1-Chloro-6,6-dimethyl-2-heptene-4-yne

Base Information

• Chemical Name: 1-Chloro-6,6-dimethyl-2-heptene-4-yne
• CAS No.: 83554-69-2
• Molecular Formula: C9H13Cl
• Molecular Weight: 151.252
• Hs Code.: 2921199090
• DSSTox Substance ID: DTXSID00699418
• Mol file: 83554-69-2.mol

Synonyms:2-Hepten-4-yn-1-amine,N,6,6-trimethyl-, (E)-;

Chemical Property of 1-Chloro-6,6-dimethyl-2-heptene-4-yne

Chemical Property:

• Vapor Pressure: 0.324mmHg at 25°C
• Melting Point: 163-166 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
• Refractive Index: 1.475
• Boiling Point: 207.5 °C at 760 mmHg
• PKA: 8.63±0.10(Predicted)
• Flash Point: 74.7 °C
• PSA: 0.00000
• Density: 0.946 g/cm³
• LogP: 2.83090
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 151.136099547
• Heavy Atom Count: 11
• Complexity: 182

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Chloro-6,6-dimethyl-2-heptene-4-yne 70% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C#CC=CCNC

Technology Process of 1-Chloro-6,6-dimethyl-2-heptene-4-yne

There total 6 articles about 1-Chloro-6,6-dimethyl-2-heptene-4-yne 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: 99.0%

(E)-N-trifluoroacetyl-N,6,6-trimethyl-2-hepten-4-ynamine (135679-76-4) → trans-N-(6,6-dimethylhept-2-en-4-ynyl)-methylamine (83554-69-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 1.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86465-6

Reference yield:

(E)-6,6-dimethyl-2-hepten-4-ynyl bromide (78629-21-7) → trans-N-(6,6-dimethylhept-2-en-4-ynyl)-methylamine (83554-69-2)

Guidance literature:

With methylamine; In ethanol;

Reference yield:

(E/Z)-1-bromo-6,6-dimethylhept-2-ene-4-yne (126764-15-6) → trans-N-(6,6-dimethylhept-2-en-4-ynyl)-methylamine (83554-69-2)

Guidance literature:

Multi-step reaction with 3 steps

1: EtN(i-Pr)2 / dimethylformamide / Ambient temperature

2: 95 percent / TEA / CH₂Cl₂ / 1 h / Ambient temperature

3: 99 percent / NaBH₄ / ethanol / 1.5 h / Ambient temperature

With sodium tetrahydroborate; TEA; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)86465-6

upstream raw materials:

(E)-N-trifluoroacetyl-N,6,6-trimethyl-2-hepten-4-ynamine

(E/Z)-1-bromo-6,6-dimethylhept-2-ene-4-yne

methylamine

(E)-N-(2,4-dimethoxybenzyl)-N,6,6-trimethyl-2-hepten-4-ynamine

Downstream raw materials:

trans-N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methyl-(2-bromobenzyl)amine

Trans-3'-[N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methylaminomethyl]acetophenone

Trans-3'-[N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methylaminomethyl]propiophenone

Refernces

• 1、 Nussbaumer,Baumann,Dechat,Harasek. "Highly selective TFAA-cleavage of tertiary 2,4-dimethoxybenzylamines and its use in the synthesis of secondary amines". . p. 4591 - 4602. Retrieved 2007/10/02.
• 2、 -. "Benzothienylallylamines processes for their production and their use as pharmaceuticals". . . Retrieved 2008/06/13.