ChemicalBook > CAS DataBase List > 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene

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

Product Name: 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene
CAS No.: 6683-46-1
Chemical Name: 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene
Synonyms: 1,1,4,4-Tetramethyltetralin;1,1,4,4-TETRAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE;NSC 17400;1,1,4,4-tetramethyl-2,3-dihydronaphthalene;1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-naphthalen;1,2,3,4-TETRAHYDRO-1,1,4,4-TETRAMETHYLNAPHTHALENE;1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalen;naphthalene,1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-;1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthaline, tech;1,2,3,4-Tetrahydro-1,1,4,4-tetramethylnaphthalene, 97+%
CBNumber: CB4396352
Molecular Formula: C14H20
Formula Weight: 188.31
MOL File: 6683-46-1.mol

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1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene Property

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)

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Safety

Hazard Codes: Xi
Risk Statements: 20/21-36/37/38
Safety Statements: 23-26-36/37/39
HS Code: 2902900000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Matrix Scientific

Product number: 119707
Product name: 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene
Purity: 95+%
Packaging: 1g
Price: $90
Updated: 2021/12/16

Matrix Scientific

Product number: 119707
Product name: 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene
Purity: 95+%
Packaging: 5g
Price: $252
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0017031
Product name: 1,1,4,4-TETRAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE
Purity: 95.00%
Packaging: 1G
Price: $603.7
Updated: 2021/12/16

AK Scientific

Product number: X0042
Product name: 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene
Packaging: 100g
Price: $760
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0017031
Product name: 1,1,4,4-TETRAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE
Purity: 95.00%
Packaging: 5G
Price: $816.24
Updated: 2021/12/16

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

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%

Synthesis

6223-78-5

71-43-2

6683-46-1

General procedure for the synthesis of 1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene from 2,5-dichloro-2,5-dimethylhexane and benzene: 2,5-dichloro-2,5-dimethylhexane (300 mg, 1.64 mmol, 1 eq.) was dissolved in dry benzene (25 mL). To this solution was added anhydrous aluminum trichloride (AlCl3, 22.0 mg, 0.164 mmol, 0.1 eq.) and the reaction mixture was stirred under reflux conditions for 16 hours. Upon completion of the reaction, the reaction was quenched with 3M hydrochloric acid (5 mL) and extracted with hexane (10 mL × 3). The organic layers were combined, washed with saturated saline, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated in vacuum. The crude product was purified by fast column chromatography (100% hexane as eluent) to afford 1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene (309 mg, 91% yield) as a colorless oil. The product was characterized as follows: 1H NMR (500 MHz, CDCl3) δ 1.33 (s, 12H), 1.74 (s, 4H), 7.16-7.19 (m, 2H), 7.34-7.36 (m, 2H, J = 2 Hz and 8.4 Hz); 13C NMR (500 MHz, CDCl3) δ 31.9, 34.2, 35.1, 125.5, 13C NMR (500 MHz, CDCl3) δ 31.9, 34.2 35.1, 125.5, 126.5, 144.8.

References

[1] Patent: WO2015/188015, 2015, A1. Location in patent: Page/Page column 31
[2] Patent: WO2018/107289, 2018, A1. Location in patent: Page/Page column 17
[3] Journal of the Brazilian Chemical Society, 2018, vol. 29, # 1, p. 109 - 124
[4] Journal of Medicinal Chemistry, 1988, vol. 31, # 11, p. 2182 - 2192
[5] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 6, p. 1948 - 1959

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene manufacturers

Henan Fengda Chemical Co., Ltd

Product: 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene 6683-46-1
Price: US $101.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-28

Career Henan Chemical Co

Product: 1,2,3,4-TETRAHYDRO-1,1,4,4-TETRAMETHYLNAPHTHALENE 6683-46-1
Price: US $3.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 200KG
Release date: 2020-03-23

6683-46-1, 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthaleneRelated Search:

6-(BROMOACETYL)-1,2,3,4-TETRAHYDRO-1,1,4,4-TETRAMETHYLNAPHTHALENE,6-(BROMOACETYL)-1,2,3,4-TETRAHYDRO-1,1,4,4-TETRAMETHYLNAPHTHALENE, TECH. 6-ACETYL-1,1,2,4,4,7-HEXAMETHYLTETRALIN TTNPB (Arotinoid Acid) 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene Methyl 4-((5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbamoyl)benzoate 6-(BROMOMETHYL)-1,1,4,4-TETRAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE 1,2,3,4-Tetrahydronaphthalene 1,1,4,4,5,5,8,8-OCTAMETHYL-1,2,3,4,5,6,7,8-OCTAHYDROANTHRACENE 6-ACETYL-1,2,3,4-TETRAHYDRO-1,1,4,4-TETRAMETHYLNAPHTHALENE 6-ACETOHYDROXIMOYL-1,2,3,4-TETRAHYDRO-1,1,4,4-TETRAMETHYLNAPHTHALENE 4-[(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO]BENZOIC ACID 7-BROMOACETYL-6-ETHYL-1,2,3,4-TETRAHYDRO-1,1,4,4-TETRAMETHYLNAPHTHALENE 3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRO-2-NAPHTHALENECARBOXALDEHYDE 6-(CHLOROMETHYL)-1,1,4,4-TETRAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE 1,2,3,4-TETRAHYDRO-3,3,6,8-TETRAMETHYLNAPHTHALENE-1,2-DIONE 2-BROMO-1,2,3,4-TETRAHYDRO-3,3,6,8-TETRAMETHYLNAPHTHALENE-1-ONE 6-ethyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene

1,2,3,4-TETRAHYDRO-1,1,4,4-TETRAMETHYLNAPHTHALENE

1,1,4,4-tetramethyl-2,3-dihydronaphthalene

1,1,4,4-TETRAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE

NSC 17400

1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-naphthalen

naphthalene,1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-

1,2,3,4-Tetrahydro-1,1,4,4-tetramethylnaphthalene, 97+%

1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthaline, tech

1,2,3,4-TETRAHYDRO-1,1,4,4-TETRAMETHYLNAPHTHALENE, TECH.

1,1,4,4-Tetramethyltetralin

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene, Tech.

TIANFU-CHEM 1,2,3,4-TETRAHYDRO-1,1,4,4-TETRAMETHYLNAPHTHALENE 6683-46-1

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalen

6683-46-1