ChemicalBook > CAS DataBase List > 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene

1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene

Product Name
1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene
CAS No.
6683-48-3
Chemical Name
1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene
Synonyms
6-Pentamethyl-1;Bexarotene Impurity 14;2-methyl-5,6,7,8-tetrahydro-;1,1,4,4,6-Pentamethyltetralin;1,1,4,4,6-Pentamethyl-1,2,3,4-;1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethylnaph;1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydrophthalene;1,1,4,4,6-Pentamethyl-1,2,3,4-etrahydronaphthalene;1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethylnaphtalene;1,1,4,4,6-PENTAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE
CBNumber
CB3335653
Molecular Formula
C15H22
Formula Weight
202.34
MOL File
6683-48-3.mol
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1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene Property

Melting point:
31
Boiling point:
60-64°C 0,2mm
Density 
0.882±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Solid
color 
Colourless to Pale Yellow Oil
InChI
InChI=1S/C15H22/c1-11-6-7-12-13(10-11)15(4,5)9-8-14(12,2)3/h6-7,10H,8-9H2,1-5H3
InChIKey
AISXBZVAYNUAKB-UHFFFAOYSA-N
SMILES
C1(C)(C)C2=C(C=C(C)C=C2)C(C)(C)CC1
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Safety

Hazard Codes 
Xi
Risk Statements 
20/21/22
Safety Statements 
26-36/37/39
HazardClass 
IRRITANT
HS Code 
2917399590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

AK Scientific
Product number
B665
Product name
1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethyl-naphthalene
Packaging
1g
Price
$14
Updated
2021/12/16
Matrix Scientific
Product number
024956
Product name
1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethylnaphthalene
Purity
95%
Packaging
5g
Price
$34
Updated
2021/12/16
Matrix Scientific
Product number
024956
Product name
1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethylnaphthalene
Purity
95%
Packaging
25g
Price
$96
Updated
2021/12/16
AK Scientific
Product number
B665
Product name
1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethyl-naphthalene
Packaging
25g
Price
$114
Updated
2021/12/16
ChemScene
Product number
CS-B0383
Product name
1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene
Purity
≥99.0%
Packaging
100g
Price
$122
Updated
2021/12/16
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1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

Targretin analog, has been shown to induce apoptosis in certain leukemia cell lines.

Synthesis

6223-78-5

108-88-3

6683-48-3

1. In a dry reaction flask, dissolve 2,5-dichloro-2,5-dimethylhexane (10 g, 54.7 mmol) in toluene (270 mL) and stir until completely dissolved. 2. slowly add anhydrous aluminum trichloride (5.47 g, 41 mmol) to the above solution in batches over 15 minutes, taking care to control the addition rate to avoid intense exotherm. 3. After the addition, the reaction was continued with stirring for 10 minutes, and the progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent: hexane) to confirm the completion of the reaction. 4. Under cooling in an ice bath, slowly add water dropwise (~10 min) to quench the unreacted aluminum trichloride, taking care to control the rate of dropwise acceleration to avoid intense exotherm. 5. The reaction mixture is extracted with toluene (250 mL) and the organic layer is separated. 6. The organic layer was filtered through a silica gel pad (40 g) and eluted with toluene to remove possible polar impurities. 7. The organic phases were combined and concentrated to dryness under reduced pressure to afford the crude product 1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene (11 g, 97% yield). 8. The product was characterized by nuclear magnetic resonance hydrogen spectroscopy (1H NMR): δ 1.29 (s, 6H), 1.28 (s, 6H), 1.69 (s, 4H), 2.32 (s, 3H), 7.22 (d, 1H), 7.12 (s, 1H), 6.97 (dd, 1H).

References

[1] Journal of Organic Chemistry, 1991, vol. 56, # 15, p. 4706 - 4713
[2] Journal of Organic Chemistry, 2001, vol. 66, # 17, p. 5772 - 5782
[3] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 23, p. 3467 - 3470
[4] Patent: US2004/10033, 2004, A1. Location in patent: Page/Page column 11
[5] Patent: WO2003/106446, 2003, A1. Location in patent: Page 19-20

1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
1,1,4,4,6-PENTAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE 6683-48-3
Price
US $2.20-8.80/kg
Min. Order
1kg
Purity
99%min
Supply Ability
1000kg
Release date
2025-06-13
Career Henan Chemical Co
Product
1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene 6683-48-3
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
as request
Release date
2018-12-22

6683-48-3, 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthaleneRelated Search:

Decahydronaphthalene 2,6-DIMETHYLNAPHTHALENE Pyrrolidine 1,2,3,4-Tetrahydronaphthalene 2-Methylnaphthalene TTNPB (Arotinoid Acid) 6-ACETYL-1,1,2,4,4,7-HEXAMETHYLTETRALIN 2-BROMO-1-(5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)ETHAN-1-ONE Hexamethylenetetramine linarotene 3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALENE-2-BORONIC ACID 6-BROMO-1,1,4,4,7-PENTAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE,6-Bromo-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene 98% 1,1,4,4,5,5,8,8-OCTAMETHYL-1,2,3,4,5,6,7,8-OCTAHYDROANTHRACENE 1-(5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)ETHAN-1-ONE 1-(5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)ETHAN-1-ONE OXIME 4-[(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO]BENZOIC ACID 2-BROMO-1-(3-ETHYL-5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)ETHAN-1-ONE 6-(CHLOROMETHYL)-1,1,4,4-TETRAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE

  • 1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethylnaph
  • Bexarotene Impurity 14
  • 1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethylnaphtalene
  • 1,2,3,4-TETRAHYDRO-1,1,4,4,6-PENTAMETHYLNAPHTHALENE
  • 1,2,3,4-TETRAHYDRO-1,1,4,4,6-PENTAMETHYLNAPHTHYLENE
  • 1,1,4,4,6-PENTAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE
  • 1,1,4,4,6-Pentamethyltetralin
  • 1,1,4,4,6-Pentamethyl-1,2,3,4-etrahydronaphthalene
  • 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene, tech
  • 1,1,4,4,6-Pentamethyl-1,2,3,4-
  • 1,2,3,4-TETRAHYDRO-1,1,4,4,6-PENTAMETHYLNAPHTALENE: TECH.
  • Naphthalene, 1,2,3,4-tetrahydro-1,1,4,4,6-pentaMethyl-
  • 2-Methyl-5,6,7,8-tetrahydro- 5,5,8,8-tetraMethyl naphthalene
  • 2-methyl-5,6,7,8-tetrahydro-
  • 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydrophthalene
  • 1,2,3,4-Tetrahydro-1,1,2,2,6-pentamethylnaphthalene
  • 6-Pentamethyl-1
  • 6683-48-3
  • C15H22
  • Fused Ring Systems
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Retinoids