4-Bromo[2.2]paracyclophane

Base Information

• Chemical Name: 4-Bromo[2.2]paracyclophane
• CAS No.: 1908-61-8
• Molecular Formula: C16H15 Br
• Molecular Weight: 287.199
• DSSTox Substance ID: DTXSID20453170
• Nikkaji Number: J638.003D
• Wikidata: Q82274221
• Mol file: 1908-61-8.mol

Synonyms:4-Bromo[2.2]paracyclophane;1908-61-8;Racemic-4-bromo[2,2]paracyclophane;37503-79-0;(1R)-5-Bromotricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene;(1S)-5-Bromotricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene;5-bromotricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene;37503-80-3;5-Bromo[2.2]paracyclophane;SCHEMBL2262585;DTXSID20453170;(R)-4-Bromo[2.2]paracyclophane;racemic-4-Bromo[2.2]paracyclophane;MFCD00187358;CS-0098583;CS-0098587;FT-0633905;(R)-(-)-4-BROMO[2.2]PARACYCLOPHANE;10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N;E77213;F77730;BrC1=C2CCC3=CC=C(C=C3)CCC(C=C2)=C1;10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.1;10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.3;10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.4;10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.5;10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.6;10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.7;doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N;doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.1;doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.3;doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.4;doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.5;doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.6;doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.7

Chemical Property of 4-Bromo[2.2]paracyclophane

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 132-134 °C
• Refractive Index: 1.608
• Boiling Point: 370.5°Cat760mmHg
• Flash Point: 174.6°C
• PSA: 0.00000
• Density: 1.319g/cm³
• LogP: 4.33290
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 286.03571
• Heavy Atom Count: 17
• Complexity: 242

Purity/Quality:

98%Min ^*data from raw suppliers

racemic-4-Bromo[2.2]paracyclophane, min. 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC(=C(CCC3=CC=C1C=C3)C=C2)Br

Technology Process of 4-Bromo[2.2]paracyclophane

There total 4 articles about 4-Bromo[2.2]paracyclophane 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%

[2.2]Paracyclophan (1633-22-3) → 4-bromo[2.2]paracyclophane (1908-61-8,37503-79-0)

Guidance literature:

With bromine; iron; In tetrachloromethane; dichloromethane; for 2h;

DOI:10.1002/(SICI)1099-0690(199907)1999:7<1653::AID-EJOC1653>3.0.CO;2-R

Reference yield: 62.0%

2-bromo-1-tricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaen-5-yl-ethanone (735-65-9) → 4-bromo[2.2]paracyclophane (1908-61-8,37503-79-0)

Guidance literature:

With sodium tetrahydroborate; water; In ethanol; at 40 ℃;

DOI:10.1007/BF02219000

Reference yield:

[2.2]Paracyclophan (1633-22-3) + bromine (7726-95-6) → 4-bromo[2.2]paracyclophane (1908-61-8,37503-79-0)

Guidance literature:

With iron; In dichloromethane;

DOI:10.1016/j.jorganchem.2015.03.010

upstream raw materials:

[2.2]Paracyclophan

2-bromo-1-tricyclo[8.2.2.24,7]hexadeca-1⁽¹³⁾,4,6,10⁽¹⁴⁾,11,15-hexaen-5-yl-ethanone

bromine

Downstream raw materials:

5-Hydroxy-4-methylmercypto-<2,2>paracyclophan

pseudo-p-Brom-acetyl-<2,2>paracyclophan

4-methyl<2.2>paracyclophane

(R_p)-1,4(1,4)-dibenzenacyclohexaphan-1²-amine