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

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
Molecular Weight:
202.34
MDL Number:
MFCD00833394
MOL File:
6683-48-3.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:54

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

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
FDA UNII KT2SN6375F

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H312-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
Hazard Codes  Xi
Risk Statements  20/21/22
Safety Statements  26-36/37/39
HazardClass  IRRITANT
HS Code  2917399590
NFPA 704
1
2 0

1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
AK Scientific B665 1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethyl-naphthalene 6683-48-3 1g $14 2021-12-16 Buy
Matrix Scientific 024956 1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethylnaphthalene 95% 6683-48-3 5g $34 2021-12-16 Buy
Matrix Scientific 024956 1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethylnaphthalene 95% 6683-48-3 25g $96 2021-12-16 Buy
AK Scientific B665 1,2,3,4-Tetrahydro-1,1,4,4,6-pentamethyl-naphthalene 6683-48-3 25g $114 2021-12-16 Buy
ChemScene CS-B0383 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene ≥99.0% 6683-48-3 100g $122 2021-12-16 Buy
Product number Packaging Price Buy
B665 1g $14 Buy
024956 5g $34 Buy
024956 25g $96 Buy
B665 25g $114 Buy
CS-B0383 100g $122 Buy

1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene Chemical Properties,Uses,Production

Chemical Properties

White Solid

Uses

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

Synthesis

2,5-DICHLORO-2,5-DIMETHYLHEXANE

6223-78-5

Toluene

108-88-3

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

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

110-03-2
6683-48-3
Synthesis of 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene from 2,5-Dimethyl-2,5-hexanediol
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View Lastest Price from 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,1,4,4,6-PENTAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE pictures 2025-06-13 1,1,4,4,6-PENTAMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE
6683-48-3
US $2.20-8.80 / kg 1kg 99%min 1000kg ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene pictures 2019-07-06 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene
6683-48-3
US $1.00 / kg 1kg 99% as request Career Henan Chemical Co
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