5-Bromo-1-tetralone Chemical Properties

Melting point:

47-48 °C(Solv: methanol (67-56-1))

Boiling point:

105-110 °C(Press: 0.3 Torr)

Density 

1.511±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMF: 10 mg/ml; DMSO: 10 mg/ml; Ethanol: 2 mg/ml; PBS (pH 7.2): .15 mg/ml

form 

A crystalline solid

color 

Yellow to brown

InChI

InChI=1S/C10H9BrO/c11-9-5-1-4-8-7(9)3-2-6-10(8)12/h1,4-5H,2-3,6H2

InChIKey

DMXOUYZZHVHEQR-UHFFFAOYSA-N

SMILES

C1(=O)C2=C(C(Br)=CC=C2)CCC1

CAS DataBase Reference

68449-30-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HS Code 

2909309090

5-Bromo-1-tetralone Usage And Synthesis

Description

5-Bromotetralone is a synthetic intermediate useful for pharmaceutical synthesis.

Uses

5-Bromotetralone (5-Bromo-3,4-dihydro-2H-naphthalen-1-one) is a synthetic intermediate useful for pharmaceutical synthesis.

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 4226, 1984 DOI: 10.1021/jo00196a024

Synthesis

7-Bromo-3,4-dihydro-2H-1-naphthalenone and 5-bromo-1-tetrahydronaphthalenone were synthesized using 1-tetralone as starting material with reference to the methodology reported by Cornelius, L.A.M. and Combs, D.W. in Synthetic Communications 1994, 24, 2777-2788. The procedure was as follows: the isomers in the reaction mixture were separated by silica gel fast chromatography (using a Biotage Flash 75 system with an elution solvent ratio of 20:1 hexane/methyl tert-butyl ether) to afford 5-bromo-1-tetralone (11.59 g, 51% yield) and 7-bromo-1-tetralone (9.45 g, 42% yield), respectively.

References

[1] Patent: WO2005/95326, 2005, A2. Location in patent: Page/Page column 110-111
[2] Patent: WO2004/94384, 2004, A2. Location in patent: Page 63-64
[3] Patent: WO2004/94413, 2004, A1. Location in patent: Page 63-64
[4] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 1, p. 29 - 35
[5] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 16, p. 4405 - 4409

5-Bromo-1-tetralone(68449-30-9)Related Product Information

• 3-Bromoanisole
• Dihydromyrcenol
• 4'-Bromoacetophenone
• 1-Bromonaphthalene
• 2-Bromoacetophenone
• Decahydronaphthalene
• 1-Tetralone
• Nabumetone
• 1,2,3,4-Tetrahydronaphthalene
• beta-Tetralone
• Bromine
• 6-BROMO-2-TETRALONE 98%,6-Bromo-2-tetralone, 98 %,6-BROMO-2-TETRALONE
• 5,7-dibromo-2-tetralone
• 5-BROMO-2-TETRALONE
• 7-BROMO-1-TETRALONE,7-BROMO-ALPHA-TETRALONE,7-bromo-à-tetralone
• 7-BROMO-2-TETRALONE
• 8-Bromo-1-tetralone,8-Bromo-α-Tetralone
• 2-Bromo-1-tetralone