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
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
Safety
- Hazard Codes
- Xi
- Risk Statements
- 20/21/22
- Safety Statements
- 26-36/37/39
- HazardClass
- IRRITANT
- HS Code
- 2917399590
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.
N-Bromosuccinimide Price
- 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
- 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
- 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
- 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
- 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
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
- 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
- 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