1,3,5,7-Tetranitroadamantane

Base Information

• Chemical Name: 1,3,5,7-Tetranitroadamantane
• CAS No.: 75476-36-7
• Molecular Formula: C₁₀H₁₂N₄O₈
• Molecular Weight: 316.227
• Mol file: 75476-36-7.mol

Synonyms:1,3,5,7-tetranitrotricyclo[3.3.1.13,7]decane; tricyclo[3.3.1.1~3,7~]decane, 1,3,5,7-tetranitro-; tricyclo[3.3.1.13,7]decane, 1,3,5,7-tetranitro-

Chemical Property of 1,3,5,7-Tetranitroadamantane

Chemical Property:

• Vapor Pressure: 2.47E-11mmHg at 25°C
• Melting Point: 361-363 °C
• Boiling Point: 530.4°C at 760 mmHg
• Flash Point: 273°C
• PSA: 183.28000
• Density: 1.68g/cm³
• LogP: 2.52260

Purity/Quality:

>95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3,5,7-Tetranitroadamantane

There total 8 articles about 1,3,5,7-Tetranitroadamantane 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: 91.0%

3,3-dimethyldioxirane (74087-85-7) + 1,3,5,7-tetraaminoadamantane tetrahydrochloride (21336-47-0) → 1,3,5,7-tetranitroadamantane (75476-36-7)

Guidance literature:

In water; acetone; for 4h; Ambient temperature;

DOI:10.1021/jo00285a027

Reference yield: 73.0%

1,3,5,7-tetraaminoadamantane tetrahydrochloride (21336-47-0) → 1,3,5,7-tetranitroadamantane (75476-36-7)

Guidance literature:

With peracetic acid; sodium hydrogencarbonate; In dichloromethane; water; for 48h; Ambient temperature;

DOI:10.1021/jo00271a049

Reference yield:

adamantane (281-23-2) → 1,3,5,7-tetranitroadamantane (75476-36-7)

Guidance literature:

Multi-step reaction with 5 steps

1: bromine, anhydrous aluminum chloride / 1.) 5-10 deg C, 30 min, 2.) 70 deg C, 24h

2: 1.) bromine, aluminum foil, methylene iodide / 1.) 80 deg C, 35 min, 2.) 80 deg C, 15 min

3: 60 percent / H₂O / 64 h / 60 °C / Irradiation

4: 85 percent / HCl, H₂O / 3 h / Heating

5: 1.) NaOH, 2.) KMnO₄ / 1.) H₂O, 30 deg C, 2.) acetone, 30 deg C, 48,5h

With hydrogenchloride; sodium hydroxide; potassium permanganate; aluminium trichloride; diiodomethane; water; bromine; aluminium;

DOI:10.1021/jo01314a051

upstream raw materials:

3,3-dimethyldioxirane

1,3,5,7-tetraaminoadamantane tetrahydrochloride

1-amino-3,5,7-trinitroadamantane

adamantane

Refernces

• 1、 Zajac, Walter W.,Walters, Thomas R.,Woods, James M.. "1-Amino-3,5,7-trinitroadamantane: An Unexpected Oxidation Product of 1,3,5,7-Tetraaminoadamantane. An Improved Synthesis of 1,3,5,7-Tetranitroadamantane". . p. 2468 - 2471. Retrieved 2007/10/02.
• 2、 Sollott, Gilbert P.,Gilbert, Everett E.. "A Facile Route to 1,3,5,7-Tetraaminoadamantane. Synthesis of 1,3,5,7-Tetranitroadamantane". . p. 5405 - 5408. Retrieved 2007/10/02.