1,3,5-Adamantanetriol

Base Information

• Chemical Name: 1,3,5-Adamantanetriol
• CAS No.: 99181-50-7
• Molecular Formula: C10H16O3
• Molecular Weight: 184.235
• Hs Code.: 2906199090
• DSSTox Substance ID: DTXSID50432519
• Nikkaji Number: J2.120.019K
• Wikidata: Q72436608
• Mol file: 99181-50-7.mol

Synonyms:1,3,5-Adamantanetriol;Adamantane-1,3,5-triol;99181-50-7;1,3,5-Trihydroxyadamantane;Tricyclo[3.3.1.13,7]decane-1,3,5-triol;1,3,5-Tirhydroxyadamantane;SCHEMBL424435;YSZC3670;DTXSID50432519;MCYBYTIPMYLHAK-UHFFFAOYSA-N;AMY18477;MFCD08276262;1-Nitro-2-(2-nitrobenzyloxy)benzene;AKOS015840960;CS-W017003;AC-32091;AS-57747;D88466;A858491

Chemical Property of 1,3,5-Adamantanetriol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 203-207 °C
• Refractive Index: 1.749
• Boiling Point: 339.673 °C at 760 mmHg
• PKA: 14.03±0.60(Predicted)
• Flash Point: 168.695 °C
• PSA: 60.69000
• Density: 1.606 g/cm³
• LogP: 0.17730
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 206

Purity/Quality:

99% ^*data from raw suppliers

Adamantane-1,3,5-triol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3(CC1(CC(C2)(C3)O)O)O
• Uses: Adamantane-1,3,5-triol is an intermediate for the synthesis of adamantane-based trimeric cationic surfactants and other adamantane polyhydric alcohols.

Technology Process of 1,3,5-Adamantanetriol

There total 7 articles about 1,3,5-Adamantanetriol 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: 70.0%

ruthenium chloride n-hydrate + adamantane (281-23-2) + hexan-1-ol (111-27-3) → 1,3-adamantandiol (5001-18-3) + adamantane-1,3,5-triol (99181-50-7)

Guidance literature:

With hydrogenchloride; sodium hydroxide; sodium hypochlorite; In water; ethyl acetate;

Reference yield: 70.0%

adamantane (281-23-2) + hexan-1-ol (111-27-3) → 1,3-adamantandiol (5001-18-3) + adamantane-1,3,5-triol (99181-50-7)

Guidance literature:

With hydrogenchloride; sodium hydroxide; sodium hypochlorite;

Reference yield: 65.0%

adamantane (281-23-2) → 1,3-adamantandiol (5001-18-3) + adamantane-1,3,5-triol (99181-50-7)

Guidance literature:

upstream raw materials:

adamantane

hexan-1-ol

1-adamanthanol

Downstream raw materials:

1,3,5-tris(3,5-dimethyl-4-hydroxyphenyl)adamantane

1,3,5-tris(4-hydroxyphenyl)adamantane

1,3,5-tris(4-hydroxy-3,5-dimethoxyphenyl)adamantane

Refernces

• 1、 Hitomi, Yutaka,Arakawa, Kengo,Kodera, Masahito. "Electronic tuning of iron-oxo-mediated C-H activation: Effect of electron-donating ligand on selectivity". supporting information. p. 14697 - 14701. Retrieved 2013/11/06.
• 2、 -. "Production of adamantanediols". . . Retrieved 2008/06/13.