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HomeProduct name list1-Chloro-N,N,2-trimethylpropenylamine

1-Chloro-N,N,2-trimethylpropenylamine

Synonym(s):Ghosez′s reagent

1-Chloro-N,N,2-trimethylpropenylamine Structural

What is 1-Chloro-N,N,2-trimethylpropenylamine?

Chemical properties

Colorless to yellow liquid

The Uses of 1-Chloro-N,N,2-trimethylpropenylamine

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.

What are the applications of Application

1-Chloro-N,N,2-trimethyl-1-propenylamine is used in the conversion of carboxylic acids to acid chloride

Synthesis Reference(s)

Journal of the American Chemical Society, 94, p. 2869, 1972 DOI: 10.1021/ja00763a061
Organic Syntheses, Coll. Vol. 6, p. 282, 1988
Tetrahedron Letters, 25, p. 5043, 1984 DOI: 10.1016/S0040-4039(01)91114-1

Properties of 1-Chloro-N,N,2-trimethylpropenylamine

Boiling point: 129-130 °C(lit.)
Density  1.01 g/mL at 25 °C(lit.)
refractive index  n20/D 1.453(lit.)
Flash point: 80 °F
storage temp.  2-8°C
solubility  Chloroform (Sparingly), Methanol (Slightly)
pka 4.27±0.70(Predicted)
form  Liquid
color  Colorless to yellow
Stability: Hygroscopic, Moisture Sensitive, Unstable in Solution

Safety information for 1-Chloro-N,N,2-trimethylpropenylamine

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H226:Flammable liquids
H314:Skin corrosion/irritation
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233:Keep container tightly closed.
P240:Ground/bond container and receiving equipment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 1-Chloro-N,N,2-trimethylpropenylamine

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