10374-04-6

Basic information

• Product Name: p-Menthadiene<1(7),8>-cis-ol-(2)
• Synonyms: p-Menthadiene<1(7),8>-cis-ol-(2)
• CAS NO: 10374-04-6
• Molecular Weight: 152.236
• Mol File: 10374-04-6.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: p-Menthadiene<1(7),8>-cis-ol-(2)(CAS DataBase Reference)
• NIST Chemistry Reference: p-Menthadiene<1(7),8>-cis-ol-(2)(10374-04-6)
• EPA Substance Registry System: p-Menthadiene<1(7),8>-cis-ol-(2)(10374-04-6)

Safety Data

• Hazardous Substances Data: 10374-04-6(Hazardous Substances Data)

Upstream product

• 177698-19-0 Beta-pinene 
• 138-86-3 limonene. 
• 28252-26-8 Acetic acid (R)-5-isopropenyl-2-methylene-cyclohexyl ester 
• 28252-26-8 Acetic acid (S)-5-isopropenyl-2-methylene-cyclohexyl ester 
• 1195-92-2 Limonene oxide 
• 74756-08-4 2β-hydroxy-1α-phenylseleno-trans-p-menth-8-ene 
• 5989-27-5 D-limonene 
• 74940-37-7 S-methyl S-isocarveyl dithiocarbonate 
• 104-15-4 toluene-4-sulfonic acid 
• 6909-30-4 (1S,2R,4R)-limonene-1,2-epoxide 

Downstream Products

• 536-59-4 perillol 
• 5503-12-8 L-perillaldehyde 

Relevant articles and documents

Active oxygen species and structure specificity of antipsoriatic anthrones

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Selective photosensitized oxidation and its catalytic regulation of monoterpene with molecular oxygen in different reaction media

The photo-catalytic oxidation of α-pinene, β-pinene and limonene with molecular oxygen sensitized by tetrachlorotetraiodo-fluorescein sodium salt (RB) has been studied in different reaction media under green light irradiation. Simple and efficient photosensitized oxidation equipment was employed successfully to improve the efficiency of the photosensitized reaction. The results indicate that the photosensitized oxidation products can be directly obtained without after-treatment by reductive reagent. Furthermore, it was found that the product distributions are remarkably affected by reaction media, and that N,N-dimethylformamide (DMF) can regulate the selectivity to products. In particular, the good selectivity (85%) to the main product (myrtenal) and the excellent conversion (99%) were obtained in the absence of any other catalysts when DMF was used as reaction solvent in the photosensitized oxidation of β-pinene. Moreover, the possible photosensitized oxidation reaction mechanism in different media was suggested in the present work.

Mixed disproportionation versus radical trapping in titanocene(III)-promoted epoxide openings

The formation of either deoxygenation products or allylic alcohols from epoxides is observed when these substrates are treated with Cp2TiCl under anhydrous conditions. It seems that processes via trisubstituted radicals give allylic alcohols whereas processes via disubstituted radicals may give deoxygenation products or allylic alcohols depending on the structure of the original epoxide. This method allows a controlled access to these functional groups, providing a useful tool in organic synthesis. A mechanistic discussion for these transformations is reported.