| Identification | Back Directory | [Name]
6-Chloro-1-tetralone | [CAS]
26673-31-4 | [Synonyms]
6-chloro-3
5-CHLORO-L-INDOMONE
5-CHLORO-1-INDOMONE
6-CHLORO-TETRAL-1-ON
6-Chloro-1-tetralone
6-Chloro-α-Tetralone
6-Chloro-tetral-1-one
6-chlorotetralin-1-one
6-Chloro-1-tetralone 98%
6-Chloro-1-tetralone >
3,4,6-trichloronaphthalen-1(2H)-one
6-Chloro-3,4-dihydro-2H-naphthalen-1-one
6-Chloro-3,4-dihydro-1(2H)-naphthalenone
6-chloro-3,4-dihydronaphthalen-1(2H)-one
1(2H)-Naphthalenone, 6-chloro-3,4-dihydro- | [EINECS(EC#)]
808-038-7 | [Molecular Formula]
C10H9ClO | [MDL Number]
MFCD04114377 | [MOL File]
26673-31-4.mol | [Molecular Weight]
180.63 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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 |
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