7-Chloro-1-tetralone

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CAS:26673-32-5
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  • CAS:26673-32-5
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  • 2022-01-04
  • CAS:26673-32-5
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7-Chloro-1-tetralone Basic information
Uses
Product Name:7-Chloro-1-tetralone
Synonyms:7-chloro-3,4-dihydronaphthalen-1(2H)-one;7-chloro-3;7-chloro-1,2,3,4-tetrahydronaphthalen-1-one;1(2H)-Naphthalenone, 7-chloro-3,4-dihydro-;7-CHLORO-1-TETRALONE;7-CHLORO-3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE;7-Chloro-α-Tetralone;7-Chloro-3,4-dihydro-2H-phthalen-1-one
CAS:26673-32-5
MF:C10H9ClO
MW:180.63
EINECS:808-026-1
Product Categories:
Mol File:26673-32-5.mol
7-Chloro-1-tetralone Structure
7-Chloro-1-tetralone Chemical Properties
Melting point 93.0 to 97.0 °C
Boiling point 115°C/0.3mmHg(lit.)
density 1.248±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility soluble in Toluene
form powder to crystal
color White to Yellow to Green
λmax305nm(MeOH)(lit.)
InChIInChI=1S/C10H9ClO/c11-8-5-4-7-2-1-3-10(12)9(7)6-8/h4-6H,1-3H2
InChIKeyIIMAYXKDBHTQHC-UHFFFAOYSA-N
SMILESC1(=O)C2=C(C=CC(Cl)=C2)CCC1
CAS DataBase Reference26673-32-5
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany WGK 3
HS Code 2914790090
Storage Class11 - Combustible Solids
MSDS Information
7-Chloro-1-tetralone Usage And Synthesis
Uses7-Chloro-1-tetralone (cas# 26673-32-5) is a useful research chemical.
Chemical PropertiesPale yellow to white crystalline powder
Synthesis
4-(4-Chlorophenyl)butanoic acid

4619-18-5

7-Chloro-1-tetralone

26673-32-5

General procedure for the synthesis of 7-chloro-3,4-dihydro-2H-1-naphthalenone from 4-(4-chlorophenyl)butyric acid: polyphosphoric acid (20 g, excess) was placed in a beaker and heated to 90 °C. 4-(4-Chlorophenyl)butyric acid (3 g, 17 mmol) was added in batches. The reaction mixture was stirred for 5 minutes and then polyphosphoric acid (20 g, excess) was added and continued to be heated at 90°C for 5 minutes. The resulting thick orange viscous oil was cooled to 60 °C, followed by the slow addition of water. After completion of the reaction, the mixture was cooled to room temperature and extracted with ethyl acetate (EtOAc). The organic phase was washed sequentially with water, 1N NaOH solution and water, dried with anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to give a white solid product (2.5 g, 81% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 2.12-2.18 (m, 2H), 2.67 (t, J = 6.8 Hz, 2H), 2.95 (t, J = 6.8 Hz, 2H), 7.22 (d, J = 8.0 Hz, 1H), 7.42 (dd, J = 10.2, 2.4 Hz, 1H), 7.85 (d , J = 2.4 Hz, 1H).

References[1] Angewandte Chemie - International Edition, 2017, vol. 56, # 41, p. 12476 - 12480
[2] Angew. Chem., 2017, vol. 129, p. 12650 - 12654,5
[3] Journal of Medicinal Chemistry, 2009, vol. 52, # 21, p. 6768 - 6781
[4] Patent: WO2017/150904, 2017, A1. Location in patent: Paragraph 312-314
[5] Synthetic Communications, 1991, vol. 21, # 8-9, p. 981 - 987
Tag:7-Chloro-1-tetralone(26673-32-5) Related Product Information
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