23811-08-7

Basic information

• Product Name: HINESOL
• Synonyms: 2-(6,10-Dimethylspiro[4.5]dec-6-en-2-yl)-2-propanol;HINESOL;HINESOL hplc;(2R,5S,10S)-α,α,6,10-Tetramethylspiro[4.5]dec-6-ene-2α-methanol;(2R,5S,10S)-alpha,alpha,6,10-Tetramethylspiro[4.5]dec-6-ene-2-methanol;Spiro(4.5)dec-6-ene-2-methanol, alpha,alpha,6,10-tetramethyl-, (2R-(2alpha,5alpha(S*)))-;2-[(2R,10S)-6,10-diMethylspiro[4.5]dec-6-en-2-yl]propan-2-ol;Spiro[4.5]dec-6-ene-2-methanol,a,a,6,10-tetramethyl-, (2R,5S,10S)-
• CAS NO: 23811-08-7
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.37
• Product Categories: Miscellaneous Natural Products
• Mol File: 23811-08-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 59-60 °C
• Boiling Point: 312.188 °C at 760 mmHg
• Flash Point: 114.626 °C
• Appearance: /
• Density: 0.96
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.505
• PKA: 15.14±0.29(Predicted)
• CAS DataBase Reference: HINESOL(CAS DataBase Reference)
• NIST Chemistry Reference: HINESOL(23811-08-7)
• EPA Substance Registry System: HINESOL(23811-08-7)

Safety Data

• Hazardous Substances Data: 23811-08-7(Hazardous Substances Data)

Usage

Description

HINESOL is a compound that can be found in various essential oils derived from different plant sources. These oils exhibit a range of biological activities, including antifungal, antimicrobial, anti-inflammatory, and anticancer properties. However,

Uses

Used in the Fragrance Industry:
HINESOL is used as a fragrance ingredient for its distinct and pleasant aroma, which can be found in essential oils from various plant sources.
Used in the Pharmaceutical Industry:
HINESOL is used as a potential candidate for the development of drugs targeting various health issues, due to the biological activities exhibited by the essential oils in which it is found.
Used in the Cosmetic Industry:
HINESOL is used as an ingredient in cosmetic products, leveraging its pleasant aroma and potential therapeutic properties.
Used in the Agrochemical Industry:
HINESOL is used as a component in the development of antifungal, antimicrobial, and anti-inflammatory agents for agricultural applications, based on the properties of the essential oils in which it is found.

InChI:InChI=1/C15H26O/c1-11-6-5-7-12(2)15(11)9-8-13(10-15)14(3,4)16/h6,12-13,16H,5,7-10H2,1-4H3/t12-,13+,15+/m1/s1

Upstream product

• 124482-30-0 (S)-3-methyl-2-methylenecyclohexanone 
• 30310-78-2 (3R,5S,8R,10S)-3-(1-Hydroxy-1-methyl-ethyl)-6,10-dimethyl-spiro[4.5]deca-1,6-dien-8-ol 
• 917-54-4 methyllithium 
• 121741-13-7 6-Hydroxy-6,10-dimethyl-spiro[4.5]decane-2-carboxylic acid methyl ester 
• 121840-75-3 6-Methyl-10-methylene-spiro[4.5]decane-2-carboxylic acid methyl ester 
• 121741-12-6 6-Methyl-10-oxo-spiro[4.5]decane-2-carboxylic acid 
• 121741-18-2 6-Hydroxy-6,10-dimethyl-spiro[4.5]decane-2-carboxylic acid 
• 917-64-6 methyl magnesium iodide 
• 121840-74-2 6,10-Dimethyl-spiro[4.5]dec-6-ene-2-carboxylic acid methyl ester 

Relevant articles and documents

A unified, RCM anchored approach to spiro[4.5]decane-based sesquiterpenoids: Collective synthesis of (±)-α & β-vetispirenes, (±)-β-vetivone, (±)-agarospirol and (±)-hinesol

Collective syntheses of five spiro[4.5]decane framework bearing sesquiterpenoids, namely, α & β-vetispirenes, β-vetivone, agarospirol and hinesol as well as formal synthesis of axenol and gleenol from a readily available precursor cyclohexanone-β-ketoester via the intermediacy of a versatile intermediate (2,10-dimethylspiro[4.5]dec-1-en-6-one) have been accomplished in a concise manner.

Connective synthesis of spirovetivanes: Total synthesis of (±)-agarospirol, (±)-hinesol and (±)-α-vetispirene

A concise, connective synthesis of naturally occurring spirovetivanes 1 and 3, in racemic form, is presented. This novel approach involves the efficient assembly of the advanced intermediate 12 through a unique spiroannulation protocol. Wiley-VCH Verlag GmbH & Co. KGaA1 69451 Weinheim, Germany, 2004.

Synthetic photochemistry. LXVII. A total synthesis of (±)-hinesol and (±)-agarospirol via retro-benzilic acid rearrangement

A mild base-catalyzed retro-benzilic acid rearrangement of a proto-photocycloadduct, formed in highly stereoselective photoaddition of methyl 2,4-dioxopentanoate to 1,5-dimethyl-6-methylene-1-cyclohexene, afforded a spiro[4.5]decenedione derivative. Reductive elimination of the α-dicarbonyl function and C1-homologation furnished (±)-hinesol and (±)-agarospirol.