1-Chloro-N,N,2-trimethylpropenylamine

Base Information

• Chemical Name: 1-Chloro-N,N,2-trimethylpropenylamine
• CAS No.: 26189-59-3
• Molecular Formula: C6H12ClN
• Molecular Weight: 133.621
• Hs Code.: 29211990
• European Community (EC) Number: 629-420-8
• DSSTox Substance ID: DTXSID30348806
• Nikkaji Number: J856.154K
• Mol file: 26189-59-3.mol

Synonyms:26189-59-3;1-Chloro-N,N,2-trimethylpropenylamine;1-chloro-N,N,2-trimethylprop-1-en-1-amine;1-Chloro-N,N,2-trimethyl-1-propenylamine;1-chloro-N,N,2-trimethyl-1-propen-1-amine;MFCD00800562;1-chloro-n,n-2-trimethylpropenylamine;1-propen-1-amine, 1-chloro-N,N,2-trimethyl-;(1-chloro-2-methylprop-1-en-1-yl)dimethylamine;Ghosez's reagent;SCHEMBL19261;1-chloro-1-dimethylaminoisobutene;DTXSID30348806;BBL102431;STL556233;1-chloro-2,N,N-trimethylpropenylamine;AKOS005258507;l-chloro-N,N,2-trimethylpropenylamine;1-chloro-N,N, 2-trimethylpropenylamine;1-chloro-N,N,2-trimethyl-propenylamine;(1-Chloro-2-methylpropenyl)dimethylamine;1-chloro-N,N,2-trimethyl-1-propenamine;1-chloro-N,N, 2-trimethyl-propenylamine;MS-20439;N,N,2-Trimethyl-1-chloropropene-1-amine;1-Chloro-N,N,2-trimethylprop-1-enylamine;(1-chloro-2-methyl-propenyl)-dimethylamine;1-chloro-N,N,2-trimethyl-prop-1-enylamine;(1-chloro-2-methyl-propenyl)-dimethyl-amine;1-Chloro-N,N, 2-trimethyl-1-propenylamine;1-Chloro-N,N,-2-trimethyl-1-propenylamine;A5194;FT-0655628;1-chloro-1-dimethylamino-2-methylprop-1-ene;1-chloro-N,N, 2-trimethylprop-1-en-1-amine;1-chloro-N,N,2-trimethyl-prop-1-en-1-amine;1-chloro-N,N,2-trimethylprop-1-ene-1-amine;1-chloro-N, N, 2-trimethylprop-1-en-1-amine;1-CHLORO-N,N,-2-TRIMETHYLPROPENYLAMINE;EN300-367467;(1-chloro-2-methyl-1-propen-1-yl)dimethylamine;(1-Chlor-2-methyl-prop-1-en-1-yl)-dimethylamine;1-Chloro-N,N,2-trimethyl-1-propenylamine, 96%;J-802031;Q-102009;N-(1-chloro-2-methylprop-1-enyl)-N,N-dimethylamine

Chemical Property of 1-Chloro-N,N,2-trimethylpropenylamine

Chemical Property:

• Appearance/Colour: Colorless to yellow liquid
• Vapor Pressure: 2.32mmHg at 25°C
• Refractive Index: n20/D 1.453(lit.)
• Boiling Point: 161.022 °C at 760 mmHg
• PKA: 4.27±0.70(Predicted)
• Flash Point: 51.185 °C
• PSA: 3.24000
• Density: 0.958 g/cm³
• LogP: 2.03820
• Storage Temp.: Freezer (-20°C)
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 133.0658271
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

1-Chloro-N,N-2-trimethylpropenylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=C(N(C)C)Cl)C
• 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.

Technology Process of 1-Chloro-N,N,2-trimethylpropenylamine

There total 4 articles about 1-Chloro-N,N,2-trimethylpropenylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N,N,2-trimethylpropionamide (21678-37-5) → 1-chloro-1-(dimethylamino)-2-methyl-1-propene (26189-59-3)

Guidance literature:

Multistep reaction; (i) HCl, COCl₂, CHCl₃, (ii) Et₃N;

DOI:10.1021/ja00841a050

Reference yield:

1-chlor-N,N,2-trimethylpropaniminium-chlorid (52851-35-1) → 1-chloro-1-(dimethylamino)-2-methyl-1-propene (26189-59-3)

Guidance literature:

With trimethylamine; In pentane; at -78 - 4 ℃;

DOI:10.1021/jo102257k

Reference yield:

1,1-bis(dimethylamino)-2,2-dimethylethylene (10596-50-6) → 1-chloro-1-(dimethylamino)-2-methyl-1-propene (26189-59-3)

Guidance literature:

With Dichlorophenylphosphine; In chloroform;

DOI:10.1021/jo00836a090

upstream raw materials:

N,N,2-trimethylpropionamide

1,1-bis(dimethylamino)-2,2-dimethylethylene

1-chlor-N,N,2-trimethylpropaniminium-chlorid

Downstream raw materials:

N-(4-(4-(3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureido)naphthalen-1-yloxy)pyridin-2-yl)-2-(2-(methylsulfonyl)acetamido)acetamide

2,2-dimethyl-3-phenylcyclobutanone

2,2-dimethyl-3-(p-methoxyphenyl)cyclobutanone

2,2-dimethyl-3-(p-nitrophenyl)cyclobutanone

Refernces

• 1、 Weingarten,H.. "-". . p. 3970 - 3971. Retrieved 1970.
• 2、 O'Brien, Jeannette M.,Kingsbury, Jason S.. "A Practical synthesis of 3-Acyl cyclobutanones by [2 〈 2] annulation. Mechanism and utility of the zn(II)-Catalyzed condensation of r-Chloroenamines with electron-deficient alkenes". . p. 1662 - 1672. Retrieved 2011/05/12.
• 3、 -. "Aromatic and heteroaromatic acid halides for synthesizing polyamides". . . Retrieved 2008/06/13.