Skip to Content
MilliporeSigma
Get 22% off for Pi Day through March 31.Save Now

498270

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

96%

Synonym(s):

Ghosez′s reagent

Sign In to View Organizational & Contract Pricing.

Select a Size


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%
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)

Articles

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

Global Trade Item Number

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service