80-53-5

Basic information

• Product Name: p-menthane-1,8-diol
• Synonyms: Cyclohexanemethanol, 4-hydroxy-.alpha.,.alpha.,4-trimethyl-;P-MENTHANE-1,8-DIOL=TERPINHYDRATE;PARA-MENTHANE-1,8-DIOL;1,8-p-Menthanediol;1,8-Terpin;4-(1-Hydroxy-1-methylethyl)-1-methylcyclohexanol;4-Hydroxy-α,α,4-trimethylcyclohexanemethanol;4-(2-hydroxypropan-2-yl)-1-methyl-cyclohexan-1-ol
• CAS NO: 80-53-5
• Molecular Formula: C₁₀H₂₀O₂
• Molecular Weight: 172.2646
• EINECS: 201-288-2
• Mol File: 80-53-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 158 °C
• Boiling Point: 265°Cat760mmHg
• Flash Point: 119°C
• Appearance: /
• Density: 1.018g/cm³
• Vapor Pressure: 0.028Pa at 25℃
• PKA: 15.18±0.29(Predicted)
• CAS DataBase Reference: p-menthane-1,8-diol(CAS DataBase Reference)
• NIST Chemistry Reference: p-menthane-1,8-diol(80-53-5)
• EPA Substance Registry System: p-menthane-1,8-diol(80-53-5)

Safety Data

• Hazardous Substances Data: 80-53-5(Hazardous Substances Data)

Usage

General Description

p-Menthane-1,8-diol is a chemical compound derived from the essential oil of Eucalyptus citriodora. It is a natural insect repellent and is often used as an active ingredient in insect repellent products. p-menthane-1,8-diol has been found to be effective against a variety of insects, including mosquitoes, ticks, and fleas. It is considered to be a safer alternative to synthetic insect repellents and is widely used in outdoor and camping products. Additionally, it has been found to have some antimicrobial properties, making it useful in personal care products such as lotions and soaps. Overall, p-menthane-1,8-diol is a versatile and effective natural insect repellent and antimicrobial compound.

InChI:InChI=1S/C10H20O2/c1-9(2,11)8-4-6-10(3,12)7-5-8/h8,11-12H,4-7H2,1-3H3

Upstream product

• 25570-95-0 1,4-dichloro-trans-p-menthane 
• 25580-62-5 1,8-dichloro-trans-p-menthane 
• 138-86-3 limonene. 
• 80-56-8 Pinene 
• 80-56-8 rac-α-pinene 
• 25570-96-1 1,4-dibromo-p-menthane 
• 563-63-3 silver(I) acetate 
• 64-19-7 acetic acid 
• 7322-63-6 cis-p-menthan-8-ol 
• 6994-90-7 (r-1,t-4)-4,8-epoxy-p-menthan-1-ol 
• 470-82-6 1,8-Cineole 
• 7664-93-9 sulfuric acid 
• 4497-96-5 1-Chloro-4-(1-chloro-1-methyl-ethyl)-1-methyl-cyclohexane 
• 27621-71-2 1,4-dichloro-p-menthane 

Downstream Products

• 1127-33-9 1,8-dibromo-p-menthane 
• 586-62-9 Terpinolene 
• 99-86-5 1-methyl-4-isopropyl-1,3-cyclohexadiene 
• 99-87-6 4-methylisopropylbenzene 
• 99-85-4 crithmene 
• 586-82-3 (+/-)-4-isopropyl-1-methyl-3-cyclohexen-1-ol 
• 470-82-6 eucalyptol 
• 470-67-7 4-methyl-1-propan-2-yl-7-oxabicyclo[2.2.1]heptane 
• 138-86-3 limonene. 
• 99-82-1 Menthane 
• 116-51-8 terpenylic acid 
• 64-19-7 acetic acid 
• 100-21-0 terephthalic acid 
• 99-94-5 p-Toluic acid 

Relevant articles and documents

Fe-Catalyzed Anaerobic Mukaiyama-Type Hydration of Alkenes using Nitroarenes

Hydration of alkenes using first row transition metals (Fe, Co, Mn) under oxygen atmosphere (Mukaiyama-type hydration) is highly practical for alkene functionalization in complex synthesis. Different hydration protocols have been developed, however, control of the stereoselectivity remains a challenge. Herein, highly diastereoselective Fe-catalyzed anaerobic Markovnikov-selective hydration of alkenes using nitroarenes as oxygenation reagents is reported. The nitro moiety is not well explored in radical chemistry and nitroarenes are known to suppress free radical processes. Our findings show the potential of cheap nitroarenes as oxygen donors in radical transformations. Secondary and tertiary alcohols were prepared with excellent Markovnikov-selectivity. The method features large functional group tolerance and is also applicable for late-stage chemical functionalization. The anaerobic protocol outperforms existing hydration methodology in terms of reaction efficiency and selectivity.

Hydration of α-pinene in a triphasic system consisting of α-pinene, water, and Cs2.5H0.5PW12O 40-SiO2 composite

Cs2.5H0.5PW12O40-SiO 2 composite combined with (3-aminopropyl)triethoxysilane exhibited greater activity and selectivity for hydration of α-pinene at 333 K in a triphasic system (α-pinene/water/solid acid) compared to previously reported water-tolerant catalysts such as zeolites, polymer-resins (Amberlyst 15 and Nafion-H), oxides, and liquid acids such as H3PW 12O40 and H2SO4. The selectivity toward alcohols, including mono- and dialcohols, was approximately 80% over Cs2.5H0.5PW12O40-SiO2 composite. Copyright

Chemistry Around δ-Terpineol

Bromination, hydroboration, epoxidation, 1,2-dihydroxylation and acidification reactions upon δ-terpineol are described.