7-Hydroxy-1-tetralone

English synonyms

7-Hydroxy-3,4-dihydronaphthalen-1(2H);1(2H)-Naphthalenone,3,4-dihydro-7-hydroxy-;7-Hydroxy-3,4-dihydro-2H-naphthalen-1-one;7-hydroxyl-1-tetralonChemicalbooke;7-Hydroxy-1-tetralone7-Hydroxy-3,4-dihydronaphthalen-1(2H);7-HYDROXY-1-TETRALONE;4-dihydro-7-hydroxy-;7-hydroxy-3,4-dihydronaphthalen-1(2H)-one

CAS number

22009-38-7

Molecular formula

C10H10O2

Molecular weight

162.19

EINECS number

696-527-4

Related Categories

Gold products; API; Pharmaceutical intermediates; Organic ketone; API; 1

Boiling point

215°C/12mmHg(lit.)

Density

1.236±0.06 g/cm3(Predicted)

Storage Conditions

Sealed in dry,Room Temperature

Appearance

Powder crystals

Acidity (pKa)

9.44±0.20(Predicted)

Color

White to gray to brown

InChI

InChI=1S/C10H10O2/c11-8-5-4-7-2-1-3-10(12)9(7)6-8/h4-6,11H,1-3H2

InChIKey

LGFSAJZSDNYVCW-UHFFFAOYSA-N

SMILES

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

Uses

1-[3-Chloro-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroethanone is a polymer material that can be used as an intermediate for synthetic materials.

Production Method

Under nitrogen, 7-methoxy-3,4-dihydronaphthalen-1(2H)-one (25 g, 142 mmol) was slowly added to a suspension of aluminum trichloride (37.8 g, 283 mmol) in anhydrous toluene (250 mL). The reaction mixture was heated with stirring at 110°C for 1 hour and then cooled to room temperature. The mixture was then further cooled to 0°C (in an ice bath) and water (100 mL) was slowly added to quench the reaction. The organic matter in the aqueous phase was extracted with ethyl acetate (100 Chemicalbook mL x 3). The combined organic phases were dried over anhydrous magnesium sulfate. After filtering to remove the desiccant, the filtrate was concentrated to dryness under reduced pressure. The crude product was triturated with methanol to obtain 19.3 g of a white solid in a 90% yield. The product required further purification. Thin-layer chromatography (TLC) analysis (developing solvent: ethyl acetate/hexane, 3:7 ratio) revealed a single spot with an Rf value of 0.26. The melting point of the product was measured to be 164-166°C (literature value 165-167°C).

Dangerous Goods Symbol

Xi

Hazard Category Code

36/37/38

Safety Instructions

26-36

Customs Code

2914500075

Upstream Raw Materials

5-Hydroxy-1-tetralone, 1(2H)-Naphthalenone, 3,4-dihydro-5,8-dihydroxy-Chemicalbook, 7-Methoxy-1-tetralone, 5,6,7,8-Tetrahydro-2-naphthol, Aluminum Trichloride, 1,7-Dihydroxynaphthalene, 1-tetralone, Toluene

Downstream Products

6-Hydroxy-1-tetralone