1,8-Dibromonaphthalene

Basic Information

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CAS Number

17135-74-9

Molecular Formula

C10H6Br2

Molecular Weight

285.97 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

108.0 to 112.0 deg-C

Boiling Point

140°C/0.1mmHg

Density

1.834

Flash Point

184.7°C

Refractive Index

1.688

SMILES

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C1=CC2=C(C(=C1)Br)C(=CC=C2)Br

InChI

InChI=1S/C10H6Br2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6H

InChIKey

DLXBGTIGAIESIG-UHFFFAOYSA-N

LogP

4.364800000000001

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

142

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

SB67004
D4656
A811320
CS-W002485
AMY18519
17135-74-9
MFCD00183574
1,8-dibromonaphtalene
1,8-Dibromonaphthalene #
SCHEMBL1187339
FT-0607039
AKOS015903753
1,8-Dibromonaphthalene
1,8-DIBROMO-NAPHTHALENE
Naphthalene, 1,8-dibromo-
SY019521
AS-19094
EN300-6473453
DTXSID80347743
1,8-Dibromonaphtalene
1,8-DBN
1,8-dibroMophthalene
Naphthalene,1,8-dibromo-
1,8-dibroMonaphthalene 1,8-DBN
1,8-bis(bromanyl)naphthalene
BBL103576
STL557386
AB0031379
X4456
135D749
1,8-DIBROMONAPHTALENE

MDL Number

MFCD00183574

Customs Code

2903999090

FAQ

What are the physical and chemical properties of 1,8-Dibromonaphthalene (CAS: 17135-74-9)?

1,8-Dibromonaphthalene (CAS: 17135-74-9) is a crystalline solid with a molecular weight of approximately 270.07 g/mol. It has a high melting point of 222–224 °C and is slightly soluble in water but soluble in organic solvents like ethanol and acetone. Chemically, it is less reactive than naphthalene but can undergo electrophilic substitution reactions. It is commonly used as a starting material in organic synthesis and as a halogenated aromatic compound in various applications.

How is 1,8-Dibromonaphthalene (CAS: 17135-74-9) typically synthesized?

1,8-Dibromonaphthalene (CAS: 17135-74-9) can be synthesized by brominating naphthalene in the presence of a Lewis acid catalyst such as aluminum bromide. The reaction involves the selective bromination of the naphthalene ring, followed by workup and purification. The yield is typically around 80-85%, and the method is commonly used in academic and industrial settings for the production of brominated derivatives.

What industries use 1,8-Dibromonaphthalene (CAS: 17135-74-9)?

1,8-Dibromonaphthalene (CAS: 17135-74-9) is used in various industries, including pharmaceuticals, where it serves as a precursor for the synthesis of drugs, and in polymers, where it can be used as a comonomer. It is also utilized in the production of sensors and semiconductors due to its unique chemical properties and reactive nature.

What precautions should be taken when handling 1,8-Dibromonaphthalene (CAS: 17135-74-9)?

When handling 1,8-Dibromonaphthalene (CAS: 17135-74-9), appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. The compound should be stored in a sealed container in a cool, dry place away from sources of ignition. Fume hoods should be used during handling to minimize exposure. In case of spill, the area should be cleaned up immediately using appropriate absorbents, and the material safety data sheet (MSDS) should be consulted for specific instructions. Proper disposal methods should also be followed, and it is advisable to work in a well-ventilated area to ensure safety.