1,7-Dichloroheptan-4-one Chemical Properties

Boiling point:

106-110 °C(Press: 4 Torr)

Density 

1.116±0.06 g/cm3(Predicted)

storage temp. 

Refrigerator, Under inert atmosphere

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Oil

color 

Beige to Brown

InChI

InChI=1S/C7H12Cl2O/c8-5-1-3-7(10)4-2-6-9/h1-6H2

InChIKey

SCKUIKDAPAUGBE-UHFFFAOYSA-N

SMILES

C(Cl)CCC(=O)CCCCl

CAS DataBase Reference

40624-07-5(CAS DataBase Reference)

1,7-Dichloroheptan-4-one Usage And Synthesis

Uses

1,7-Dichloroheptan-4-one is a useful research chemical.

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 112, 1956 DOI: 10.1021/ja01582a034
Organic Syntheses, Coll. Vol. 4, p. 278, 1963

Synthesis

The general procedure for the synthesis of 1,7-dichloro-4-heptanone from dicyclopropyl ketone was as follows: a 10-fold excess of HCl gas was passed into the dicyclopropyl ketone (15.00 g, 136.16 mmol) for 30 minutes. The reaction mixture was stirred at room temperature for 3 hours and then passed through HCl gas again for 30 minutes. Upon completion of the reaction, a brown oily crude product (24.93 g, 100% yield) was obtained, which could be used in subsequent steps without further purification. The structure of the product was confirmed by the following characterization data: 1H NMR (300 MHz, CDCl3) δ (ppm) 2.02 (m, 4H), 2.61 (t, 4H, J=7.0 Hz), 3.55 (t, 4H, J=6.3 Hz); 13C NMR (75 MHz, [D4] MeOH) δ (ppm) 27.6,40.3, 45.2,210.7; HRMS (APCI; MeOH) m/z (%) 183 (100); Calculated value for m/z [M + H]+ C7H13Cl2O+: 183.0337, measured value 183.0337. molecular formula: C7H12Cl2O (molecular weight 183.08).

References

[1] Journal of Medicinal Chemistry, 2012, vol. 55, # 10, p. 4605 - 4618
[2] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 14, p. 3957 - 3969
[3] Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 7, p. 1218 - 1220

1,7-Dichloroheptan-4-one(40624-07-5)Related Product Information

• Thionyl chloride
• Sodium dichloroisocyanurate
• 6-Methyl-5-hepten-2-one
• Sodium 1-heptanesulfonate
• 17alpha-Ethynyl-19-nortestosterone 17-heptanoate
• Dichloroethane
• Quinclorac
• Heptane
• 4-Heptanone
• D-MANNOHEPTULOSE
• N,N-Dimethylacetamide
• ENDRIN KETONE
• Chlordecone
• 1,7-DICHLOROHEPTANE
• PENTACHLORO-A-KETOHYDRONAPHTHALENE
• 1,7-Dichloroheptan-4-one
• KEPONE-13C8
• 2,3,5,6-TETRACHLORO-4,4-DIMETHOXYPENTACYCLO[5.4.0.0(2,6).0(3,10).0(5,9)]UNDECANE-8,11-DIONE