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Sigma-Aldrich

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

96%

Sinonimo/i:

Ghosez′s reagent

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5 ML
CHF 159.00
50 ML
CHF 1’150.00
250 ML
CHF 3’670.00

CHF 159.00

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Cambia visualizzazione
5 ML
CHF 159.00
50 ML
CHF 1’150.00
250 ML
CHF 3’670.00

About This Item

Formula condensata:
(CH3)2C=C(Cl)N(CH3)2
Numero CAS:
26189-59-3
Peso molecolare:
133.62
Numero MDL:
MFCD00800562
Codice UNSPSC:
12352302
ID PubChem:
24873186
NACRES:
NA.22

CHF 159.00

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Saggio

96%

Indice di rifrazione

n20/D 1.453 (lit.)

P. ebollizione

129-130 °C (lit.)

Densità

1.01 g/mL at 25 °C (lit.)

Gruppo funzionale

amine
chloro

Temperatura di conservazione

2-8°C

Stringa SMILE

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

InChI

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

Categorie correlate

Applicazioni

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]

Pittogrammi

FlameCorrosion
GHS02,GHS05

Avvertenze

Danger

Indicazioni di pericolo

H226,H314

Classi di pericolo

Flam. Liq. 3 - Skin Corr. 1B

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

80.0 °F - closed cup

Punto d’infiammabilità (°C)

26.67 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
MKCW7549
MKCW0420
MKCT5515
MKCV1887
MKCS3792

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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 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)
A total synthesis of the ammonium ionophore,(?)-enniatin B.
Hu D, et al.
Tetrahedron Letters, 53(32), 4077-4079 (2012)
Visualizza tutti i documenti correlati

Articoli

Acid Halogenation Reagents

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

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

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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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