25106-97-2

Basic information

• Product Name: Adamantane-2β,6α-diol
• Synonyms: Adamantane-2β,6α-diol
• CAS NO: 25106-97-2
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23284
• Mol File: 25106-97-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Adamantane-2β,6α-diol(CAS DataBase Reference)
• NIST Chemistry Reference: Adamantane-2β,6α-diol(25106-97-2)
• EPA Substance Registry System: Adamantane-2β,6α-diol(25106-97-2)

Safety Data

• Hazardous Substances Data: 25106-97-2(Hazardous Substances Data)

Upstream product

• 39751-07-0 adamantane-2,6-dione 
• 67092-78-8 6-hydroxyadamantan-2-one 

Downstream Products

• 76250-85-6 (-)-2,6-bis<oxy>adamantane 
• 76250-84-5 (-)-2,6-bis(benzoyloxy)adamantane 

Relevant articles and documents

Syntheses and Crystal Structures of Seven Alicyclic Diols which Crystallise with Layer Structures Instead of the Helical Tubuland Inclusion Lattice

In an exploration of the possibility of modifying the shape and size of the helical canal host structure known to occur in crystals of several bi- and tri-cyclic diols, we report the syntheses and crystal structures of seven further diols: endo-2,endo-6-dihydroxy-2,6-dimethylbicyclononane (5); endo-2,endo-6-dihydroxy-2,6-dimethyl-9-thiabicyclononane (6); 2,6-dihydroxy-2,6-dimethyltricyclo3,7>decane (7); anti-4,anti-8-dihydroxy-4,8-dimethyl-2-thiatricyclo3,7>decane (8); syn-2,syn-7-dihydroxy-2,7-diethyltricyclo3,8>undecane (9); anti-2,anti-7-dihydroxy-2,7-diethyltricyclo3,8>undecane (10); and syn-2,anti-8-dihydroxy-2,8-dimethyl-tricyclo3,9>dodecane (11).All seven of these adopt similar layered crystal structures.The properties characteristic of these structures are: two-dimensional hydrogen bonding of diol molecules within the layers, maximised hydrogen bonding for each diol, an absence of inter-layer hydrogen bonding, and the occurence of cycles of four hydrogen bonds connecting four diol molecules within the layers.The closed cycles of hydrogen bonds are in contrast with the extended helical spines characteristic of the helical canal host lattice.The layered diol structures do not include guests and do not involve spontaneous resolution of the diol molecules.

Substituent Effects on Carbon-13 Chemical Shifts in 2,6-Disubstituted Adamantanes

Carbon-13 NMR spectral data for a series of symmetrical 2,6-disubstituted adamantanes (O=, CH2=, CH3, OH, OCOCH3) are presented.The substituent effects on 13C chemical shifts are additive, except for carbons 2 and 6 in 2,6-adamantanedione.The non-additivity of the substituent effect in the diketone can be interpreted in terms of a through-space interaction of the carbonyl ?-electrons; the additivity in the other derivatives indicates that there is no appricable interaction between the substituents.