1,3-Dihydroxyadamantane

Base Information

• Chemical Name: 1,3-Dihydroxyadamantane
• CAS No.: 5001-18-3
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• Hs Code.: 29061990
• Mol file: 5001-18-3.mol

Synonyms:1,3-Adamantanediol(6CI,7CI,8CI);1,3-Dihydroxy admantane;Tricyclo[3.3.1.13,7]decane-1,3-diol;

Chemical Property of 1,3-Dihydroxyadamantane

Chemical Property:

• Appearance/Colour: white crystal
• Vapor Pressure: 2.59E-05mmHg at 25°C
• Melting Point: ~260 °C
• Refractive Index: 1.656
• Boiling Point: 320.4 °C at 760 mmHg
• PKA: 14?+-.0.40(Predicted)
• Flash Point: 158.5 °C
• PSA: 40.46000
• Density: 1.368 g/cm³
• LogP: 1.06240
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in organic solvents,insoluble in water.

Purity/Quality:

99% ^*data from raw suppliers

1,3-Adamantanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,3-Adamantanediol is used in the synthesis of novel dimethacrylate as possible dental monomers for dental resin mixtures.

Technology Process of 1,3-Dihydroxyadamantane

There total 47 articles about 1,3-Dihydroxyadamantane 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: 96.0%

1,3-dichloroadamantane (16104-50-0) → 1,3-adamantandiol (5001-18-3)

Guidance literature:

With water; sodium acetate; In DMF (N,N-dimethyl-formamide); at 150 ℃; for 18h; under 2175.22 Torr; Product distribution / selectivity;

Reference yield: 95.1%

1-adamanthanol (768-95-6) → 1,3-adamantandiol (5001-18-3)

Guidance literature:

1-adamanthanol; With sulfuric acid; acetic anhydride; at 14 - 16 ℃; for 0.5h; Large scale;

With nitric acid; at 83 - 102 ℃; Temperature; Further stages; Large scale;

Reference yield: 91.7%

1,3-dibromoadamantane (876-53-9) → 1,3-adamantandiol (5001-18-3)

Guidance literature:

1,3-dibromoadamantane; With sodium formate; In formic acid; at 115 - 120 ℃; Large scale;

With water; at 80 ℃; Large scale;

upstream raw materials:

1-adamanthanol

1,3-dibromoadamantane

adamantane

methyltrifluoromethyldioxirane

Downstream raw materials:

1,3-dihydroxyadamantane diacetate

acrylic acid 3-hydroxy-1-adamantyl

1,3-bis(4-bromophenyl)tricyclo<3.3.1.1^3,7>decane

Refernces

• 1、 Mello, Rossella,Cassidei, Luigi,Fiorentino, Michele,Fusco, Caterina,Curci, Ruggero. "Oxidations by methyl(trifluoromethyl) dioxirane. 3. Selective polyoxyfunctionalization of adamantane". . p. 3067 - 3070. Retrieved 1990.
• 2、 Xu, Xiao-Jian,Guo, Jian-Wei,Zhong, Xing. "Synthesis and properties of novel cationic gemini surfactants with adamantane spacer". . p. 367 - 369. Retrieved 2014.
• 3、 Ohtake, Hiro,Higuchi, Tsunehiko,Hirobe, Masaaki. "Highly efficient oxidation of alkanes and alkyl alcohols with heteroaromatic N-oxides catalyzed by ruthenium porphyrins". . p. 10660 - 10662. Retrieved 1992.
• 4、 Moiseev et al.. "". . . Retrieved 1973.
• 5、 -. "Method for preparing 1,3-adamantanediol by taking 1-adamantanol as initial raw material". Paragraph 0053-0118. . Retrieved 2021/01/29.
• 6、 -. "Method for preparing 1,3-adamantane diol by taking 1-bromo-adamantane as initial raw material". Paragraph 0085-0090. . Retrieved 2021/01/25.