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280909

Sigma-Aldrich

(Chloromethylene)dimethyliminium chloride

95%

Synonyme(s) :

(Chlormethylene)dimethylammonium chloride, Arnold′s reagent, Dimethylchloroformiminium chloride, Vilsmeier reagent

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About This Item

Formule linéaire :
ClCH=N(CH3)2Cl
Numéro CAS:
Poids moléculaire :
128.00
Beilstein:
3566322
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352101
ID de substance PubChem :
Nomenclature NACRES :
NA.22
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Essai

95%

Forme

solid

Capacité de réaction

reaction type: C-C Bond Formation

Impuretés

<5% DMF

Pf

132 °C (dec.) (lit.)

Groupe fonctionnel

amine
chloro

Température de stockage

2-8°C

Chaîne SMILES 

[Cl-].C\[N+](C)=C\Cl

InChI

1S/C3H7ClN.ClH/c1-5(2)3-4;/h3H,1-2H3;1H/q+1;/p-1

Clé InChI

QQVDYSUDFZZPSU-UHFFFAOYSA-M

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Application

Reagent or Reactant for the synthesis of:
  • β-Lactams vis the Staudinger reaction
  • N-vinyl substituted indoles via cross coupling of NH-indoles with vinyl bromides
  • Multi ring-fused 2-pyridone-based fluorescent scaffold
  • ester prodrugs as anti-poxvirus agents
  • Trimethine cyanine dyes for sensing G-quadruplex formation
  • Phospha-isosteres via Hundsdiecker-Barton iododecacarboxylation
  • 2-Azetidinones via [2+2]-cycloaddition

Used for studying organic photosensitizers for application in dye-sensitized solar cells
Reagent used to prepare ß-lactams from ß-amino acids via carboxyl activation and cyclodehydration.[1] Also used to convert α-aminonitriles into 4-chloroimidazoles.[2]

Pictogrammes

Health hazardCorrosionExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1A

Risques supp

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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


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Certificats d'analyse (COA)

Lot/Batch Number

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Les clients ont également consulté

Tetrahedron Letters, 47, 5451-5451 (2006)
Azhar Abbas et al.
Bioorganic chemistry, 82, 163-177 (2018-10-16)
Benzohydrazide derivatives 1-43 were synthesized via "one-pot" reaction and structural characterization of these synthetic derivatives was carried out by different spectroscopic techniques such as 1H NMR and EI-MS. The synthetic molecules were evaluated for their in vitro urease inhibitory activity.
J. Chem. Res. (M), 705-705 (2005)
Martin Mlateček et al.
Dalton transactions (Cambridge, England : 2003), 44(46), 20242-20253 (2015-11-06)
The reaction of PhBCl2 with 1H-1,2,4-λ(3)-diazaphosphole in the presence of NEt3 gives a new scorpionate ligand, phenyl-tris(1,2,4-diazaphospholyl)borate (PhTdap). The coordination behaviour of this ligand toward transition and non-transition metals has been comprehensively studied. In the thallium(I) complex, Tl(PhTdap), κ(2)-N,N bonding

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/449/386/product-dating-information-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

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