| Identification | More | [Name]
1,7-Dichloroheptan-4-one | [CAS]
40624-07-5 | [Synonyms]
1,7-DICHLORO-4-OXO-HEPTANE
1,7-DICHLORO-HEPTAN-4-ONE
1,7-DICHLOROHEPTANE-4-ONE
1,7-Dichloro-4-Heptanone
1,7-DICHLORO-4-OXO-HEPTANE, 98+%
1,7-Dichloro-4-ketoheptane | [Molecular Formula]
C7H12Cl2O | [MDL Number]
MFCD00019001 | [Molecular Weight]
183.08 | [MOL File]
40624-07-5.mol |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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 |
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