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280909

(Chloromethylene)dimethyliminium chloride

95%

Synonym(s):

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

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Pack SizeSKUAvailabilityPrice
5 g

Available to ship TODAYfromMILWAUKEE

$64.80
25 g

Available to ship TODAYfromMILWAUKEE

$168.00

About This Item

Linear Formula:
ClCH=N(CH3)2Cl
CAS Number:
Molecular Weight:
128.00
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
EC Number:
425-970-6
Beilstein/REAXYS Number:
3566322
MDL number:
Assay:
95%
Form:
solid

$64.80


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Quality Level

assay

95%

form

solid

reaction suitability

reaction type: C-C Bond Formation

impurities

<5% DMF

mp

132 °C (dec.) (lit.)

functional group

amine, chloro

storage temp.

2-8°C

SMILES string

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

InChI

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

InChI key

QQVDYSUDFZZPSU-UHFFFAOYSA-M

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 β-lactams from β-amino acids via carboxyl activation and cyclodehydration. Also used to convert α-aminonitriles into 4-chloroimidazoles.

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This Item
791105223670745405
assay

95%

assay

95% (H-NMR)

assay

95%

assay

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation, reagent type: catalyst
reaction type: C-H Activation, reagent type: diversification reagent

reaction suitability

-

reaction suitability

reaction type: C-C Bond Formation, reaction type: Fluorinations, reagent type: catalyst
reaction type: C-H Activation, reagent type: diversification reagent

mp

132 °C (dec.) (lit.)

mp

190-195 °C

mp

-

mp

>300 °C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

form

solid

form

solid

form

powder

form

solid


signalword

Danger

Hazard Classifications

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

supp_hazards

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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



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J. Chem. Res. (M), 705-705 (2005)
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.



Global Trade Item Number

SKUGTIN
280909-25G04061835554874
280909-5G04061833321164

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

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  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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