Standard Article

Organic Selenocyanates, Tellurocyanates and Related Compounds

Organic Selenium and Tellurium (2013)

  1. Akio Toshimitsu

Published Online: 17 JUN 2013

DOI: 10.1002/9780470682531.pat0723

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Toshimitsu, A. 2013. Organic Selenocyanates, Tellurocyanates and Related Compounds. Patai's Chemistry of Functional Groups. .

Author Information

  1. Institute for Chemical Research, Kyoto University, Uji Kyoto, Japan

Publication History

  1. Published Online: 17 JUN 2013

Chemistry Terms

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Abstract

Preparations, physical properties and reactions of organic selenocyanates, isoselenocyanates, and tellurocyanates are described. The preparations of organic selenocyanates include synthetic procedures (1) by substitution of halogen and related group, (2) from diazonium salts, (3) from organometallic compounds, (4) by selenocyanation, and (5) by formation of an Se[BOND]CN bond. The preparations of organic isoselenocyanates include synthetic procedures (1) by formation of a C[BOND]Se bond, (2) by substitution of halogen atom and (3) by [3.3]sigmatropic rearrangement. The reactions of organic selenocyanates include (1) additions to the CN bond, (2) substitution of the CN group, (3) elimination of the CN group, and (4) isomerization to isoselenocyanates. The reactions of organic isoselenocyanates include (1) addition of nitrogen nucleophile, (2) addition of oxygen nucleophile, (3) addition of sulfur, selenium or tellurium nucleophile, and (4) reaction of carbon nucleophile. Coverage of the literature is nearly complete from 1986 to 2011.

Keywords:

  • selenocyanate;
  • isoselenocyanate;
  • tellurocyanate;
  • selenenylation;
  • selenocyanation;
  • selenoxide-elimination

Featured Compounds

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  1. 1 - 57
Compound 8b
Molecular Weight:144.03
Molecular Formula:C4H3NSe
InChIKey:DXIQLYLJBIDYMA-UHFFFAOYSA-N
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Compound 7c
Molecular Weight:144.03
Molecular Formula:C4H3NSe
InChIKey:AMWOVPAGXFLOOP-UHFFFAOYSA-N
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Compound 1
Molecular Weight:466.506
Molecular Formula:C24H22N2O6S
InChIKey:NXGKGUQUVQZQMV-FQEVSTJZSA-N
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Compound 2
Molecular Weight:417.32
Molecular Formula:C19H18N2O4Se
InChIKey:GOBVQGLTOJYWFX-KRWDZBQOSA-N
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Compound 3
Molecular Weight:272.03
Molecular Formula:C7F5NSe
InChIKey:ZJRUZIZGCAXOGH-UHFFFAOYSA-N
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Compound 7a
Molecular Weight:132.02
Molecular Formula:C3H3NSe
InChIKey:VWOIESVMNHRLFN-UHFFFAOYSA-N
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Compound 7d
Molecular Weight:146.05
Molecular Formula:C4H5NSe
InChIKey:NNYIKECSRMTVEC-UHFFFAOYSA-N
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Compound 4
Molecular Weight:550.55
Molecular Formula:C36H25NSe
InChIKey:FSRGYBKVGVPKNT-UHFFFAOYSA-N
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Compound 5
Molecular Weight:372.32
Molecular Formula:C22H15NSe
InChIKey:ADNBMENFXBCRBS-UHFFFAOYSA-N
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Compound 6
Molecular Weight:728.78
Molecular Formula:C50H35NSe
InChIKey:RAFBDVFJCAKQIX-UHFFFAOYSA-N
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Compound 8c
Molecular Weight:158.06
Molecular Formula:C5H5NSe
InChIKey:POVDKRZLCFJOHR-UHFFFAOYSA-N
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Compound 8a
Molecular Weight:146.05
Molecular Formula:C4H5NSe
InChIKey:DSBZIVWXXWRSKF-UHFFFAOYSA-N
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Compound 7b
Molecular Weight:130.01
Molecular Formula:C3HNSe
InChIKey:LNTKSZMYWSKYOJ-UHFFFAOYSA-N
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Compound 9a
Molecular Weight:160.08
Molecular Formula:C5H7NSe
InChIKey:OGIFMVAYJQKBLP-UHFFFAOYSA-N
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Compound 9b
Molecular Weight:158.06
Molecular Formula:C5H5NSe
InChIKey:ROXGGAVDTNGOPL-UHFFFAOYSA-N
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Compound 7
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 8
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 8d
Molecular Weight:160.08
Molecular Formula:C5H7NSe
InChIKey:YGCLCGRDOJAXLC-UHFFFAOYSA-N
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Compound 9
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 9c
Molecular Weight:172.09
Molecular Formula:C6H7NSe
InChIKey:XXEYPCFOPSDCDD-UHFFFAOYSA-N
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Compound 9d
Molecular Weight:174.1
Molecular Formula:C6H9NSe
InChIKey:ZMECPEDUTPMUCJ-UHFFFAOYSA-N
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Compound 10
Molecular Weight:183.07
Molecular Formula:C6H4N2Se
InChIKey:SOANAWJUMHBTGX-UHFFFAOYSA-N
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Compound 11
Molecular Weight:409.1
Molecular Formula:C14H8BrN3O2Se
InChIKey:CXEXRRZWTFMXKA-VKAVYKQESA-N
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Compound 12
Molecular Weight:289.09
Molecular Formula:C9H9NSe2
InChIKey:IBBTVPCFIOABDU-UHFFFAOYSA-N
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Compound 13
Molecular Weight:348.24
Molecular Formula:C14H22Se2
InChIKey:VIDOCOJLOZIPSL-UHFFFAOYSA-N
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Compound 14
Molecular Weight:348.24
Molecular Formula:C14H22Se2
InChIKey:ZHEGKDQGWFHPMS-UHFFFAOYSA-N
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Compound 15
Molecular Weight:370.4421
Molecular Formula:C21H26N2O4
InChIKey:XXIFKZTVZKSZRO-ICSRJNTNSA-N
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Compound 16
Molecular Weight:352.4269
Molecular Formula:C21H24N2O3
InChIKey:ZVXFYWOPFXZWPT-ICSRJNTNSA-N
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Compound 17
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 19
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 20
Molecular Weight:444.37
Molecular Formula:C20H30OSe2
InChIKey:ZPCWSQCXYKPSJF-YMNLNQKLSA-N
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Compound 21
Molecular Weight:337.4
Molecular Formula:C19H30Se
InChIKey:SXLZPSJMVHJBJT-UHFFFAOYSA-N
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Compound 22
Molecular Weight:550.55
Molecular Formula:C36H25NSe
InChIKey:UITAPBDTOWXRSU-UHFFFAOYSA-N
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Compound 23
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 24
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 25
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 26
Molecular Weight:233.074
Molecular Formula:C2H8IN3S
InChIKey:NYMQJWVULPQXBK-UHFFFAOYSA-N
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Compound 27
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 28
Molecular Weight:270.19
Molecular Formula:C9H13N5Se
InChIKey:VGMGEQLUQARBIV-UHFFFAOYSA-N
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Compound 29
Molecular Weight:128.56
Molecular Formula:C5H5ClN2
InChIKey:MEQBJJUWDCYIAB-UHFFFAOYSA-N
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Compound 30
Molecular Weight:302.756
Molecular Formula:C16H15ClN2O2
InChIKey:NGPNBHMDRPEQET-UHFFFAOYSA-N
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Compound 31
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 32
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 33
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 34
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 35
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 36
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 37
Molecular Weight:366.06
Molecular Formula:C10H10INOSe
InChIKey:FAIXKSMGFWCQMM-BENRWUELSA-N
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Compound 38
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 40
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 41
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 42
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 43
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 44
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 46
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 47
Molecular Weight:304.2
Molecular Formula:C11H15NO4Se
InChIKey:IMEGQVYLLPOYJT-UHFFFAOYSA-N
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Compound 48
Molecular Weight:231.13
Molecular Formula:C10H15BrO
InChIKey:NJQADTYRAYFBJN-QIMWKCOFSA-N
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  1. 1 - 57