2(1H)-Naphthalenone, 6-chloro-3,4-dihydro-

2(1H)-Naphthalenone, 6-chloro-3,4-dihydro- - Names and Identifiers

Name	6-Chloro-3,4-dihydro-2(1H)-naphthalenone
Synonyms	6-CHLORO-2-TETRALONE 6-Chlorotetralin-2-one 6-Chloro-3,4-dihydronaphthalen-2(1H)-one 6-Chloro-3,4-dihydro-2(1H)-naphthalenone 6-CHLORO-3,4-DIHYDRO-1H-NAPHTHALEN-2-ONE 2(1H)-Naphthalenone, 6-chloro-3,4-dihydro- 6-chloro-1,2,3,4-tetrahydronaphthalen-2-one
CAS	17556-18-2

2(1H)-Naphthalenone, 6-chloro-3,4-dihydro- - Physico-chemical Properties

Molecular Formula	C10H9ClO
Molar Mass	180.63
Density	1.248±0.06 g/cm3(Predicted)
Melting Point	60-65°C(lit.)
Boling Point	115 °C(Press: 0.01 Torr)
Storage Condition	2-8℃
MDL	MFCD03788443
Use	This product is for scientific research only and shall not be used for other purposes.

2(1H)-Naphthalenone, 6-chloro-3,4-dihydro- - Risk and Safety

Hazard Symbols	Xn - Harmful
Risk Codes	R22 - Harmful if swallowed R43 - May cause sensitization by skin contact
Safety Description	37/39 - Wear suitable gloves and eye/face protection
WGK Germany	3
HS Code	29143900

2(1H)-Naphthalenone, 6-chloro-3,4-dihydro- - Reference Information

Use

6-chloro-3, 4-dihydro-1h-2-naphthone as a halogenated aromatic heterocyclic compound, because its functional group contains halogen and carbonyl, it can react well with other compounds, such as substitution reaction, affinity addition reaction, etc., and has good chemical activity, so 6-chloro-3, 4-dihydro-1h-2-naphthone is a very important pharmaceutical intermediate.

preparation

add anhydrous dichloromethane (350 ml) and aluminum trichloride (26.6g, 200.00 mmol), the system is a suspension, stirring and cooling to -78 ℃, temperature control slowly drop 2-(4-chlorophenyl) acetyl chloride (18.9g, 100 mmol) the solution in dichloromethane (50 ml) was added dropwise over 1 hour, and ethylene gas was bubbled vigorously into the solution for 10 minutes, the reaction mixture was gradually warmed to room temperature and stirred at this temperature for 3.5 hours. The progress of the reaction was monitored by TLC, the organic layer was successively washed with 2M hydrochloric acid and saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate 20:1). 11.2g (yield 62%) of a yellow solid product was obtained.

Last Update：2024-04-09 20:48:19