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ChemicalBook >> CAS DataBase List >>1-Chloro-N,N,2-trimethylpropenylamine

1-Chloro-N,N,2-trimethylpropenylamine

1-Chloro-N,N,2-trimethylpropenylamine Structure
1-Chloro-N,N,2-trimethylpropenylamine structure
CAS No.
26189-59-3
Chemical Name:
1-Chloro-N,N,2-trimethylpropenylamine
Synonyms
1-Chloro-N,N,2-trimethylprop-1-en-1-amine;1-CHLORO-N,N,2-TRIMETHYL-1-PROPENYLAMINE;Ghosez′s reagent;TETRAMETHYL-ALPHA-CHLORENAMINE;1-CHLORO-N,N,2-TRIMETHYLPROPENYLAMINE;(1-CHLORO-2-METHYLPROPENYL)DIMETHYLAMINE;1-chloro-N,N,2-trimethyl-1-Propen-1-amine;1-chloride-N, N, 2-trimethyl-1-acrylamine;1-Chloro-N,N,2-trimethylpropenylamine ,98%;1-Propen-1-amine, 1-chloro-N,N,2-trimethyl-
CBNumber:
CB4484804
Molecular Formula:
C6H12ClN
Molecular Weight:
133.62
MDL Number:
MFCD00800562
MOL File:
26189-59-3.mol
MSDS File:
SDS
Last updated:2025-01-06 11:49:56
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1-Chloro-N,N,2-trimethylpropenylamine Properties

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)
form Liquid
pka 4.27±0.70(Predicted)
color Colorless to yellow
Stability Hygroscopic, Moisture Sensitive, Unstable in Solution

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05
Signal word  Danger
Hazard statements  H226-H314
Precautionary statements  P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
Hazard Codes  C
Risk Statements  10-34
Safety Statements  16-26-36/37/39-45
RIDADR  UN 2734 8/PG 1
WGK Germany  3
HS Code  29211990

1-Chloro-N,N,2-trimethylpropenylamine price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 498270 1-Chloro-N,N,2-trimethyl-1-propenylamine 96% 26189-59-3 5ml $183 2024-03-01 Buy
Sigma-Aldrich 498270 1-Chloro-N,N,2-trimethyl-1-propenylamine 96% 26189-59-3 50ml $1270 2024-03-01 Buy
Sigma-Aldrich 498270 1-Chloro-N,N,2-trimethyl-1-propenylamine 96% 26189-59-3 250ml $6300 2024-03-01 Buy
TRC C349260 1-Chloro-N,N-2-trimethylpropenylamine 26189-59-3 2.5g $155 2021-12-16 Buy
TRC C349260 1-Chloro-N,N-2-trimethylpropenylamine 26189-59-3 500mg $55 2021-12-16 Buy
Product number Packaging Price Buy
498270 5ml $183 Buy
498270 50ml $1270 Buy
498270 250ml $6300 Buy
C349260 2.5g $155 Buy
C349260 500mg $55 Buy

1-Chloro-N,N,2-trimethylpropenylamine Chemical Properties,Uses,Production

Chemical Properties

Colorless to yellow liquid

Uses

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.

Preparation

1-chloro-N,N,2-trimethylpropenylamine is conveniently prepared by the reaction of N,N,2- trimethylpropanamide with Phosgene followed by dehydrochlorination of the intermediate α-chloroiminium chloride (eq 1).[1,2] Recent unpublished results of our laboratory have shown that Phosphorus Oxychloride or dior triphosgene can also be used for the preparation of TMCE.
1-Chloro-N,N,2-trimethylpropenylamine synthesis

Application

1-Chloro-N,N,2-trimethylpropenylamine (TMCE) is used to mild halogenation of alcohols and acids under neutral conditions; conversion of N-protected amino acids into peptides without racemization; coupling of acids and allylic alcohols with organometallics; [2 + 2] cycloaddition synthons, more reactive than dimethylketene.

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

storage

1-chloro-N,N,2-propenylamines are thermally stable. It must be transferred in the absence of moisture and stored under nitrogen in sealed tubes. In spite of these precautions, light precipitates sometimes may form. 1-Iodo-N,N,2-trimethylpropenylamine is less stable and should be used when freshly prepared.

References

1. Ghosez, L.; Marchand-Brynaert, J. In Advances in Organic Chemistry; Raphael, R. A.; Taylor, E. C.; Wynberg, H., Eds.; Interscience: New York, 1976; Part 1, pp 421-523.
2. (a) Haveaux, B.; Dekoker, A.; Rens, M.; Sidani, A. R.; Toye, J.; Ghosez, L. OS 1979, 59, 26. (b) Ghosez, L.; Koch, I. Swiss Pat. 681 623A, 1993.

1-Chloro-N,N,2-trimethylpropenylamine synthesis

21678-37-5
26189-59-3
Synthesis of 1-Chloro-N,N,2-trimethylpropenylamine from N,N,2-TRIMETHYLPROPIONAMIDE

1-Chloro-N,N,2-trimethylpropenylamine Preparation Products And Raw materials

Raw materials

N,N-Dimethylformamide Phosphorus oxychloride Triethylamine Sodium bicarbonate Dichloromethane
Dimethylamine Isobutyryl chloride Magnesium sulfate PETROLEUM ETHER

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Preparation Products

Methyl 1,2,3-benzothiadiazole-7-carboxylate

1-Chloro-N,N,2-trimethylpropenylamine Suppliers

Global( 104)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 20274 58
Shandong chuangyingchemical Co., Ltd. 		18853181302 sale@chuangyingchem.com CHINA 5906 58
Chongqing Chemdad Co., Ltd 		+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 49374 58
career henan chemical co 		+86-0371-86658258 +8613203830695 factory@coreychem.com China 29810 58
Zhengzhou Alfa Chemical Co.,Ltd 		+8618530059196 sale04@alfachem.cn China 11839 58
Hefei TNJ Chemical Industry Co.,Ltd. 		+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
Shaanxi Dideu Medichem Co. Ltd 		+86-029-89586680 +86-18192503167 1026@dideu.com China 7724 58
Baoji Guokang Bio-Technology Co., Ltd. 		0917-3909592 13892490616 gksales1@gk-bio.com China 9311 58
Dayang Chem (Hangzhou) Co.,Ltd. 		571-88938639 +8617705817739 info@dycnchem.com China 52849 58
Supplier Advantage
Henan Fengda Chemical Co., Ltd 		58
Shandong chuangyingchemical Co., Ltd. 		58
Chongqing Chemdad Co., Ltd 		58
CONIER CHEM AND PHARMA LIMITED 		58
career henan chemical co 		58
Zhengzhou Alfa Chemical Co.,Ltd 		58
Hefei TNJ Chemical Industry Co.,Ltd. 		58
Shaanxi Dideu Medichem Co. Ltd 		58
Baoji Guokang Bio-Technology Co., Ltd. 		58
Dayang Chem (Hangzhou) Co.,Ltd. 		58

View Lastest Price from 1-Chloro-N,N,2-trimethylpropenylamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-Chloro-N,N,2-trimethylpropenylamine pictures 2023-12-26 1-Chloro-N,N,2-trimethylpropenylamine
26189-59-3
 US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
1-Chloro-N,N,2-trimethylpropenylamine pictures 2022-09-08 1-Chloro-N,N,2-trimethylpropenylamine
26189-59-3
 US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
1-Chloro-N,N,2-trimethyl-1-propenylamine pictures 2021-07-13 1-Chloro-N,N,2-trimethyl-1-propenylamine
26189-59-3
 US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

26189-59-3(1-Chloro-N,N,2-trimethylpropenylamine)Related Search:

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TETRAMETHYL-ALPHA-CHLORENAMINE 1-CHLORO-N,N,2-TRIMETHYLPROPENYLAMINE (1-CHLORO-2-METHYLPROPENYL)DIMETHYLAMINE 1-Chloro-N,N,2-trimethylpropenylamine, 98.5+% 1-Chloro-N,N,2-trimethylpropenylamine ,98% 1-Chloro-N,N,2-triMethylpropenylaMine, 98.5+% 5ML 1-Chloro-N,N,2-triMethyl-1-propenylaMine 96% 1-chloro-N,N,2-trimethyl-1-Propen-1-amine 1-Propen-1-amine, 1-chloro-N,N,2-trimethyl- 1-Chloro-N,N,2-trimethylpropenylamine ISO 9001：2015 REACH N-(1-chloro-2-methylprop-1-enyl)-N,N-dimethylamine, 95+% 1-CHLORO-N,N,2-TRIMETHYL-1-PROPENYLAMINE Ghosez′s reagent 1-Chloro-N,N,2-trimethylprop-1-en-1-amine 1-chloride-N, N, 2-trimethyl-1-acrylamine 26189-59-3 CH32CCClNCH32 Halogenated Hydrocarbons Organic Building Blocks Alkenyl Building Blocks Alkenyl Halogenated Hydrocarbons Organic Building Blocks