Tosylmethyl isocyanide (TosMIC Compound)

CAS Number: 36635-61-7

Molecular Formula: C9H9NO2S

Purity: 98.8 %

About Tosylmethyl isocyanide (TosMIC Compound)

Tosylmethyl isocyanide, also known as TosMIC, is a reagent used extensively in organic chemistry for the introduction of nitrile groups into molecules. It is particularly important in heterocyclic synthesis and diastereoselective reactions. TosMIC is widely employed in reactions such as the Van Leusen reaction, which f...

Tosylmethyl isocyanide (TosMIC Compound) Specifications

CAS Number

36635-61-7

Molecular Formula

C9H9NO2S

IUPAC Name

1-(isocyanomethylsulfonyl)-4-methylbenzene

Canonical SMILES

C1=CC=C(C=C1)S(=O)(=O)CNC

InChI Key

CFOAUYCPAUGDFF-UHFFFAOYSA-N

InChI

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

PubChem CID

161915

EINECS Number

253-140-1

MDL Number

MFCD00159816

UNSPSC Code

12181900

eClass

32039000

HSN No

2933.39.90

CAS Number

36635-61-7

Molecular Formula

C9H9NO2S

IUPAC Name

1-(isocyanomethylsulfonyl)-4-methylbenzene

Canonical SMILES

C1=CC=C(C=C1)S(=O)(=O)CNC

InChI Key

CFOAUYCPAUGDFF-UHFFFAOYSA-N

InChI

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

PubChem CID

161915

EINECS Number

253-140-1

MDL Number

MFCD00159816

UNSPSC Code

12181900

eClass

32039000

HSN No

2933.39.90

Apperance

Pale yellow powder

Standard spectrum

Purity

98.8 %

P-Toluene sulphonic acid

Not detected

Assay by HPLC (On Anhydrous basis)

98.50%

Shelf life

2 years

Hazard Statements

H302: Harmful if swallowed. H319: Causes serious eye irritation. H317: May cause an allergic skin reaction.

Precautionary Statements

P264: Wash hands thoroughly after handling. P270: Do not eat, drink, or smoke when using this product. P280: Wear protective gloves/eye protection/face protection. P301+P312: IF SWALLOWED: Call a POISON CENTER or doctor if you feel unwell. P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Van Leusen Reaction

TosMIC reacts with ketones to form nitriles, allowing the introduction of a one-carbon unit into a molecular structure. It is particularly useful in organic synthesis.

Heterocyclic Synthesis

TosMIC is employed in the synthesis of heterocyclic compounds, such as pyrroles and imidazoles, which are often used as biologically active molecules in pharmaceuticals.