5-BROMO-2-METHOXYCYCLOHEPTA-2,4,6-TRIEN-1-ONE

Base Information

• Chemical Name: 5-BROMO-2-METHOXYCYCLOHEPTA-2,4,6-TRIEN-1-ONE
• CAS No.: 33816-51-2
• Molecular Formula: C8H7 Br O2
• Molecular Weight: 215.046
• Hs Code.: 2914700090
• Mol file: 33816-51-2.mol

Synonyms:5-Bromo-2-methoxytropone

Chemical Property of 5-BROMO-2-METHOXYCYCLOHEPTA-2,4,6-TRIEN-1-ONE

Chemical Property:

• Vapor Pressure: 0.00127mmHg at 25°C
• Melting Point: 138-139 °C
• Refractive Index: 1.575
• Boiling Point: 298.4°Cat760mmHg
• Flash Point: 134.3°C
• PSA: 26.30000
• Density: 1.54g/cm³
• LogP: 1.81790

Purity/Quality:

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

5-BROMO-2-METHOXY-TROPONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-BROMO-2-METHOXYCYCLOHEPTA-2,4,6-TRIEN-1-ONE

There total 10 articles about 5-BROMO-2-METHOXYCYCLOHEPTA-2,4,6-TRIEN-1-ONE 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: 100.0%

5-bromotropolone (3172-00-7) + diazomethyl-trimethyl-silane (18107-18-1) → 5-bromo-2-methoxycyclohepta-2,4,6-trien-1-one (33816-51-2)

Guidance literature:

In methanol; dichloromethane; at 20 ℃; for 0.416667h;

DOI:10.1016/j.tetlet.2003.11.016

Reference yield: 100.0%

2-methoxy-5-trimethylstannylcyclohepta-2,4,6-trien-1-one (167010-24-4) → 5-bromo-2-methoxycyclohepta-2,4,6-trien-1-one (33816-51-2)

Guidance literature:

With pyridinium hydrobromide perbromide; In dichloromethane; 0 deg C, 30 min and room t., 16 h;

DOI:10.1071/C96167

Reference yield: 45.0%

5-bromotropolone (3172-00-7) + acetonitrile (75-05-8,26809-02-9) → 5-bromo-2-methoxycyclohepta-2,4,6-trien-1-one (33816-51-2)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; at 90 ℃; for 4h;

upstream raw materials:

diazomethane

5-bromotropolone

2-methoxy-5-trimethylstannylcyclohepta-2,4,6-trien-1-one

dimethyl sulfate

Downstream raw materials:

2-methoxy-5-phenylcyclohepta-2,4,6-trien-1-one

2-methoxy-5-{4-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]-(2H-benzo[d]1,3-dioxolen-5-yl)}cyclohepta-2,4,6-trien-1-one

2-methoxy-5-{5-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl](2H,3H-benzo[e]1,4-dioxin-6-yl)}cyclohepta-2,4,6-trien-1-one

3,5,7-tribromo-2-methoxycyclohepta-2,4,6-trienone

Refernces

• 1、 -. "HINOKITIOL ANALOGUES, METHODS OF PREPARING AND PHARMACEUTICAL COMPOSITIONS THEREOF". Page/Page column 211. . Retrieved 2019/11/04.
• 2、 Deveau, Amy Morin,Macdonald, Timothy L.. "Practical synthesis of biaryl colchicinoids containing 3′,4′- catechol ether-based A-rings via Suzuki cross-coupling with ligandless palladium in water". . p. 803 - 807. Retrieved 2007/10/03.