1,1,4,4-Tetramethyl-6-nitro-1,2,3,4-tetrahydronaphthalene

Base Information

• Chemical Name: 1,1,4,4-Tetramethyl-6-nitro-1,2,3,4-tetrahydronaphthalene
• CAS No.: 102121-55-1
• Molecular Formula: C14H19NO2
• Molecular Weight: 233.31
• DSSTox Substance ID: DTXSID10553850
• Wikidata: Q72507676
• Mol file: 102121-55-1.mol

Synonyms:102121-55-1;1,1,4,4-TETRAMETHYL-6-NITRO-1,2,3,4-TETRAHYDRONAPHTHALENE;1,1,4,4-tetramethyl-6-nitro-2,3-dihydronaphthalene;2-nitro-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene;Naphthalene, 1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-nitro-;1,1,4,4-tetramethyl-6-nitro-1,2,3,4-tetrahydro-naphthalene;SCHEMBL448167;DTXSID10553850;ZABFOFGWNHHHOO-UHFFFAOYSA-N;AKOS015901776;AT14562;2-nitro-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalene;2-nitro-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene

Chemical Property of 1,1,4,4-Tetramethyl-6-nitro-1,2,3,4-tetrahydronaphthalene

Chemical Property:

• Boiling Point: 317.472 °C at 760 mmHg
• Flash Point: 127.888 °C
• PSA: 45.82000
• Density: 1.037 g/cm³
• LogP: 4.46700
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 233.141578849
• Heavy Atom Count: 17
• Complexity: 317

Purity/Quality:

99% ^*data from raw suppliers

2-NITRO-5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC(C2=C1C=CC(=C2)[N+](=O)[O-])(C)C)C

Technology Process of 1,1,4,4-Tetramethyl-6-nitro-1,2,3,4-tetrahydronaphthalene

There total 6 articles about 1,1,4,4-Tetramethyl-6-nitro-1,2,3,4-tetrahydronaphthalene 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: 92.0%

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalene (6683-46-1) → 1,1,4,4-tetramethyl-6-nitro-1,2,3,4-tetrahydro-naphthalene (102121-55-1)

Guidance literature:

With nitric acid; In acetic anhydride; at 0 - 20 ℃; Inert atmosphere;

DOI:10.21577/0103-5053.20170119

Reference yield:

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalene (6683-46-1) → 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylamine (92050-16-3) + 1,1,4,4-tetramethyl-6-nitro-1,2,3,4-tetrahydro-naphthalene (102121-55-1)

Guidance literature:

With nitric acid; acetic anhydride; In acetic acid;

Reference yield:

2,5-dichloro-2,5-dimethyl hexane (6223-78-5) → 1,1,4,4-tetramethyl-6-nitro-1,2,3,4-tetrahydro-naphthalene (102121-55-1)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃ / CH₂Cl₂

2: HNO₃

With aluminium trichloride; nitric acid; In dichloromethane; 1: Friedel-Creafts reaction;

DOI:10.1016/j.bmcl.2005.12.003

upstream raw materials:

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalene

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

benzene

2,5-dimethyl-2,5-hexanediol

Downstream raw materials:

C₂₀⁽¹³⁾C₂H₂₅NO₃

C₂₀⁽¹³⁾CH₂₄BrNO

C₂₉H₃₀N₂O₃

C₃₂H₃₈N₂O₄

Refernces

• 1、 Jiang, Yuqi,Hou, Jinning,Li, Xiaoyang,Xu, Wenfang,Zhang, Yingjie. "Design, synthesis and biological evaluation of novel tamibarotene derivative as multitarget anticancer agent". . p. 729 - 733. Retrieved 2016/09/28.
• 2、 Ohta, Kiminori,Kawachi, Emiko,Shudo, Koichi,Kagechika, Hiroyuki. "Design and synthesis of novel retinoid synergists having a dibenzodiazepine skeleton". scheme or table. p. 2465 - 2470. Retrieved 2011/04/24.