| Identification | More | [Name]
7-CHLORO-1-INDANONE | [CAS]
34911-25-6 | [Synonyms]
7-CHLORO-1-INDANONE
7-CHLORO-INDAN-1-ONE
7-chloro-2,3-dihydroinden-1-one | [EINECS(EC#)]
202-110-6 | [Molecular Formula]
C9H7ClO | [MDL Number]
MFCD06796576 | [Molecular Weight]
166.6 | [MOL File]
34911-25-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
98 °C | [Boiling point ]
288.2±29.0 °C(Predicted) | [density ]
1.312±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [Appearance]
Off-white to yellow Solid | [InChI]
InChI=1S/C9H7ClO/c10-7-3-1-2-6-4-5-8(11)9(6)7/h1-3H,4-5H2 | [InChIKey]
YNFZQNGHYQYLCF-UHFFFAOYSA-N | [SMILES]
C1(=O)C2=C(C=CC=C2Cl)CC1 | [CAS DataBase Reference]
34911-25-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P305+P351+P338 | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HS Code ]
2914390090 |
| Hazard Information | Back Directory | [Uses]
7-Chloro-1-indanone is a reagent used to synthesize tetracyclic quinoline and quinoxaline carboxamides which are used as therapeutic topoisomerase inhibitors. | [Synthesis]
Dichloromethane (400 mL) was added to the crude product (compound-II-a) under ice bath conditions. A solution of titanium tetrachloride (11.3 g) in dichloromethane (50 mL) was slowly added dropwise, the internal temperature of the reaction system was controlled to be less than 10°C, followed by a slow warming up to room temperature with continuous stirring. The progress of the reaction was monitored by gas chromatography until the amount of raw material remaining was less than 3% (about 8 hours). Upon completion of the reaction, the reaction solution was poured into ice water (~2 L) and extracted with dichloromethane to combine the organic phases. The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated to give the crude product. Purification by fast column chromatography (eluent ratio: ethyl acetate/petroleum ether = 1:10) gave a light yellow solid target product (compound-III-a, 21.66 g) in 65% yield. | [References]
[1] Bioorganic and Medicinal Chemistry, 1999, vol. 7, # 12, p. 2801 - 2809
[2] Patent: CN108164408, 2018, A. Location in patent: Paragraph 0026; 0028; 0030 |
|
|