5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenamine

Base Information

• Chemical Name: 5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenamine
• CAS No.: 116233-17-1
• Molecular Formula: C15H23N
• Molecular Weight: 217.354
• Hs Code.: 2921450090
• Mol file: 116233-17-1.mol

Synonyms:3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-amine;5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenamine;

Chemical Property of 5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenamine

Chemical Property:

• Boiling Point: 321.2 °C at 760 mmHg
• Flash Point: 148.8 °C
• PSA: 26.02000
• Density: 0.938 g/cm³
• LogP: 4.50740
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98% ^*data from raw suppliers

3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-amine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenamine

There total 6 articles about 5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1,2,3,4-tetrahydro-1,1,4,4,6-pentamethyl-7-nitronaphthalene (116233-16-0) → 3-methyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylamine (116233-17-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1016/j.bmcl.2005.12.003

Reference yield:

1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene (6683-48-3) → 3-methyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylamine (116233-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / HNO₃; H₂SO₄ / -10 °C

2: 48 percent / H₂ / Pd/C / ethanol

With sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In ethanol;

DOI:10.1002/ardp.200500177

Reference yield:

2,5-dichloro-2,5-dimethyl hexane (6223-78-5) → 3-methyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylamine (116233-17-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / AlCl₃ / CH₂Cl₂

2: 50 percent / HNO₃; H₂SO₄ / -10 °C

3: 48 percent / H₂ / Pd/C / ethanol

With aluminium trichloride; sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1002/ardp.200500177

upstream raw materials:

1,2,3,4-tetrahydro-1,1,4,4,6-pentamethyl-7-nitronaphthalene

2,5-dichloro-2,5-dimethyl hexane

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

toluene

Downstream raw materials:

2-bromo-3-methyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene

4-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-ylamino)-benzoic acid ethyl ester

3-amino-4-[N-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)amino]benzoic acid methyl ester

C₂₅H₃₁NO₂

Refernces

• 1、 -. "DIHYDROINDENE AND TETRAHYDRONAPHTHALENE COMPOUNDS". Paragraph 0114; 0131. . Retrieved 2018/08/09.
• 2、 Ohsawa, Fuminori,Yamada, Shoya,Yakushiji, Nobumasa,Shinozaki, Ryosuke,Nakayama, Mariko,Kawata, Kohei,Hagaya, Manabu,Kobayashi, Toshiki,Kohara, Kazutaka,Furusawa, Yuuki,Fujiwara, Chisa,Ohta, Yui,Makishima, Makoto,Naitou, Hirotaka,Tai, Akihiro,Yoshikawa, Yutaka,Yasui, Hiroyuki,Kakuta, Hiroki. "Mechanism of retinoid X receptor partial agonistic action of 1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)-1H-benzotriazole-5- carboxylic acid and structural development to increase potency". . p. 1865 - 1877. Retrieved 2013/05/09.