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p-Toluenesulfonylmethyl isocyanide

98%

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Synonym(s):

(p-Tolylsulfonyl)methyl isocyanide, TosMIC, Tosylmethyl isocyanide

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Size/SKUAvailabilityPrice
5 g

Available to ship TODAYfromMILWAUKEE

$44.70
25 g

Available to ship TODAYfromMILWAUKEE

$148.00

About This Item

Linear Formula:
CH3C6H4SO2CH2NC
CAS Number:
Molecular Weight:
195.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
253-140-1
Beilstein/REAXYS Number:
3592382
MDL number:
Assay:
98%
Form:
solid

$44.70


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Quality Segment

assay

98%

form

solid

mp

109-113 °C (lit.)

solubility

water: slightly soluble

functional group

amine, isonitrile, sulfone

storage temp.

2-8°C

SMILES string

Cc1ccc(cc1)S(=O)(=O)C[N+]#[C-]

InChI

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

InChI key

CFOAUYCPAUGDFF-UHFFFAOYSA-N

General description

p-Toluenesulfonylmethyl isocyanide undergoes base-promoted 1,3-dipolar cycloaddition reaction with immobilized imines under microwave irradiation to yield 1,5-disubstituted imidazoles. It is a versatile synthon in organic chemistry, extensively used for the synthesis of heterocyclic compounds.

Application

p-Toluenesulfonylmethyl isocyanide was used:
  • in the synthesis of triplet drugs with the 1,3,5-trioxazatriquinane skeleton
  • as reagent in the preparation of biologically active pyrroles and imidazoles
  • as the isonitrile component in a diastereoselective Passerini reaction employing sugar-derived aldehydes

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1 of 1

This Item
248835361771B95736
description

98%

description

technical grade, 95%

description

contains ≤200 ppm BHT as inhibitor, 95%

description

98%

assay

98%

assay

95%

assay

95%

assay

98%

solubility

water: slightly soluble

solubility

-

solubility

-

solubility

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

mp

109-113 °C (lit.)

mp

47-50 °C (lit.)

mp

-

mp

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

form

solid

form

solid

form

liquid

form

liquid


pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

supp_hazards

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

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