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Merck
CN

498270

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

96%

Synonym(s):

Ghosez′s reagent

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About This Item

Linear Formula:
(CH3)2C=C(Cl)N(CH3)2
CAS Number:
Molecular Weight:
133.62
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352302
MDL number:
Assay:
96%
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Quality Level

assay

96%

refractive index

n20/D 1.453 (lit.)

bp

129-130 °C (lit.)

density

1.01 g/mL at 25 °C (lit.)

functional group

amine, chloro

storage temp.

2-8°C

SMILES string

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

InChI

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

InChI key

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. This method was successfully used in the total synthesis of caloporoside, roseophilin, (-)-enniatin B, (±)-epimeloscine and (±)-meloscine.


pictograms

FlameCorrosion

signalword

Danger

Storage Class

3 - Flammable liquids

wgk

WGK 3

ppe

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

hcodes

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

flash_point_f

<73.4 °F - closed cup

flash_point_c

< 23 °C - closed cup

Regulatory Information

危险化学品

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Articles

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


H. Bohme and H. G. Viehe, Eds.
Adv. Org. Chem., 9, 421-421 (1976)
A total synthesis of the ammonium ionophore,(?)-enniatin B.
Hu D, et al.
Tetrahedron Letters, 53(32), 4077-4079 (2012)
Total Synthesis of Roseophilin.
Furstner A, et al.
Journal of the American Chemical Society, 120 (12), 2817?2825-2817?2825 (1998)



Global Trade Item Number

SKUGTIN
498270-5ML04061832421780
498270-50ML04061832421773
498270-250ML04061838135711