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

λmax

305nm(MeOH)(lit.)

InChI

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

InChIKey

IIMAYXKDBHTQHC-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

26673-32-5

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2914790090

7-Chloro-1-tetralone Usage And Synthesis

Uses

7-Chloro-1-tetralone (cas# 26673-32-5) is a useful research chemical.

Chemical Properties

Pale yellow to white crystalline powder

Synthesis

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

7-Chloro-1-tetralone(26673-32-5)Related Product Information

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