2,2'-Dibromo-9,9'-spirobifluorene

Base Information

• Chemical Name: 2,2'-Dibromo-9,9'-spirobifluorene
• CAS No.: 67665-47-8
• Molecular Formula: C25H14Br2
• Molecular Weight: 474.194
• Hs Code.: 2903999090
• European Community (EC) Number: 679-884-0
• DSSTox Substance ID: DTXSID00461112
• Nikkaji Number: J1.706.394D,J3.634.964F,J3.634.965D
• Wikidata: Q72465031
• Mol file: 67665-47-8.mol

Synonyms:2,2'-dibromo-9,9'-spirobifluorene

Chemical Property of 2,2'-Dibromo-9,9'-spirobifluorene

Chemical Property:

• Melting Point: 240°C(lit.)
• Boiling Point: 557.4 °C at 760 mmHg
• Flash Point: 335.1 °C
• PSA: 0.00000
• Density: 1.74 g/cm³
• LogP: 7.55510
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 473.94418
• Heavy Atom Count: 27
• Complexity: 523

Purity/Quality:

99% ^*data from raw suppliers

2,2''-Dibromo-9,9''-spirobi[fluorene] ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(C24C5=CC=CC=C5C6=C4C=C(C=C6)Br)C=C(C=C3)Br

Technology Process of 2,2'-Dibromo-9,9'-spirobifluorene

There total 15 articles about 2,2'-Dibromo-9,9'-spirobifluorene 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: 88.0%

9,9'-spirobifluorene (159-66-0) → 2,2′-dibromo-9,9′-spirobi[9H-fluorene] (67665-47-8)

Guidance literature:

With bromine; iron(III) chloride; In chloroform; at 0 ℃; for 24h;

DOI:10.1021/jo011146z

Reference yield: 77.4%

bis(4'-bromobiphenyl-2-yl)methanone (864957-74-4) → 2,2′-dibromo-9,9′-spirobi[9H-fluorene] (67665-47-8)

Guidance literature:

With methanesulfonic acid; at 120 ℃;

DOI:10.1021/ol0513591

Reference yield: 58.0%

2,2′-diamino-9,9′-spirobifluorene (67665-45-6) → 2,2′-dibromo-9,9′-spirobi[9H-fluorene] (67665-47-8)

Guidance literature:

With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 60 ℃; for 0.5h;

DOI:10.1039/b205334a

upstream raw materials:

9,9'-spirobifluorene

2,2′-diamino-9,9′-spirobifluorene

bis(4'-bromobiphenyl-2-yl)methanone

bis(4'-trimethylsilanylbiphenyl-2-yl)methanone

Downstream raw materials:

2,2'-bis(4-hexyl-2-thienyl)-9,9'-spirobifluorene

C₆₅H₇₂S₄

2,2'-bis(5-bromo-4-hexyl-2-thienyl)-9,9'-spirobifluorene

C₆₅H₇₀Br₂S₄

Refernces

• 1、 Schmidt, Hauke C.,Larsen, Christopher B.,Wenger, Oliver S.. "Electron Transfer around a Molecular Corner". supporting information. p. 6696 - 6700. Retrieved 2018/03/26.
• 2、 Pei, Jian,Ni, Jing,Zhou, Xing-Hua,Cao, Xiao-Yu,Lai, Yee-Hing. "Head-to-tail regioregular oligothiophene-functionalized 9,9′-spirobifluorene derivatives. 1. Synthesis". . p. 4924 - 4936. Retrieved 2007/10/03.