Standard Article

Rearrangement Reactions Involving the Amino, Nitro and Nitroso Groups

Amino, Nitroso, Nitro and Related Groups (1996)

  1. D. Lyn H. Williams

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0089

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Williams, D. L. H. 2009. Rearrangement Reactions Involving the Amino, Nitro and Nitroso Groups. Patai's Chemistry of Functional Groups. .

Author Information

  1. University of Durham, Chemistry Department, Durham, UK

Publication History

  1. Published Online: 15 DEC 2009

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

  • 1
    Introduction
  • 2
    Rearrangement of Hydrazobenzenes (The Benzidine Rearrangement)
  • 3
    Rearrangement of Azoxybenzenes (The Wallach Rearrangement)
  • 4
    Rearrangement Involving Phenylhydroxylamines
  • 5
    Rearrangement of N-Halo Compounds
  • 6
    Rearrangement Involving Nitro Groups
  • 7
    Rearrangement Involving Nitroso Groups

Keywords:

  • hydrazobenzene rearrangement;
  • rearrangement reactions and amino, nitro and nitroso groups;
  • quinamine rearrangement;
  • azoxybenzene (Wallach rearrangement) rearrangement;
  • rearrangement involving phenylhydroxylamines;
  • Bamberger rearrangement;
  • Orton rearrangement of N-chloroanilides;
  • rearrangement and nitroso groups - Fischer Hepp rearrangement

Featured Compounds

VIEW

  1. 1 - 96
Compound 2
Molecular Weight:184.2371
Molecular Formula:C12H12N2
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 1
Molecular Weight:184.2371
Molecular Formula:C12H12N2
InChIKey:YBQZXXMEJHZYMB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 3
Molecular Weight:184.2371
Molecular Formula:C12H12N2
InChIKey:RDMFEHLCCOQUMH-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 4
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 5
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 6
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 7
Molecular Weight:244.289
Molecular Formula:C14H16N2O2
InChIKey:OVZJNFMCLJEZQV-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 8
Molecular Weight:244.289
Molecular Formula:C14H16N2O2
InChIKey:JRBJSXQPQWSCCF-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 9
Molecular Weight:214.2631
Molecular Formula:C13H14N2O
InChIKey:GYEHMALGJMHWFB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 10
Molecular Weight:214.2631
Molecular Formula:C13H14N2O
InChIKey:RBLUJIWKMSZIMK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 11
Molecular Weight:214.2631
Molecular Formula:C13H14N2O
InChIKey:OSQHCWNKZXXLLZ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 12
Molecular Weight:253.127
Molecular Formula:C12H10Cl2N2
InChIKey:BVPHWSDABGXRQD-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 13
Molecular Weight:253.127
Molecular Formula:C12H10Cl2N2
InChIKey:GQLZJDIJIIFRPK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 14
Molecular Weight:218.682
Molecular Formula:C12H11ClN2
InChIKey:NLGIEISQJFZTIS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 15
Molecular Weight:231.681
Molecular Formula:C12H10ClN3
InChIKey:ZLPGRYNWNGGMFD-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 16
Molecular Weight:127.572
Molecular Formula:C6H6ClN
InChIKey:QSNSCYSYFYORTR-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 17
Molecular Weight:234.2958
Molecular Formula:C16H14N2
InChIKey:AMKQRLOPSSMNEC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 18
Molecular Weight:284.3544
Molecular Formula:C20H16N2
InChIKey:QNLBBCJLGWFZPM-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 19
Molecular Weight:436.0301
Molecular Formula:C12H10I2N2
InChIKey:SPNRRAJCRLKEQA-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 20
Molecular Weight:438.0449
Molecular Formula:C12H10I2N2
InChIKey:OZXXVRFFSKRLSU-UHFFFAOYSA-P
View compound in article | Full details | Search for this compound
Compound 21
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 22
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 23
Molecular Weight:198.2206
Molecular Formula:C12H10N2O
InChIKey:GAUZCKBSTZFWCT-YPKPFQOOSA-N
View compound in article | Full details | Search for this compound
Compound 24
Molecular Weight:198.2206
Molecular Formula:C12H10N2O
InChIKey:BEYOBVMPDRKTNR-BUHFOSPRSA-N
View compound in article | Full details | Search for this compound
Compound 25
Molecular Weight:288.2157
Molecular Formula:C12H8N4O5
InChIKey:VBZCLKDJIKXYEC-BUHFOSPRSA-N
View compound in article | Full details | Search for this compound
Compound 26
Molecular Weight:243.2182
Molecular Formula:C12H9N3O3
InChIKey:NRJPVIOTANUINF-BUHFOSPRSA-N
View compound in article | Full details | Search for this compound
Compound 27
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 28
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 29
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 30
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 31
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 32
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 33
Molecular Weight:199.2087
Molecular Formula:C11H9N3O
InChIKey:VRTYCDQHVOJKMR-YPKPFQOOSA-N
View compound in article | Full details | Search for this compound
Compound 34
Molecular Weight:199.2087
Molecular Formula:C11H9N3O
InChIKey:JDILYYMMHWXCFV-YPKPFQOOSA-N
View compound in article | Full details | Search for this compound
Compound 35
Molecular Weight:342.1443
Molecular Formula:C12H2F8N2O
InChIKey:MBNJVVWZJOOBSY-DQRAZIAOSA-N
View compound in article | Full details | Search for this compound
Compound 36
Molecular Weight:198.2206
Molecular Formula:C12H10N2O
InChIKey:PLQQAYRCUVTRMR-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 37
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 38
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 45
Molecular Weight:109.1259
Molecular Formula:C6H7NO
InChIKey:PLIKAWJENQZMHA-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 39
Molecular Weight:123.1525
Molecular Formula:C7H9NO
InChIKey:XUSDBSARFZEEDV-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 40
Molecular Weight:124.1372
Molecular Formula:C7H8O2
InChIKey:MUBYTRYBVWQAKF-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 41
Molecular Weight:123.1525
Molecular Formula:C7H9NO
InChIKey:OMYXQGTUTCZGCI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 42
Molecular Weight:137.179
Molecular Formula:C8H11NO
InChIKey:CCTSPMYDFYAKGZ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 43
Molecular Weight:123.1525
Molecular Formula:C7H9NO
InChIKey:QITLDCYUPWIQCI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 44
Molecular Weight:137.179
Molecular Formula:C8H11NO
InChIKey:YFVSZHCWKQTSGT-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 46
Molecular Weight:137.179
Molecular Formula:C8H11NO
InChIKey:CDGNLUSBENXDGG-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 47
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 48
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 49
Molecular Weight:109.1259
Molecular Formula:C6H7NO
InChIKey:UOKZUTXLHRTLFH-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 51
Molecular Weight:151.593
Molecular Formula:C8H6ClN
InChIKey:QZOPRMWFYVGPAI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 52
Molecular Weight:151.593
Molecular Formula:C8H6ClN
InChIKey:GVSMQKKMAYLKMM-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 53
Molecular Weight:101.534
Molecular Formula:C4H4ClN
InChIKey:SGRCTYPVIFKPCK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 54
Molecular Weight:101.534
Molecular Formula:C4H4ClN
InChIKey:PLGXRTUGMZEVII-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 55
Molecular Weight:101.534
Molecular Formula:C4H4ClN
InChIKey:UUUOHRSINXUJKX-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 56
Molecular Weight:135.979
Molecular Formula:C4H3Cl2N
InChIKey:AJJCRRLRSVMJEJ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 57
Molecular Weight:201.652
Molecular Formula:C12H8ClN
InChIKey:SQUWLGUFXIWVOH-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 58
Molecular Weight:131.603
Molecular Formula:C6H10ClN
InChIKey:SZDCMBCVSXMYNQ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 59
Molecular Weight:131.603
Molecular Formula:C6H10ClN
InChIKey:FNGHHVJVHHRVPL-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 60
Molecular Weight:255.741
Molecular Formula:C13H18ClNO2
InChIKey:TYYKVFOMQRCHAS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 61
Molecular Weight:255.741
Molecular Formula:C13H18ClNO2
InChIKey:YRPBSZDULKDSPI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 62
Molecular Weight:221.2955
Molecular Formula:C13H19NO2
InChIKey:KGCRZNKXYXQEIG-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 65
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 66
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 67
Molecular Weight:349.763
Molecular Formula:C3Br3N3O2
InChIKey:XTPFYEWNZFBALH-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 68
Molecular Weight:212.2041
Molecular Formula:C12H8N2O2
InChIKey:XDUOEJJXLKICFF-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 69
Molecular Weight:212.2041
Molecular Formula:C12H8N2O2
InChIKey:VYOKOQDVBBWPKO-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 70
Molecular Weight:212.2041
Molecular Formula:C12H8N2O2
InChIKey:ZYNHZTIMNJKVLK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 71
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 72
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 73
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 76
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 78
Molecular Weight:236.224
Molecular Formula:C11H12N2O4
InChIKey:CNSSZONLBFIDGQ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 77
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 79
Molecular Weight:236.224
Molecular Formula:C11H12N2O4
InChIKey:BVWFXYIWOWDAPA-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 80
Molecular Weight:135.2062
Molecular Formula:C9H13N
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 81
Molecular Weight:181.2112
Molecular Formula:C9H13N2O2
InChIKey:WJMMVENCERBQGW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 82
Molecular Weight:180.2038
Molecular Formula:C9H12N2O2
InChIKey:MCJOQKDJGJVDFY-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 83
Molecular Weight:153.1354
Molecular Formula:C7H7NO3
InChIKey:SKGFPCMAFZIZGL-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 84
Molecular Weight:153.1354
Molecular Formula:C7H7NO3
InChIKey:SYDNSSSQVSOXTN-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 85
Molecular Weight:153.1354
Molecular Formula:C7H7NO3
InChIKey:RUJJOINXLWTDKO-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 86
Molecular Weight:153.1354
Molecular Formula:C7H7NO3
InChIKey:AQDKZPFDOWHRDZ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 87
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 88
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 89
Molecular Weight:229.2313
Molecular Formula:C13H11NO3
InChIKey:QSDAVTOZEYFHCI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 90
Molecular Weight:274.2289
Molecular Formula:C13H10N2O5
InChIKey:FWVYCVLLJLZCCQ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 91
Molecular Weight:274.2289
Molecular Formula:C13H10N2O5
InChIKey:WGILHBCJESTCRI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 92
Molecular Weight:245.2307
Molecular Formula:C13H11NO4
InChIKey:ZFCLEOGFDPPCAS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 93
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 94
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 95
Molecular Weight:166.1772
Molecular Formula:C8H10N2O2
InChIKey:QTULLGSCURLCIE-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 96
Molecular Weight:228.2466
Molecular Formula:C13H12N2O2
InChIKey:UFPWVWZXWSANLI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 97
Molecular Weight:226.2307
Molecular Formula:C13H10N2O2
InChIKey:SBFRFRHUCOIAFO-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 98
Molecular Weight:114.1026
Molecular Formula:C4H6N2O2
InChIKey:MZUPVVFKRZSBKL-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 99
Molecular Weight:114.1026
Molecular Formula:C4H6N2O2
InChIKey:PKPDOWICRIHBGV-GQCTYLIASA-N
View compound in article | Full details | Search for this compound
Compound 100
Molecular Weight:115.11
Molecular Formula:C4H7N2O2
InChIKey:BJZUBTVHXRNKSP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 101
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound

VIEW

  1. 1 - 96