1-Methoxy-1,3,5-cycloheptatriene

Base Information

• Chemical Name: 1-Methoxy-1,3,5-cycloheptatriene
• CAS No.: 1728-32-1
• Molecular Formula: C8H10 O
• Molecular Weight: 122.167
• Hs Code.: 2909209000
• UNII: H7GH82U4ZS
• DSSTox Substance ID: DTXSID20169401
• Nikkaji Number: J325.173J
• Wikidata: Q51183115
• Mol file: 1728-32-1.mol

Synonyms:1-MCHT;1-methoxy-1,3,5-cycloheptatriene

Chemical Property of 1-Methoxy-1,3,5-cycloheptatriene

Chemical Property:

• Vapor Pressure: 0.302mmHg at 25°C
• Boiling Point: 208.9°Cat760mmHg
• Flash Point: 72.5°C
• PSA: 9.23000
• Density: 0.95g/cm³
• LogP: 2.03280
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 122.073164938
• Heavy Atom Count: 9
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

1-Methoxycycloheptatriene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=CC1
• Uses: 1-Methoxycycloheptatriene is a known as a clastogenic mutagen that may lead to carcinogenesis. It also has application in the synthesis of non-benzenoid aromatic compounds in organic chemistry.

Technology Process of 1-Methoxy-1,3,5-cycloheptatriene

There total 7 articles about 1-Methoxy-1,3,5-cycloheptatriene 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: 85.0%

3-methoxy-1,3,5-cycloheptatriene (1714-40-5) → 1-methoxycyclohepta-1,3,5-triene (1728-32-1)

Guidance literature:

at 170 ℃; for 5h;

DOI:10.1016/S0040-4020(01)87049-6

Reference yield:

methanolic hydrogen chloride + 3-methoxy-1,3,5-cycloheptatriene (1714-40-5) → 1-methoxycyclohepta-1,3,5-triene (1728-32-1)

Guidance literature:

With hydrogenchloride; In methanol;

Reference yield:

Cyclohepta-1,3,5-triene (544-25-2) → 1-methoxycyclohepta-1,3,5-triene (1728-32-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / Et₄NOTs, NaOMe / -10 - 0 °C / carbon rod electrodes, 5 A, 3F/mol

2: 98 percent / 1 h / 150 °C

3: 85 percent / 5 h / 170 °C

With sodium methylate; tetraethylammonium tosylate;

DOI:10.1016/S0040-4020(01)87049-6

upstream raw materials:

diazomethane

methoxybenzene

3-methoxy-1,3,5-cycloheptatriene

1,4-dioxaspiro[4.6]undecane

Downstream raw materials:

Tropone

methyl ether of γ-tropolone

7-Isopropyl-1-methoxy-cyclohepta-1,3,5-triene

2-[4-(5,5-Dimethoxy-cyclohepta-1,3,6-trienyl)-phenyl]-2-methyl-[1,3]dioxolane

Refernces

• 1、 Borden et al.. "". . p. 2979,2984. Retrieved 1967.
• 2、 Shono, Tatsuya,Nozoe, Tetsuo,Maekawa, Hirofumi,Kashimura, Shigenori. "ANODIC TRANSFORMATION OF CYCLOHEPTATRIENE TO TROPONE AND TROPOLONE". . p. 555 - 558. Retrieved 2007/10/02.