Standard Article

Nitrous acid, tris(1-methylethyl)silyl Ester

  1. Mahiuddin Baidya

Published Online: 16 JUN 2013

DOI: 10.1002/047084289X.rn01624

e-EROS Encyclopedia of Reagents for Organic Synthesis

e-EROS Encyclopedia of Reagents for Organic Synthesis

How to Cite

Baidya, M. 2013. Nitrous acid, tris(1-methylethyl)silyl Ester. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

Author Information

  1. Chubu University, Kasugai, Aichi, Japan

Publication History

  1. Published Online: 16 JUN 2013

Chemistry Terms

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Abstract

(oxidant1; reagent for nitrosation and oximation1; silyl nitrite1)

Physical Data: liquid, bp 40.5–41.5 °C/1.9 mbar.2

Form Supplied in: commercially not available and mostly prepared in situ prior to use.

Analysis of Reagent Purity: NMR, IR, Mass spectroscopy, and elemental analysis.2

Preparative Method: best prepared in situ by the combination of triisopropylsilyl chloride (TIPSCl) with silver nitrite in organic solvent at low temperature (−20 °C).1 First isolation was accomplished by stirring a mixture of silver nitrite (1.22 equiv) and triisopropylsilyl iodide (1.0 equiv) in THF (130 mL) at room temperature for 8 h. The title compound was purified by distillation under reduced pressure after filtering out silver iodide.2

Handling, Storage, and Precautions: toxicity of this chemical is unknown. However, considering cardiac toxicity of nitroso agents, it should be handled excluding direct exposure to light under well-ventilated fume hood. To prevent decomposition, it is necessary to keep cold under inert atmosphere.

Featured Compounds

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  1. 1 - 99
Compound Information
Molecular Weight:192.802
Molecular Formula:C9H21ClSi
InChIKey:KQIADDMXRMTWHZ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:203.354
Molecular Formula:C9H21NO2Si
InChIKey:RRZPPUDARIQSBT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:153.8737
Molecular Formula:AgNO2
InChIKey:KKKDGYXNGYJJRX-UHFFFAOYSA-M
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Compound Information
Molecular Weight:41.0519
Molecular Formula:C2H3N
InChIKey:WEVYAHXRMPXWCK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
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Molecular Weight:Not Available
Molecular Formula:Not Available
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Molecular Weight:Not Available
Molecular Formula:Not Available
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Molecular Weight:Not Available
Molecular Formula:Not Available
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Molecular Weight:Not Available
Molecular Formula:Not Available
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Molecular Weight:Not Available
Molecular Formula:Not Available
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Molecular Weight:Not Available
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Molecular Weight:Not Available
Molecular Formula:Not Available
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Molecular Weight:Not Available
Molecular Formula:Not Available
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Molecular Weight:Not Available
Molecular Formula:Not Available
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Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:199.2038
Molecular Formula:C9H13NO4
InChIKey:ROORNIUQNFGEKJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:73.0938
Molecular Formula:C3H7NO
InChIKey:ZMXDDKWLCZADIW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:373.4015
Molecular Formula:C16H27N3O7
InChIKey:CXIKFVLOKYWKSQ-VNJVEKKNSA-N
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Compound Information
Molecular Weight:114.0233
Molecular Formula:C2HF3O2
InChIKey:DTQVDTLACAAQTR-UHFFFAOYSA-N
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Compound Information
Molecular Weight:116.2767
Molecular Formula:C6H16Si
InChIKey:AQRLNPVMDITEJU-UHFFFAOYSA-N
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Compound Information
Molecular Weight:84.933
Molecular Formula:CH2Cl2
InChIKey:YMWUJEATGCHHMB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:152.2367
Molecular Formula:C9H16N2
InChIKey:GQHTUMJGOHRCHB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:101.19
Molecular Formula:C6H15N
InChIKey:ZMANZCXQSJIPKH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:102.0886
Molecular Formula:C4H6O3
InChIKey:Not Available
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Compound Information
Molecular Weight:401.4546
Molecular Formula:C18H31N3O7
InChIKey:GFWZEVINYQDHLU-VHBIQUBJSA-N
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Compound Information
Molecular Weight:114.818
Molecular Formula:In
InChIKey:CXQHBGCUHODCNP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:72.1057
Molecular Formula:C4H8O
InChIKey:WYURNTSHIVDZCO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:60.052
Molecular Formula:C2H4O2
InChIKey:QTBSBXVTEAMEQO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:103.1198
Molecular Formula:C4H9NO2
InChIKey:JQJPBYFTQAANLE-UHFFFAOYSA-N
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Compound Information
Molecular Weight:82.1436
Molecular Formula:C6H10
InChIKey:HGCIXCUEYOPUTN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:158.1552
Molecular Formula:C6H10N2O3
InChIKey:ORXWAZJFGNGPBV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:108.642
Molecular Formula:C3H9ClSi
InChIKey:IJOOHPMOJXWVHK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:203.2371
Molecular Formula:C12H13NO2
InChIKey:LXSSSYHJHAVQCI-UHFFFAOYSA-N
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Compound Information
Molecular Weight:54.0237
Molecular Formula:CH3NaO
InChIKey:WQDUMFSSJAZKTM-UHFFFAOYSA-N
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Compound Information
Molecular Weight:235.279
Molecular Formula:C13H17NO3
InChIKey:KHOFVJKLCGTEFX-OWBHPGMISA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:185.1772
Molecular Formula:C8H11NO4
InChIKey:ZIQJMWBWNGCABF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:217.2191
Molecular Formula:C9H15NO5
InChIKey:XFWBYHWGXAJYKL-YFHOEESVSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:171.1507
Molecular Formula:C7H9NO4
InChIKey:QZKCJFFLCJGHRF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:203.1925
Molecular Formula:C8H13NO5
InChIKey:QYNRHKWEHANEHD-TWGQIWQCSA-N
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Compound Information
Molecular Weight:93.1265
Molecular Formula:C6H7N
InChIKey:PAYRUJLWNCNPSJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:292.3303
Molecular Formula:C15H20N2O4
InChIKey:QNSGYCPMLJZJQA-LGMDPLHJSA-N
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Compound Information
Molecular Weight:107.1531
Molecular Formula:C7H9N
InChIKey:WGQKYBSKWIADBV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:85.1475
Molecular Formula:C5H11N
InChIKey:NISGSNTVMOOSJQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:284.3514
Molecular Formula:C14H24N2O4
InChIKey:MOUGCZKKEJPQFQ-VBKFSLOCSA-N
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Compound Information
Molecular Weight:59.1103
Molecular Formula:C3H9N
InChIKey:Not Available
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Compound Information
Molecular Weight:258.3141
Molecular Formula:C12H22N2O4
InChIKey:VYIQSAHVPIQVMA-UVTDQMKNSA-N
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Compound Information
Molecular Weight:71.121
Molecular Formula:C4H9N
InChIKey:RWRDLPDLKQPQOW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:270.3248
Molecular Formula:C13H22N2O4
InChIKey:OKZSAIIARGYVKA-KAMYIIQDSA-N
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Compound Information
Molecular Weight:85.1475
Molecular Formula:C5H11N
InChIKey:Not Available
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Compound Information
Molecular Weight:284.3514
Molecular Formula:C14H24N2O4
InChIKey:QEJFBIMOMJWQEO-QINSGFPZSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:187.1501
Molecular Formula:C7H9NO5
InChIKey:KDHQAGJXXDFVGW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:203.216
Molecular Formula:C7H9NO4S
InChIKey:QILIPBMGQLTZKW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:103.1198
Molecular Formula:C4H9NO2
InChIKey:DWKPPFQULDPWHX-VKHMYHEASA-N
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Compound Information
Molecular Weight:302.3236
Molecular Formula:C13H22N2O6
InChIKey:LATDTNVXJVUEBR-KOUBLQELSA-N
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Compound Information
Molecular Weight:131.1729
Molecular Formula:C6H13NO2
InChIKey:CEMZBWPSKYISTN-YFKPBYRVSA-N
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Compound Information
Molecular Weight:330.3767
Molecular Formula:C15H26N2O6
InChIKey:KKNICNSXYSODJV-MFVBVHDHSA-N
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Compound Information
Molecular Weight:129.157
Molecular Formula:C6H11NO2
InChIKey:BLWYXBNNBYXPPL-YFKPBYRVSA-N
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Compound Information
Molecular Weight:328.3609
Molecular Formula:C15H24N2O6
InChIKey:MQDHUXTXHPLDRK-IEMQHYRPSA-N
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Compound Information
Molecular Weight:334.389
Molecular Formula:C13H22N2O6S
InChIKey:DQHVMMJDWMMMDJ-GPILYODUSA-N
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Compound Information
Molecular Weight:332.373
Molecular Formula:C13H20N2O6S
InChIKey:ALOWWWUBKOZBHG-ADVUTCEVSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:113.1146
Molecular Formula:C5H7NO2
InChIKey:ONVFVMPDHAFKHN-GQCTYLIASA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:127.1412
Molecular Formula:C6H9NO2
InChIKey:IEGRLEZDTRNPRH-FNORWQNLSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:141.1677
Molecular Formula:C7H11NO2
InChIKey:QGAXFAQTYWBPBU-SOFGYWHQSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:155.1943
Molecular Formula:C8H13NO2
InChIKey:XXSYUSXHNJAUCY-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:211.3006
Molecular Formula:C12H21NO2
InChIKey:DFZPTACRIAQCIW-ACCUITESSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:183.2475
Molecular Formula:C10H17NO2
InChIKey:VBEDBMDDUBRMDB-DHZHZOJOSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:171.2368
Molecular Formula:C9H17NO2
InChIKey:LJIVBISIQFCIQH-CSKARUKUSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:129.157
Molecular Formula:C6H11NO2
InChIKey:GISPZPIPXRSEIV-QPJJXVBHSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:149.1467
Molecular Formula:C8H7NO2
InChIKey:MLNKXLRYCLKJSS-RMKNXTFCSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:175.184
Molecular Formula:C10H9NO2
InChIKey:CMBOOGVJHNRHQC-LUAWRHEFSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:99.088
Molecular Formula:C4H5NO2
InChIKey:PNFXXDHGEVEBHH-NRNIAZNESA-N
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