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:303.8164
Molecular Formula:CF2I2
InChIKey:SOEBNUZZZSSRNB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:212.365
Molecular Formula:CClF2I
InChIKey:CDNQVRRPSZBJQC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:120.914
Molecular Formula:CCl2F2
InChIKey:PXBRQCKWGAHEHS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:116.0144
Molecular Formula:C2F4O
InChIKey:DCEPGADSNJKOJK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:58.6934
Molecular Formula:Ni
InChIKey:PXHVJJICTQNCMI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:188.2209
Molecular Formula:C9H16O4
InChIKey:BRQVWVDQCXJKSK-RQJHMYQMSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:300.0909
Molecular Formula:C8H13IO4
InChIKey:LSOGFIHBJXXWMA-PHDIDXHHSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:300.0909
Molecular Formula:C8H13IO4
InChIKey:LSOGFIHBJXXWMA-RITPCOANSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:96.1304
Molecular Formula:C5H8N2
InChIKey:SDXAWLJRERMRKF-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:222.027
Molecular Formula:C5H7IN2
InChIKey:MZZXIXHKDJNBJQ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:88.1051
Molecular Formula:C4H8O2
InChIKey:XEKOWRVHYACXOJ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:192.2575
Molecular Formula:C11H16N2O
InChIKey:WNYFVEFUHMDIRQ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:318.1541
Molecular Formula:C11H15IN2O
InChIKey:WNTORSTVHJTCRX-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:762.7079
Molecular Formula:C36H42O18
InChIKey:UIVMVELOCBTEKQ-XGGIYNTRSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:888.6044
Molecular Formula:C36H41IO18
InChIKey:QXNHSPGQVNVCPC-FVUSEMRQSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:562.025
Molecular Formula:C3F9InO9S3
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:254.3252
Molecular Formula:C20H14
InChIKey:VYMCYYVUEUCQIF-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:380.2217
Molecular Formula:C20H13I
InChIKey:DLMIWIDZMSLNNJ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:338.3985
Molecular Formula:C24H18O2
InChIKey:XAPPWPBXWRVEKK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:456.0595
Molecular Formula:C16H10I2
InChIKey:ISAIWNKJGSJXTB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:60.095
Molecular Formula:C3H8O
InChIKey:BDERNNFJNOPAEC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:294.3014
Molecular Formula:C18H14O4
InChIKey:PTWBEVNHAHUUOP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:406.1713
Molecular Formula:C17H11IO4
InChIKey:HDAUOZOZHWKDOG-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:438.472
Molecular Formula:C10H13ClI2O
InChIKey:IFCVCCYLMIHECE-BQYQJAHWSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:220.3074
Molecular Formula:C14H20O2
InChIKey:ROIMEWZWEUTWFP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:334.1932
Molecular Formula:C13H19IO2
InChIKey:FIASKVODIJHDLH-CHWSQXEVSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:YXFVVABEGXRONW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:310.4299
Molecular Formula:C21H26O2
InChIKey:HNMWMJHGWUUMSR-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:424.3158
Molecular Formula:C20H25IO2
InChIKey:NXNCLOQNLFPYDP-WOJBJXKFSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:485.553
Molecular Formula:C24H27N3O6S
InChIKey:PTODIBZSXREBOP-BAHGYDIPSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:556.6454
Molecular Formula:C34H36O7
InChIKey:VHXCUPOCGKUOOO-BGSSSCFASA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:917.9947
Molecular Formula:C51H55N3O13
InChIKey:STDMSRLSOHMCIM-AVTGBIMQSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:656.8059
Molecular Formula:C43H44O6
InChIKey:ZCGAQOTVPCYFBJ-FYYRRIAOSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:464.5501
Molecular Formula:C28H32O6
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:987.1808
Molecular Formula:C62H66O11
InChIKey:XGUQGDPCAPRZDC-SYMFSADXSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:260.308
Molecular Formula:C14H12O3S
InChIKey:DREVPGKOIZVPQV-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:386.205
Molecular Formula:C14H11IO3S
InChIKey:GFNNLTHNZSRGAB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound

VIEW

  1. 1 - 105