1-Bromobenzocyclobutene

Base Information

• Chemical Name: 1-Bromobenzocyclobutene
• CAS No.: 21120-91-2
• Molecular Formula: C8H7Br
• Molecular Weight: 183.048
• Hs Code.: 2903898090
• Mol file: 21120-91-2.mol

Synonyms:7-Bromobicyclo[4.2.0]octa-1,3,5-triene;

Chemical Property of 1-Bromobenzocyclobutene

Chemical Property:

• Vapor Pressure: 0.168mmHg at 25°C
• Refractive Index: n20/D 1.59(lit.)
• Boiling Point: 220.3 °C at 760 mmHg
• Flash Point: 75.2 °C
• Density: 1.589 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

7-bromobicyclo[4.2.0]octa-1,3,5-triene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 1-Bromobenzocyclobutene may be used in the synthesis of following compounds:five-membered zirconacyclesbenzocyclobutenol and benzocyclobutenone2,3-dimethoxyprotoberberinium bromide, via reaction with 3,4-dihydro-6,7-dimethoxyisoquinoline

Technology Process of 1-Bromobenzocyclobutene

There total 9 articles about 1-Bromobenzocyclobutene 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: 40.0%

Vinyl bromide (593-60-2,25951-54-6) + benzenedizolium-2-carboxylate (1608-42-0) → 1-bromobenzocyclobutene (21120-91-2)

Guidance literature:

In 1,2-dichloro-ethane; for 0.5h; Heating;

Reference yield: 26.0%

Bromoform (75-25-2) + Cyclohepta-1,3,5-triene (544-25-2) → 1-bromobenzocyclobutene (21120-91-2) + 1,1-dibromo-2-phenylethane (2612-38-6)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; at 145 ℃; for 10h;

DOI:10.1021/jo00332a035

Reference yield: 5.94%

Bromoform (75-25-2) + Cyclohepta-1,3,5-triene (544-25-2) → 1-bromobenzocyclobutene (21120-91-2)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; at 145 ℃; for 9 - 10h;

upstream raw materials:

benzocyclobutene

Vinyl bromide

benzenedizolium-2-carboxylate

Bromoform

Downstream raw materials:

(R,S/S,R)-1,1'-bi(cyclobutabenzene)

(R,R/S,S)-1,1-bi(cyclobutabenzene)

1-cyanobenzocyclobutane

7-(2-methylphenyl)bicyclo[4.2.0]octa-1,3,5-triene

Refernces

• 1、 Cava,Napier. "-". . p. 2255. Retrieved 1958.
• 2、 Barton, John W.,Shepherd, Michael K.. "Synthesis and Rearrangements of 1,1'-Bi(benzocyclobutylidene) and its Derivatives". . p. 1561 - 1566. Retrieved 2007/10/02.