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Details

Stereochemistry ACHIRAL
Molecular Formula C9H9NO2S
Molecular Weight 195.238
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Tosylmethyl isocyanide

SMILES

CC1=CC=C(C=C1)S(=O)(=O)C[N+]#[C-]

InChI

InChIKey=CFOAUYCPAUGDFF-UHFFFAOYSA-N
InChI=1S/C9H9NO2S/c1-8-3-5-9(6-4-8)13(11,12)7-10-2/h3-6H,7H2,1H3

HIDE SMILES / InChI

Molecular Formula C9H9NO2S
Molecular Weight 195.238
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
4-Phenyl-sulfon-yl-2-(p-tolyl-sulfon-yl)-1H,8H-pyrrolo-[2,3-b]indole.
2010-10-09
Synthesis and biological activity of a new class of sulfone-linked pyrrolylpyrazoles and pyrrolylisoxazoles from methyl-3-aryl-2-(E-arylethenesulfonyl)acrylate.
2009-11
Condensation reactions to form oxazoline-substituted potassium organotrifluoroborates.
2009-09-03
Stereoselective total synthesis of bistramide A.
2007-10-25
Aroylketene dithioacetal chemistry: facile synthesis of 4-aroyl-3-methylsulfanyl-2-tosylpyrroles from aroylketene dithioacetals and TosMIC.
2007-09-28
Synthesis, structure, and transannular pi-pi interaction of multilayered [3.3]metacyclophanes.
2007-04-13
Total syntheses of the telomerase inhibitors dictyodendrin B, C, and E.
2006-06-21
Microwave-assisted synthesis of imidazoles: reaction of p-toluenesulfonylmethyl isocyanide and polymer-bound imines.
2005-08-15
A two-stage iterative process for the synthesis of poly-oxazoles.
2005-07-21
Heterocyclizations with tosylmethyl isocyanide derivatives. A new approach to substituted azolopyrimidines.
2005-06-10
alpha-Cycloalkyl-substituted omega-keto-dicarboxylic acids as lipid regulating agents.
2005-01-03
Reaction of bromomethylazoles and tosylmethyl isocyanide. A novel heterocyclization method for the synthesis of the core of marine alkaloids variolins and related azolopyrimidines.
2004-07-23
A new strategy for the construction of the imidazo[1,5-a]quinoxalin-4-one ring system and its application to the efficient synthesis of BMS-238497, a novel and potent Lck inhibitor.
2004-02-06
The TosMIC approach to 3-(oxazol-5-yl) indoles: application to the synthesis of indole-based IMPDH inhibitors.
2002-11-18
One-step synthesis of 3-aryl- and 3,4-diaryl-(1H)-pyrroles using tosylmethyl isocyanide (TOSMIC).
2002-10-03
One-pot synthesis of 3,4-disubstituted 1H-pyrroles from 2-tropanones.
2002-07-12
Synthesis of thiadiazole, dithietane, and imine derivatives of the [1,2]dithiolo[1,4]thiazine ring system.
2001-08-24
Synthesis, electronic spectra, and crystal structural properties of fluorinated [3(3)](1,3,5)cyclophanes.
2001-05-17
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:08:54 GMT 2025
Edited
by admin
on Mon Mar 31 21:08:54 GMT 2025
Record UNII
C35FD6OLH8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-631633
Preferred Name English
Tosylmethyl isocyanide
MI  
Systematic Name English
4-TOLUENESULFONYLMETHYL ISOCYANIDE
Systematic Name English
TOSYLMETHYL ISOCYANIDE [MI]
Common Name English
P-TOLUENESULFONYLMETHYL ISOCYANIDE
Common Name English
TOSMIC
Common Name English
1-((ISOCYANOMETHYL)SULFONYL)-4-METHYLBENZENE
Systematic Name English
ISOCYANOMETHYL P-TOLYL SULFONE
Common Name English
(4-METHYLPHENYLSULFONYL)METHYL ISOCYANIDE
Systematic Name English
P-TOLUENESULFONYLMETHYLISONITRILE
Common Name English
P-TOSYLMETHYL ISOCYANIDE
Common Name English
(P-TOLYLSULFONYL)METHYL ISOCYANIDE
Common Name English
P-TOSYLMETHYL ISONITRILE
Common Name English
Code System Code Type Description
NSC
631633
Created by admin on Mon Mar 31 21:08:54 GMT 2025 , Edited by admin on Mon Mar 31 21:08:54 GMT 2025
PRIMARY
EPA CompTox
DTXSID90190101
Created by admin on Mon Mar 31 21:08:54 GMT 2025 , Edited by admin on Mon Mar 31 21:08:54 GMT 2025
PRIMARY
PUBCHEM
161915
Created by admin on Mon Mar 31 21:08:54 GMT 2025 , Edited by admin on Mon Mar 31 21:08:54 GMT 2025
PRIMARY
WIKIPEDIA
TOSMIC
Created by admin on Mon Mar 31 21:08:54 GMT 2025 , Edited by admin on Mon Mar 31 21:08:54 GMT 2025
PRIMARY
MERCK INDEX
m10985
Created by admin on Mon Mar 31 21:08:54 GMT 2025 , Edited by admin on Mon Mar 31 21:08:54 GMT 2025
PRIMARY Merck Index
FDA UNII
C35FD6OLH8
Created by admin on Mon Mar 31 21:08:54 GMT 2025 , Edited by admin on Mon Mar 31 21:08:54 GMT 2025
PRIMARY
ECHA (EC/EINECS)
253-140-1
Created by admin on Mon Mar 31 21:08:54 GMT 2025 , Edited by admin on Mon Mar 31 21:08:54 GMT 2025
PRIMARY
CAS
36635-61-7
Created by admin on Mon Mar 31 21:08:54 GMT 2025 , Edited by admin on Mon Mar 31 21:08:54 GMT 2025
PRIMARY