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 AlCl(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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1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene Suppliers

Changzhou Xiaobu Fine Chemicals Co., Ltd
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0512-66388446 15851926283
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42050065@qq.com
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China
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J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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China
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Beijing Ouhe Technology Co., Ltd
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010-010-82967028 13522913783
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+86-10-82967029
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2355560935@qq.com
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China
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JinYan Chemicals(ShangHai) Co.,Ltd.
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13817811078
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86-021-50426522,50426273
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sales@jingyan-chemical.com
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China
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Jia Xing Isenchem Co.,Ltd
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0573-85285100 18627885956
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0573-85285100
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isenchem@163.com
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T&W GROUP
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+86 21-50676805
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contact@trustwe.com
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Thermo Fisher Scientific
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800-810-5118
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+86-10-84193589
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cnchemical@thermofisher.com
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China
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9ding chemical ( Shanghai) Limited
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4009209199
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86-021-52271987
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sales@9dingchem.com
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China
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22514
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Bide Pharmatech Ltd.
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400-164-7117 13681763483
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+86-21-61629029
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product02@bidepharm.com
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39966
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HangZhou YuHao Chemical Technology Co., Ltd.
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0571-82693216
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0571-82880190
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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:


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