4,16-Dibromo[2.2]paracyclophane

Basic Information

View in Editor

CAS Number

96392-77-7

Molecular Formula

C16H14Br2

Molecular Weight

366.09 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

249-252°C

Boiling Point

417.9±45.0 °C(Predicted)

Density

1.565±0.06 g/cm3(Predicted)

SMILES

View in Editor

C1CC2=C(C(=CC=C2)CCC3=C(C=CC1=C3)Br)Br

InChI

InChI=1S/C16H14Br2/c17-15-9-5-11-4-6-12-2-1-3-13(16(12)18)7-8-14(15)10-11/h1-3,5,9-10H,4,6-8H2

InChIKey

BRXUHYFFGQYIJL-UHFFFAOYSA-N

LogP

5.095400000000002

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Synonyms & References

English

4,16-Dibromo[2.2]paracyclophane
5,11-Dibromotricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene (ACI)
4,16-DIBROMO[2.2]PARACYCLOPHANE
Pseudo-para-4,16-Dibromo[2,2]paracyclophane
BRXUHYFFGQYIJL-UHFFFAOYSA-N
racemic-5,11-Dibromotricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene
Tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene, 5,11-dibromo-
4,16-Dibromo[2.2]paracyclophane[5,11-Dibromotricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene
5,15-dibromotricyclo[9.3.1.1?,?]hexadeca-1(15),4(16),5,7,11,13-hexaene

MDL Number

MFCD09953451

FAQ

What are the physical and chemical properties of 4,16-Dibromo[2.2]paracyclophane (CAS: 96392-77-7)?

4,16-Dibromo[2.2]paracyclophane is a crystalline solid with a high molecular weight. Its solubility in common organic solvents is low. This compound is known for its reactivity towards nucleophiles and electrophiles, making it useful in organic synthesis and functional group transformations.

How is 4,16-Dibromo[2.2]paracyclophane (CAS: 96392-77-7) typically synthesized?

4,16-Dibromo[2.2]paracyclophane is synthesized via bromination of a precursor compound, using NBS (N-bromosuccinimide) as a brominating agent. The process involves heating the substrate in a suitable solvent under anhydrous conditions to achieve high regioselectivity and yield.

What industries use 4,16-Dibromo[2.2]paracyclophane (CAS: 96392-77-7)?

4,16-Dibromo[2.2]paracyclophane is used in the pharmaceutical industry for the synthesis of certain medications, in the polymer industry as a monomer, and in the semiconductor industry for doping purposes. It is also employed in the development of sensors and electronic materials.

What precautions should be taken when handling 4,16-Dibromo[2.2]paracyclophane (CAS: 96392-77-7)?

When handling 4,16-Dibromo[2.2]paracyclophane, wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Work in a well-ventilated fume hood. In case of spillage, use appropriate spill kits and refer to the Safety Data Sheet (SDS) for detailed procedures. Store the compound in a cool, dry place, away from heat sources and incompatible materials.