33669-76-0

Basic information

• Product Name: p-Menthane-1,2-diol
• Synonyms: 1-Hydroxyisocarvomenthol;1-Methyl-4-isopropyl-1,2-cyclohexanediol;p-Menthane-1,2-diol
• CAS NO: 33669-76-0
• Molecular Formula: C₁₀H₂₀O₂
• Molecular Weight: 0
• Mol File: 33669-76-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 268.1°C at 760 mmHg
• Flash Point: 121°C
• Appearance: /
• Density: 1.007g/cm³
• Vapor Pressure: 0.00106mmHg at 25°C
• Refractive Index: 1.488
• CAS DataBase Reference: p-Menthane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: p-Menthane-1,2-diol(33669-76-0)
• EPA Substance Registry System: p-Menthane-1,2-diol(33669-76-0)

Safety Data

• Hazardous Substances Data: 33669-76-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H20O2/c1-7(2)8-4-5-10(3,12)9(11)6-8/h7-9,11-12H,4-6H2,1-3H3

Upstream product

• 13833-08-4 1-methyl-4-(1-methylethenyl)-cyclohexane-1,2-diol 
• 64-17-5 ethanol 
• 61585-35-1 p-menth-1-ene 
• 851520-66-6 (3R)-3-isopropyl-6-methyl-7-oxabicyclo[4.1.0]heptane 
• 1195-31-9 (+)-p-menth-1-ene 
• 5989-27-5 D-limonene 
• 80845-80-3 (R)-(+)-1,2-diformyl-p-menthane 
• 1946-00-5 (1RS,2SR,4RS)-p-menth-8-ene-1,2-diol 
• 138-86-3 limonene. 
• 1195-92-2 Limonene oxide 

Downstream Products

• 499-70-7 carvomenthone 
• 499-70-7 methyl-2 isopropyl-5 cyclohexanone 
• 26238-82-4 3-isopropyl-6-oxo-heptanal 
• 2102-60-5 (+/-)-3,5-dinitro-benzoic acid-(trans-p-menth-6-en-2-yl ester) 

Relevant articles and documents

Synthesis of puleganic amides via a catalytically efficient two-step approach

Puleganic amides display interesting insect-repellent properties. A new synthetic route to this type of amide was developed involving an organocatalytic cyclization and metal-catalyzed hydrogenation in a one-pot protocol. An eco-friendly oxidative amination provided the puleganic amides with only one purification step and acceptable yields.

Spiroannelation via Intramolecular Ketocarbenoid Addition. Stereocontrolled Synthesis of (-)-Acorenone B and (+/-)-α-Chamigrene

The spirobicyclic structures of (+/-)-α-chamigrene (7) and (-)-acorenone B (6) were synthesized by means of a copper-catalyzed, intramolecular cycloaddition of diazo ketones 25 and 47, respectively.The former was prepared from 4-methyl-4-(p-methoxyphenyl)pentanoic acid (8) and the latter was obtained in optically active form from (R)-(+)-limonene (35).Reduction of 26 with lithium in ammonia gave 27, which was transformed to (+/-)-α-chamigrene (7) via olefin 30 and carbinol 32.The tricyclic ketone 53, from 47, was converted via olefin 55 to spiroketone 56.Interoduction of the conjugated olefin afforded (-)-acorenone B (6).Alternatively, 53 was reduced with lithium in ammonia to 54 and this, through a parallel sequence, was taken to (-)-4-epiacorenone B (67).