20053-40-1

Basic information

• Product Name: (+)-p-Menth-2-ene-1, 8-diol
• Synonyms: (+)-p-Menth-2-ene-1, 8-diol;(1R,4R)-2-Menthene-1,8-diol;(1R,4R)-4-Hydroxy-α,α,4-triMethyl-2-cyclohexene-1-Methanol;(R,R)-(+)-p-Menth-2-ene-1,8-diol
• CAS NO: 20053-40-1
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 20053-40-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 102-105°C
• Boiling Point: 268.0±28.0 °C(Predicted)
• Appearance: /
• Density: 1.048±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly, Sonicated), DMSO (Slightly), Ethyl Acetate (Slightly), Met
• PKA: 14.74±0.40(Predicted)
• CAS DataBase Reference: (+)-p-Menth-2-ene-1, 8-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-p-Menth-2-ene-1, 8-diol(20053-40-1)
• EPA Substance Registry System: (+)-p-Menth-2-ene-1, 8-diol(20053-40-1)

Safety Data

• Hazardous Substances Data: 20053-40-1(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Intermediate in the preparation of ?9-Tetrahydro Cannabinol.

Upstream product

• 20053-58-1 (1S,2S,3R,6R)-(+)-trans-car-2-ene epoxide 
• 4497-92-1 2-carene 
• 936-91-4 3-carene epoxide 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 76338-34-6 1α-hydroxy-2β-phenylseleno-trans-p-menthan-8-ol 
• 98-55-5 terpineol 
• 54145-81-2 1,2-epoxy-8-hydroxy-p-menthane 

Downstream Products

• 80-53-5 trans-terpin 
• 107602-68-6 (4aR,8aR)-4a,7,8,8a,-tetrahydro-1,1,6-trimethyl-1H-2-benzopyran-3(4H)-one 
• 76338-37-9 1,8-diacetoxy-trans-p-menth-2-ene 
• 1972-08-3 dronabinol 
• 31262-37-0 tetrahydrocannabivarin 
• 87791-00-2 6-(1-hydroxy-1-methylethyl)-3-methyl-2-cyclohexen-1-one 

Relevant articles and documents

Dye-sensitized intrazeolite photooxygenation of 4-substituted cyclohexenes. Remote substituent effects in regioselectivity and diastereoselectivity

The product distribution in the dye-sensitized photooxygenation of α-terpinyl acetate and terpinen-4-ol is quite similar in solution, however, by zeolite Y confinement, is substantially influenced by the position of the remote polar substituents relative

METHODS AND INTERMEDIATES FOR THE SYNTHESIS OF DELTA-9 TETRAHYDROCANNABINOL

Processes are disclosed for the synthesis of Delta-9 tetrahydrocannabinol which result in an improved Y-THC/Y-THC ratio, and intermediates are disclosed that may be used in the synthesis of Delta-9 tetrahydrocannabinol such that improved Y-THCIY-THC ratios are achieved. The intermediates may be cyclic compounds prepared from 2-Carene. There is also provided a scaleable process for the preparation of (+)-p-menth-2-ene-1, 8-diol,, another intermediate used in the synthesis of delta-9-tetrahydrocannibinol.

Studies on the stereochemical course of selenium-assisted cyclisation: Biogenetic-type synthesis in the p-menthan series

Acid-catalysed cyclisation of the β-hydroxy selenide (3) denved from linalyl acetate (1) afforded the trans-p-methans (4) and (5), the structures of which were confirmed by their transformation into (6), (8), (9), and (11) and by alternative synthesis of these compounds.