32226-54-3

Basic information

• Product Name: DL-SOBREROL
• Synonyms: (+-)-p-menth-6-ene-8-diol;3-Cyclohexene-1-methanol, 5-hydroxy-alpha,alpha,4-trimethyl-, trans-(±3-Cyclohexene-1-methanol, 5-hydroxy-alpha,alpha,4-trimethyl-, trans-(.+/-.)-;5-(1-Hydroxy-1-methylethyl)-2-methyl-2-cyclohexen-1-ol;6,8-Carvomenthenediol, dl-(Z)-;alpha,4-trimethyl-5-hydroxy-alphtrans-(+-)-3-cyclohexene-1-methano;d,l-trans-Sobrerol;dl-(z)-8-carvomenthenediol
• CAS NO: 32226-54-3
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 169.24078
• EINECS: 250-966-4
• Mol File: 32226-54-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 131°C
• Boiling Point: 270.5°C (estimate)
• Appearance: /
• Density: 0.9409 (rough estimate)
• Refractive Index: 1.4494 (estimate)
• CAS DataBase Reference: DL-SOBREROL(CAS DataBase Reference)
• NIST Chemistry Reference: DL-SOBREROL(32226-54-3)
• EPA Substance Registry System: DL-SOBREROL(32226-54-3)

Safety Data

• Hazardous Substances Data: 32226-54-3(Hazardous Substances Data)

Upstream product

• 58506-22-2 p-menthane-1,2,8-triol 
• 80-56-8 rac-α-pinene 
• 60661-95-2 1,6-dichloro-p-menthane-2,8-diol 
• 80-56-8 Pinene 
• 99-49-0 Carvone 
• 1686-14-2 α-pinene epoxide 
• 110202-13-6 1,2-dibromo-p-menthan-8-ol 
• 1686-14-2 (1R,2R,4S,6R)-2,7,7-trimethyl-3-oxatricyclo[4.1.1.0.^2,4]octane 
• 98-55-5 terpineol 
• 80-26-2 terpinyl acetate 
• 17177-64-9 (+/-)-trans-sobrenol diacetate 
• 56423-45-1 (4S,8RS)-8,9-epoxy-p-menth-6-en-2-one 
• 1686-14-2 2α,3α-epoxypinane 
• 1197-06-4 cis-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol 

Downstream Products

• 68754-15-4 6,8-diacetoxy-p-menth-1-ene 
• 38235-58-4 trans-sobrerol 
• 137821-91-1 (-)-(1S,5R)-sobrerol 
• 71697-84-2 (-)-trans-sobrerol 
• 7712-46-1 5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-cyclohex-2-enone 
• 98-55-5 terpineol 
• 38223-90-4 p-menthane-1,2,6,8-tetraol 
• 17177-64-9 (+/-)-trans-sobrenol diacetate 
• 111323-96-7 C₁₇H₂₄N₂O₃S 
• 127104-12-5 (+/-)-trans-1-methyl-4-<1-methyl-1-(trimethylsiloxy)ethyl>-6-(trimethylsiloxy)cyclohex-1-ene 

Relevant articles and documents

-

-

Heteropoly acid catalysts in upgrading of biorenewables: Synthesis of para-menthenic fragrance compounds from α-pinene oxide

The isomerization of α-pinene oxide in the presence of Cs2.5H0.5PW12O40 (CsPW) heteropolysalt as solid acid catalyst is reported. The reactions were performed in various solvents, which allowed to obtain trans-carveol, trans-sobrerol and pinol in 60–80% yield each, which exceed the yields reported so far. The CsPW catalyst could be recovered and reused without loss of its activity and selectivity.

Mild and selective deprotection of tert -butyl(dimethyl)silyl ethers with catalytic amounts of sodium tetrachloroaurate(III) dihydrate

A simple and mild method for the removal of tert-butyl(dimethyl)silyl (TBS) protecting groups with catalytic amounts of sodium tetrachloroaurate(III) dihydrate is described. The procedure permits selective deprotection of aliphatic TBS ethers in good to excellent yields in the presence of aromatic TBS ethers, aliphatic triisopropylsilyl ethers, aliphatic tert-butyl(diphenyl)silyl ethers, or sterically hindered aliphatic TBS ethers. Additionally, TBS ethers can also be transformed into 4-methoxybenzyl ethers or methyl ethers in one pot by using larger quantities of the catalyst and a higher reaction temperature.