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498270

Sigma-Aldrich

1-Chloro-N,N,2-trimethyl-1-propenylamine

96%

Synonyme(s) :

Ghosez′s reagent

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About This Item

Formule linéaire :
(CH3)2C=C(Cl)N(CH3)2
Numéro CAS:
26189-59-3
Poids moléculaire :
133.62
Numéro MDL:
MFCD00800562
Code UNSPSC :
12352302
ID de substance PubChem :
24873186
Nomenclature NACRES :
NA.22
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Niveau de qualité

100

Essai

96%

Indice de réfraction

n20/D 1.453 (lit.)

pb

129-130 °C (lit.)

Densité

1.01 g/mL at 25 °C (lit.)

Groupe fonctionnel

amine
chloro

Température de stockage

2-8°C

Chaîne SMILES 

CN(C)\C(Cl)=C(\C)C

InChI

1S/C6H12ClN/c1-5(2)6(7)8(3)4/h1-4H3

Clé InChI

GQIRIWDEZSKOCN-UHFFFAOYSA-N

Application

1-Chloro-N,N,2-trimethyl-1-propenylamine is an acid halogenation reagent developed by Ghosez, that enables the conversion of carboxylic acids into the corresponding chlorides under strictly neutral conditions.[1] This method was successfully used in the total synthesis of caloporoside[2], roseophilin[3], (-)-enniatin B[4], (±)-epimeloscine and (±)-meloscine.[5]

Pictogrammes

FlameCorrosion
GHS02,GHS05

Mention d'avertissement

Danger

Mentions de danger

H226,H314

Classification des risques

Flam. Liq. 3 - Skin Corr. 1B

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

80.0 °F - closed cup

Point d'éclair (°C)

26.67 °C - closed cup

Équipement de protection individuelle

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
MKCW7549
MKCW0420
MKCT5515
MKCV1887
MKCS3792

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

H. Bohme and H. G. Viehe, Eds.
Adv. Org. Chem., 9, 421-421 (1976)
A short total synthesis of (?)-epimeloscine and (?)-meloscine enabled by a cascade radical annulation of a divinylcyclopropane.
Zhang H, et al.
Journal of the American Chemical Society, 133(27), 10376-10378 (2011)
Total Synthesis of Roseophilin.
Furstner A, et al.
Journal of the American Chemical Society, 120 (12), 2817?2825-2817?2825 (1998)
Total synthesis of caloporoside.
Furstner A, et al.
The Journal of Organic Chemistry, 63, 3072-3072 (1998)
?-Chloro enamines, reactive intermediates for synthesis: 1-Chloro-N,N,2-trimethylpropenylamine.
Haveaux B, et al.
Organic Syntheses, 59, 26-26 (1980)
Afficher tous les articles scientifiques apparentés

Articles

Acid Halogenation Reagents

Fluoroamidinium salts advance acid halogenation with greater stability and no oxazolones conversion compared to chlorides.

Acid Halogenation Reagents

Fluoroamidinium salts advance acid halogenation with greater stability and no oxazolones conversion compared to chlorides.

Acid Halogenation Reagents

Fluoroamidinium salts advance acid halogenation with greater stability and no oxazolones conversion compared to chlorides.

Acid Halogenation Reagents

Fluoroamidinium salts advance acid halogenation with greater stability and no oxazolones conversion compared to chlorides.

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

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    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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  2. 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

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