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192201

Sigma-Aldrich

2,4,6-Trimethylbenzenesulfonohydrazide

97%

Synonym(s):

2-Mesitylenesulfonohydrazide

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About This Item

Linear Formula:
(CH3)3C6H2SO2NHNH2
CAS Number:
16182-15-3
Molecular Weight:
214.28
Beilstein/REAXYS Number:
2118380
EC Number:
240-319-4
MDL number:
MFCD00007585
UNSPSC Code:
12352100
PubChem Substance ID:
24851534
NACRES:
NA.22

assay

97%

mp

112-114 °C (dec.) (lit.)

functional group

hydrazine

SMILES string

Cc1cc(C)c(c(C)c1)S(=O)(=O)NN

InChI

1S/C9H14N2O2S/c1-6-4-7(2)9(8(3)5-6)14(12,13)11-10/h4-5,11H,10H2,1-3H3

InChI key

JQUBKTQDNVZHIY-UHFFFAOYSA-N

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Application

2,4,6-Trimethylbenzenesulfonohydrazide has been used in the synthesis of:
  • (E)-N′-(1-((1S*,4aR*,8aR*)-1-hydroxydecahydronaphthalen-4a-yl)ethylidene)-2,4,6-trimethylbenzenesulfonohydrazide
  • complanadine alkaloids

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCBB1327V
BCBB1327
1251849
09813DE
13606CE

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Concise Synthesis of 1, 4a-Bifunctionalised Decalin Building Blocks by CH Activation of Decalin.
Uosis-Martin M, et al.
Synlett, 2011(15), 2211-2213 (2011)
Mario Uosis-Martin et al.
The Journal of organic chemistry, 78(12), 6253-6263 (2013-05-30)
A synthetic approach to complanadine alkaloids is described which employs a Kondrat'eva reaction to construct the pyridine rings. The viability of this approach is demonstrated by its application to a model substrate accessed from unfunctionalized decalin. The key transformation affords

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