1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene Chemical Properties

Melting point:

115-120℃

Boiling point:

63 °C

Density 

0.9482 g/cm3(Temp: 27 °C)

refractive index 

1.5278 (589.3 nm 27℃)

storage temp. 

2-8°C

form 

liquid

color 

Clear, pale yellow

InChI

InChI=1S/C14H20/c1-13(2)9-10-14(3,4)12-8-6-5-7-11(12)13/h5-8H,9-10H2,1-4H3

InChIKey

CCQKWSZYTOCEIB-UHFFFAOYSA-N

SMILES

C1(C)(C)C2=C(C=CC=C2)C(C)(C)CC1

EPA Substance Registry System

Naphthalene, 1,2,3,4-tetrahydro-1,1,4,4-tetramethyl- (6683-46-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21-36/37/38

Safety Statements 

23-26-36/37/39

HS Code 

2902900000

MSDS

• Language:English Provider:ALFA

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene Usage And Synthesis

Uses

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene can be used as an intermediate to participate in a variety of chemical reactions and is used in the synthesis of a variety of compounds and drugs. For example, 6-lodo-1,1,4,4-tetramethyl-l,2,3,4-tetrahydronaphthalene, 6-bromo-1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene and 1,1,4,4-tetramethyl-6-nitro-1,2,3,4- tetrahydronaphthalene and others.

Preparation

2,5-dichloro-2,5- dimethylhexane (300 mg, 1.64 mmol, 1 eq) was dissolved in dry benzene (25 mL). Then added AlCl₃ (22.0 mg, 0.164 mmol, 0.1 eq) to the solution, which was stirred at reflux for 16 hours. The reaction was stopped with 3M HCl (5 mL) and extracted with hexanes (10 mL x 3). The combined organic layer was washed with brine, dried with Na2S04, filtered, and concentrated in vacuo. Finally, the crude was purified by flash chromatography (100% hexanes) to obtained the colourless oil (1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene).Yield=91%

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