6-Chloro-1-tetralone Chemical Properties

Melting point:

53 °C

Boiling point:

150°C/0.7mmHg(lit.)

Density 

1.248±0.06 g/cm3(Predicted)

refractive index 

1.59

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to lump

color 

White to Yellow to Orange

InChI

InChI=1S/C10H9ClO/c11-8-4-5-9-7(6-8)2-1-3-10(9)12/h4-6H,1-3H2

InChIKey

WQKHERPPDYPMNX-UHFFFAOYSA-N

SMILES

C1(=O)C2=C(C=C(Cl)C=C2)CCC1

CAS DataBase Reference

26673-31-4

Safety Information

HS Code 

2914390090

6-Chloro-1-tetralone Usage And Synthesis

Uses

6-Chloro-1-tetralone is a novel and potent intermediate used for synthesis of pharmaceutical compounds.

Synthesis

A solution of sodium nitrite (173 mg, 2.51 mmol) in water (5 mL) at 0 °C (ice-bath) was added to a magnetically stirred suspension of 6-Amino-1-tetralone (360 mg, 2.23 mmol) in aqueous hydrochloric acid (10 mL, 6 M) at 0 °C. This reaction mixture was added dropwise to a solution of copper(I) chloride (267 mg, 2.70 mmol) in concentrated hydrochloric acid (5 mL) at 0 °C. It was allowed to warm up to room 100 temperature and stirred for a further 2 h after which it was neutralised with solid sodium carbonate, extracted with ethyl acetate (3 × 20 mL) and concentrated in vacuo to give slightly yellow oil. This material was subjected to flash chromatography (50% chloroform in hexane) and concentration of the appropriate fractions afforded 6-chloro-1-tetralone (180 mg, 45%) as a waxy solid.

References

[1] Patent: US2015/105351, 2015, A1. Location in patent: Paragraph 0440
[2] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 11, p. 1259 - 1262
[3] Organic Letters, 2011, vol. 13, # 24, p. 6488 - 6491
[4] Patent: US2012/302562, 2012, A1. Location in patent: Page/Page column 21
[5] Australian Journal of Chemistry, 2010, vol. 63, # 2, p. 211 - 226

6-Chloro-1-tetralone(26673-31-4)Related Product Information

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• 1,2,3,4-Tetrahydronaphthalene
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• beta-Tetralone
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• Difluorochloromethane
• KETAMINE/ZYLAZINE SOLUTION--SCHEDULE*III ITEM