18881-04-4

Basic information

• Product Name: (S)-CIS-VERBENOL
• Synonyms: (1S)-CIS-VERBENOL;(S)-CIS-VERBENOL;[1S-(1alpha,2beta,5alpha)]-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-ol;(S)-CIS-VERBENOL, 95% (50+% E.E.);BICYCLO[3.3.1]HEPT-3-EN-2-OL,4,6,6-TRIMETHYL-,[1S-(1a,2b,5a)]-;(1S,1α,5α)-4,6,6-Trimethylbicyclo[3.1.1]hepta-3-ene-2β-ol;(1S,5S)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2β-ol;(1α,5α)-4,6,6-Trimethylbicyclo[3.1.1]hepta-3-ene-2β-ol
• CAS NO: 18881-04-4
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23
• EINECS: 242-645-2
• Product Categories: Fine Intermediate
• Mol File: 18881-04-4.mol
• Article Data: 59

Chemical Properties

• Melting Point: 62-65 °C(lit.)
• Boiling Point: 214.9°Cat760mmHg
• Flash Point: 84.5°C
• Appearance: Bordeaux to dark brown-red/Powder
• Density: 1.002g/cm³
• Vapor Pressure: 0.0332mmHg at 25°C
• Refractive Index: 1.511
• PKA: 14.56±0.60(Predicted)
• BRN: 2206582
• CAS DataBase Reference: (S)-CIS-VERBENOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-CIS-VERBENOL(18881-04-4)
• EPA Substance Registry System: (S)-CIS-VERBENOL(18881-04-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 8
• Hazardous Substances Data: 18881-04-4(Hazardous Substances Data)

Usage

Description

(S)-CIS-VERBENOL, with the chemical name (4S)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-ol and CAS number 18881-04-4, is an aggregation pheromone component found in bark beetles. It exhibits potent anti-oxidative and anti-inflammatory activities, making it a valuable compound in various applications.

Uses

Used in Pest Control Industry:
(S)-CIS-VERBENOL is used as a pheromone dispenser for attracting and trapping harmful forest, horticultural, and agricultural insects. This application helps in managing and controlling insect populations that can cause significant damage to crops and forests.
Used in Chemical Research:
(S)-CIS-VERBENOL is used as a research compound in the study of its anti-oxidative and anti-inflammatory properties. This allows scientists to explore its potential applications in various fields, such as pharmaceuticals and cosmetics, where these properties can be harnessed for beneficial effects.

InChI:InChI=1/C10H16O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-9,11H,5H2,1-3H3/t7?,8?,9-/m0/s1

Upstream product

• 80-56-8 rac-α-pinene 
• 7722-84-1 dihydrogen peroxide 
• 67-64-1 acetone 
• 80-56-8 Pinene 
• 7785-26-4 (-)-α-pinene 
• 67-56-1 methanol 
• 18309-32-5 Verbenone 
• 1028464-68-7 (Z)-verbenol 
• 473-06-3 chrysanthenone 
• 7785-70-8 (+)-α-pinene 
• 1203-21-0 trans-verbenyl acetate 
• 1820-09-3 Verbenol 
• 80-57-9 verbenone 
• 1260669-72-4 (-)-verbenol acetate 

Downstream Products

• 22571-78-4 (+)-cis-pinononoic acid 
• 288848-24-8 (1S,3R)-3-acetyl-2,2-dimethylcyclobutane carboxylic acid 
• 144732-81-0 (-)-(1S)-<(1α,2α,5α)-4,6,6-trimethylbicyclo<3.1.1>hept-3-en-2-yl> 2,6-dichlorobenzoate 
• 121232-21-1 (-)-(1S)-<(1α,2α,5α)-4,6,6-trimethylbicyclo<3.1.1>hept-3-en-2-yl> (diphenylphosphino)acetate 
• 1298063-01-0 (1S,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol 
• 1307886-99-2 epoxide-(-)-trans-verbenole 
• 144681-50-5 (+)-(1S)-<(1α,2β,5α)-4,6,6-trimethylbicyclo<3.1.1>hept-3-en-2-yl> (diphenylphosphino)acetate 
• 861942-46-3 (3aS,4R,5S,7R,7aR)-4-Hydroxy-7a,8,8-trimethyl-1-phenyl-3a,4,5,6,7,7a-hexahydro-1H-5,7-methano-indazole-3-carboxylic acid methyl ester 
• 1192586-24-5 methyl (2,6,6-trimetylbicyclo[3.1.1]hept-2-en-trans-4-ylthio)ethanoate 
• 473-67-6 trans-verbenol 

Relevant articles and documents

Individual stereoisomers of verbenol and verbenone express bioactive features

Naturally occurring terpene core compounds have been used extensively in both pharmaceutical and cosmetic industry. However, since chirality of these compounds has profound influence on the level of their bioactivity, the aim of the present study was to a

Selective Allylic Oxidation of Terpenic Olefins Using Co-Ag Supported on SiO2 as a Novel, Efficient, and Recyclable Catalyst

Co-Ag supported on the SiO2 catalyst was synthesized by the sol-gel method and characterized using XRD, FT-IR, TG-DTG, BET, CV, and SEM/EDX analysis. The catalytic performance of the resulting catalyst was examined by the oxidation of mono and sesquiterpenic olefins using hydrogen peroxide and tert-butyl peroxide as oxidant agents. Various parameters such as catalyst amount, temperature, and solvents have been studied. The Co-Ag supported on the SiO2 catalyst showed a high activity, selectivity, and recyclability for the selected oxidation reaction.

A Cu-Doped ZIF-8 metal organic framework as a heterogeneous solid catalyst for aerobic oxidation of benzylic hydrocarbons

Mixed-metal metal organic frameworks have received considerable attention in recent years and it has been shown that the activity of the parent metal organic framework (MOF) is often enhanced upon doping with external metal ions within the framework. In this context, Cu2+ ions with different loadings were incorporated within the ZIF-8 framework to obtain a series of Cu-doped ZIF-8 materials and their activity was examined in the aerobic oxidation of hydrocarbons. The as-synthesized Cu-doped solids were characterized by powder X-ray diffraction (XRD), ultraviolet diffuse reflectance spectroscopy (UV-DRS), scanning electron microscopy (SEM), Fourier Transform infrared (FT-IR), electron paramagnetic resonance (EPR) and inductively coupled plasma (ICP) analysis. The experimental results revealed that the activity of Cu-doped ZIF-8 is much higher than that of the parent ZIF-8 in all the tested substrates at 120 °C. Furthermore, the activity of the Cu-doped ZIF-8 with the highest Cu loading was eight fold higher than that of the parent ZIF-8 in the aerobic oxidation of cyclooctane (1) at 120 °C with more than 80% selectivity to the corresponding cyclooctanol/cyclooctanone (ol/one) mixture. Cu-doped ZIF-8 was reused two times with no significant drop in its activity under identical conditions. Furthermore, comparison of the two times reused solid with that of the fresh solid by powder XRD and SEM analysis revealed identical structural integrity and morphology, respectively during the oxidation reactions.