2-Propanamine, 2-methyl-N-methylene-

Base Information

• Chemical Name: 2-Propanamine, 2-methyl-N-methylene-
• CAS No.: 13987-61-6
• Molecular Formula: C5H11N
• Molecular Weight: 85.149
• Hs Code.: 2921199090
• European Community (EC) Number: 237-781-4
• UNII: DW8995TTJ9
• DSSTox Substance ID: DTXSID1065689
• Nikkaji Number: J216.804I
• Wikidata: Q72503675
• Mol file: 13987-61-6.mol

Synonyms:tert-Butylazomethine;13987-61-6;N-tert-butylmethanimine;2-Propanamine, 2-methyl-N-methylene-;N-Methylene-t-butylamine;tert-Butylformaldimine;tert-Butylmethyleneamine;N-Methylene-tert-butylamine;2-Methyl-N-methylene-2-propanamine;EINECS 237-781-4;DW8995TTJ9;2-methyl-n-methylenepropan-2-amine;UNII-DW8995TTJ9;DTXSID1065689;AKOS006274593;Ethylamine, 1,1-dimethyl-N-methylene-;LS-119540;FT-0636985;2-(3-Fluorophenyl)-1,3-thiazole-4-carboxylicacid;Ethylamine, 1,1-dimethyl-N-methylene- (6CI,7CI,8CI)

Chemical Property of 2-Propanamine, 2-methyl-N-methylene-

Chemical Property:

• Vapor Pressure: 72.7mmHg at 25°C
• Refractive Index: 1.393
• Boiling Point: 87.1 °C at 760 mmHg
• PKA: 7.20±0.50(Predicted)
• Flash Point: -3℃
• PSA: 12.36000
• Density: 0.71 g/cm³
• LogP: 1.48550
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 85.089149355
• Heavy Atom Count: 6
• Complexity: 49.4

Purity/Quality:

98%Min ^*data from raw suppliers

TERT-BUTYLAZOMETHINE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)N=C
• Uses: N-tert-Butylazomethine is an important compound in synthetic chemistry such as in the synthesis of GSK369796 (N-tert-Butyl Isoquine) which is a novel 4-Aminoquinoline antimalarial drug.

Technology Process of 2-Propanamine, 2-methyl-N-methylene-

There total 8 articles about 2-Propanamine, 2-methyl-N-methylene- 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: 94.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + tert-butylamine (75-64-9) → N-methylene-tert-butylamine (13987-61-6)

Guidance literature:

for 1.75h; Ambient temperature;

DOI:10.1055/s-1994-25526

Reference yield: 79.0%

methanol (67-56-1) + 2-tert-butyl-oxaziridine (16479-80-4,63017-52-7,355012-92-9) + dimethyl(2,2'-bipyridine)platinum(II) (52594-52-2) → [Pt(OH)(OMe)Me2(2,2′-bipyridine)] (186321-16-4,83582-48-3) + N-methylene-tert-butylamine (13987-61-6)

Guidance literature:

Schlenk technique;

DOI:10.1021/om400079b

Reference yield:

2-tert-butyl-oxaziridine (16479-80-4,63017-52-7,355012-92-9) + dimethylsulfide (75-18-3) + 4-nitrobenzaldehdye (555-16-8) → N-methylene-tert-butylamine (13987-61-6) + dimethyl sulfoxide (67-68-5,8070-53-9)

Guidance literature:

In chloroform-d1; at 80 ℃; for 10h; Product distribution; further nucleophilic reagent: Ph₃P;

DOI:10.1021/jo00316a025

upstream raw materials:

formaldehyd

tert-butylamine

2-tert-butyl-oxaziridine

dimethylsulfide

Downstream raw materials:

C-tert.Butylamino-N-(3,5-di-tert.butylphenyl)-nitron

N-methyl-tert-butylamine

3-tert.-Butyl-5-methyl-oxazolidin

N-<(Nitrobenzoyloxy)methyl>-N-nitroso-tert-butylamin

Refernces

• 1、 Pellarin, Kyle R.,Puddephatt, Richard J.. "Oxidation of a dimethylplatinum(II) complex with oxaziridines: A hemiaminal intermediate but no oxo complex". . p. 3604 - 3610. Retrieved 2013/07/26.
• 2、 -. "Method of preparing electron deficient olefins". Page/Page column 10; fig.1. . Retrieved 2009/08/14.