2,2'-Bis(bromomethyl)-1,1'-binaphthalene

Basic Information

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CAS Number

86631-56-3

Molecular Formula

C22H16Br2

Molecular Weight

440.18 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

185-187 ºC (chloroform hexane )

Boiling Point

538.1±50.0℃ at 760 mmHg

Density

1.561±0.06 g/cm3 (20 ºC 760 Torr),

Solubility

Insuluble (3.0E-6 g/L) (25 ºC),

SMILES

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c1ccc2c(c1)ccc(c2c3c(ccc4c3cccc4)CBr)CBr

InChI

InChI=1S/C22H16Br2/c23-13-17-11-9-15-5-1-3-7-19(15)21(17)22-18(14-24)12-10-16-6-2-4-8-20(16)22/h1-12H,13-14H2

InChIKey

VUUUEDHFRJQSSY-UHFFFAOYSA-N

LogP

7.449800000000005

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H314 Causes severe skin burns and eye damage
Skin corrosion/irritation

Synonyms & References

English

1,1'-Binaphthalene, 2,2'-bis(bromomethyl)-, (1R)-
(R)-2,2-Bis(bromomethyl)-1,1-binaphthalene
2,2'-Bis(bromomethyl)-1,1'-binaphthalene
(R)-2,2'-Bis(bromomethyl)-1,1'-binaphthalene
R-2,2'-Bis(broMoMethyl)-1,1'-binaphthalene

MDL Number

MFCD00185730

FAQ

What are the physical and chemical properties of 2,2'-Bis(bromomethyl)-1,1'-binaphthalene (CAS: 86631-56-3)?

2,2'-Bis(bromomethyl)-1,1'-binaphthalene is a solid with a crystalline form. Its molecular weight is approximately 415.07 g/mol. It has poor solubility in water but is soluble in organic solvents such as methanol and chloroform. This compound is highly reactive due to the presence of bromomethyl groups, making it susceptible to nucleophilic substitution reactions.

How is 2,2'-Bis(bromomethyl)-1,1'-binaphthalene (CAS: 86631-56-3) typically synthesized?

2,2'-Bis(bromomethyl)-1,1'-binaphthalene is synthesized by bromination of 1,1'-binaphthalene using N-bromosuccinimide (NBS) and peroxide as the initiator in a solution of dichloromethane. The reaction is carried out under anhydrous conditions to avoid side reactions. The yield of the product is typically around 70-80%.

What industries use 2,2'-Bis(bromomethyl)-1,1'-binaphthalene (CAS: 86631-56-3)?

2,2'-Bis(bromomethyl)-1,1'-binaphthalene is used in the pharmaceutical industry for the synthesis of certain medications. It also finds applications in the semiconductor industry due to its unique electronic properties. Additionally, it is used in the development of fluorescent dyes and sensors.

What precautions should be taken when handling 2,2'-Bis(bromomethyl)-1,1'-binaphthalene (CAS: 86631-56-3)?

When handling 2,2'-Bis(bromomethyl)-1,1'-binaphthalene, it is essential to wear personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be performed in a well-ventilated area or a fume hood. Spills should be handled immediately with caution, using appropriate absorbent materials. Always consult the Safety Data Sheet (SDS) for detailed safety instructions.