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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-N,N,2-trimethyl-1-propenylamin;(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%
CBNumber:
CB4484804
Molecular Formula:
C6H12ClN
Molecular Weight:
133.62
MDL Number:
MFCD00800562
MOL File:
26189-59-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:43:09
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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
InChI 1S/C6H12ClN/c1-5(2)6(7)8(3)4/h1-4H3
InChIKey GQIRIWDEZSKOCN-UHFFFAOYSA-N
SMILES CN(C)\C(Cl)=C(\C)C
UNSPSC Code 12352302
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)Corrosion (GHS05)
GHS02,GHS05
Signal word  Danger
Hazard statements  H226-H314
Precautionary statements  P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes  C
Risk Statements  10-34
Safety Statements  16-26-36/37/39-45
RIDADR  UN 2734 8/PG 1
WGK Germany  3
HazardClass  8, 3
HS Code  29211990
Storage Class 3 - Flammable liquids
Hazard Classifications Flam. Liq. 3
Skin Corr. 1B
Excepted Quantities Not Permitted as Excepted Quantity

1-Chloro-N,N,2-trimethylpropenylamine price More Price(25)

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 $201 2026-04-30 Buy
Sigma-Aldrich 498270 1-Chloro-N,N,2-trimethyl-1-propenylamine 96% 26189-59-3 50ml $1400 2026-04-30 Buy
TRC TRC-C349260-5G 1-Chloro-N,N-2-trimethylpropenylamine (>90%) 26189-59-3 5g $384 2026-06-03 Buy
TRC TRC-C349260-500MG 1-Chloro-N,N-2-trimethylpropenylamine (>90%) 26189-59-3 500mg $78 2026-06-03 Buy
TRC TRC-C349260-2.5G 1-Chloro-N,N-2-trimethylpropenylamine (>90%) 26189-59-3 2.5g $215 2026-06-03 Buy
Product number Packaging Price Buy
498270 5ml $201 Buy
498270 50ml $1400 Buy
TRC-C349260-5G 5g $384 Buy
TRC-C349260-500MG 500mg $78 Buy
TRC-C349260-2.5G 2.5g $215 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 oxitrichloride 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( 109)Suppliers
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Beijing Ouhe Technology Co., Ltd 13552068683 13522913783 2355560935@qq.com China 11777 60
JinYan Chemicals(ShangHai) Co.,Ltd. 13817811078 sales@jingyan-chemical.com China 9963 60
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
China DongFan Chemical Co.,LTD 86-0571-85151182 China 5681 66
Thermo Fisher Scientific 800-810-5118 cnchemical@thermofisher.com China 17752 75
Beijing innoChem Science & Technology Co.,Ltd. 400-810-7969 010-59572699 ningzi.li@inno-chem.com.cn China 6122 55
Shanghai Topbiochem Technology Co., Ltd 021-58170097 info@topbiochem.com China 9513 58
Supplier Advantage
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
Energy Chemical 61
Beijing Ouhe Technology Co., Ltd 60
JinYan Chemicals(ShangHai) Co.,Ltd. 60
Shanghai Hanhong Scientific Co.,Ltd. 64
China DongFan Chemical Co.,LTD 66
Thermo Fisher Scientific 75
Beijing innoChem Science & Technology Co.,Ltd. 55
Shanghai Topbiochem Technology 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 2026-09-02 1-Chloro-N,N,2-trimethylpropenylamine
26189-59-3
 $1.00-100.00 1KG 99% Henan Fengda Chemical Co., Ltd
1-Chloro-N,N,2-trimethylpropenylamine pictures 2025-04-04 1-Chloro-N,N,2-trimethylpropenylamine
26189-59-3
 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
 $10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd

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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-chloride-N, N, 2-trimethyl-1-acrylamine 1-Chloro-N,N,2-trimethyl-1-propenylamine 1-Chloro-N,N-2-trimethylpropenylamine (>90%) 1-CHLORO-N,N,2-TRIMETHYL-1-PROPENYLAMINE 1-Chloro-N,N,2-trimethylprop-1-en-1-amine Ghosez′s reagent 1-Chloro-N,N,2-trimethyl-1-propenylamin 26189-59-3 CH32CCClNCH32 Halogenated Hydrocarbons Organic Building Blocks Alkenyl Building Blocks Alkenyl Halogenated Hydrocarbons Organic Building Blocks