4610-11-1

Basic information

• Product Name: 4-methyl-2-(2-methylprop-1-enyl)oxane
• Synonyms: 4-methyl-2-(2-methylprop-1-enyl)oxane;Rosenoxid rechts;(2R)-2β-(2-Methyl-1-propenyl)-4β-methyltetrahydro-2H-pyran;(2R)-2β-Isobutenyl-4β-methyltetrahydro-2H-pyran;(2R)-Tetrahydro-4β-methyl-2β-(2-methyl-1-propenyl)-2H-pyran;(2R,4S)-2-(2-Methyl-1-propenyl)-4-methyltetrahydro-2H-pyran;(2R,4S)-4-Methyl-2-(2-methyl-1-propenyl)tetrahydro-2H-pyran;Einecs 225-017-2
• CAS NO: 4610-11-1
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 0
• EINECS: 225-017-2
• Mol File: 4610-11-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 196.7°C at 760 mmHg
• Flash Point: 66.8°C
• Appearance: /
• Density: 0.909g/cm³
• Vapor Pressure: 0.551mmHg at 25°C
• Refractive Index: 1.496
• CAS DataBase Reference: 4-methyl-2-(2-methylprop-1-enyl)oxane(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-2-(2-methylprop-1-enyl)oxane(4610-11-1)
• EPA Substance Registry System: 4-methyl-2-(2-methylprop-1-enyl)oxane(4610-11-1)

Safety Data

• Hazardous Substances Data: 4610-11-1(Hazardous Substances Data)

Usage

Description

4-methyl-2-(2-methylprop-1-enyl)oxane, also known as (+)-cis-rose oxide, is a rose oxide with R configuration at position 2 and S configuration at position 4. It is a naturally occurring organic compound that can be found in various plant sources.

Uses

Used in Fragrance Industry:
4-methyl-2-(2-methylprop-1-enyl)oxane is used as a fragrance ingredient for its pleasant and distinctive rose-like scent. It is valued for its ability to add a fresh and natural aroma to perfumes, cosmetics, and other fragrance products.
Used in Flavor Industry:
In the flavor industry, 4-methyl-2-(2-methylprop-1-enyl)oxane is used as a flavoring agent to impart a subtle and natural rose flavor to various food and beverage products. Its unique taste profile makes it a desirable addition to products that require a delicate and refined flavor.
Used in Pharmaceutical Industry:
4-methyl-2-(2-methylprop-1-enyl)oxane has potential applications in the pharmaceutical industry due to its unique chemical structure and properties. It may be used as a starting material for the synthesis of various pharmaceutical compounds or as an active ingredient in the development of new drugs.
Used in Chemical Research:
As a naturally occurring organic compound, 4-methyl-2-(2-methylprop-1-enyl)oxane is also used in chemical research for studying its properties, reactivity, and potential applications in various fields, including materials science, organic synthesis, and biochemistry.

InChI:InChI=1/C10H18O/c1-8(2)6-10-7-9(3)4-5-11-10/h6,9-10H,4-5,7H2,1-3H3/t9-,10-/m0/s1

Upstream product

• 16666-80-1 triphenylphosphonio-1-methylethanide 
• 216865-99-5 Trifluoro-acetic acid ((2R,4S)-4-methyl-tetrahydro-pyran-2-yl)-phenylsulfanyl-methyl ester 
• 81925-87-3 8-hydroxy-2,6-dimethyl-2-octen-4-one 
• 81925-86-2 3,7-dimethyl-5-(2'-methyl-2'-propenyl)-7-octen-1,5-diol 
• 144867-81-2 (2R,4S)-2-((E)-3-Bromo-2-methyl-propenyl)-4-methyl-tetrahydro-pyran 
• 96154-45-9 3,7-dimethylocta-4,6-dien-1-ol 
• 1121-84-2 4-methyl-tetrahydro-pyran-2-one 
• 16122-01-3 3,7-Dimethyl-6-octene-1,5-diol 
• 19550-64-2 2,6-Dimethyl-1,5-heptadien-4-ol 
• 124727-44-2 4-Methoxymethoxy-2,6-dimethyl-hepta-1,5-diene 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 124727-45-3 4-Bromo-4-methyl-2-(2-methyl-propenyl)-tetrahydro-pyran 
• 144867-78-7 (E)-(4R,6S)-4-Hydroxy-2,6-dimethyl-8-(toluene-4-sulfonyloxy)-oct-2-enoic acid methyl ester 
• 144867-76-5 (E)-(4R,6S)-4,8-Diacetoxy-2,6-dimethyl-oct-2-enoic acid ethyl ester 

Relevant articles and documents

Aluminium triflate catalysed cyclisation of unsaturated alcohols: novel synthesis of rose oxide and analogues

Aluminium trifluoromethanesulfonate was used as an efficient catalyst for the cycloisomerisation of several unsaturated alcohols into cyclic ethers such as rose oxide and some of its ether analogues.

Synthesis and odor of optically active rose oxide

Stereoselective synthesis of optically active rose oxide (1) by KHSO4 and Pd-BINAP-catalyzed cyclization of (3R)- and (3S)-3,7-dimethyl-6,7-octadien-1-ol (5) is described. One-pot synthesis of the (3R)- and (3S)-allenyl alcohol 5 from (3R)- and (3S)-citronellol (2) (98% ee) is also described. Furthermore, the odor properties of the four diastereomers of 1 are reported.

Photochemical rearrangement of 2-phenylthio-1,3-cyclohexanediols to deoxysugars. Application to a stereospecific synthesis of (+)-cis-rose oxide

The present paper reports the stereospecific synthesis of (+)-cis-rose oxide, the unnatural isomer of the fragrant oil isolated from Bulgarian roses and Bourbon geraniums. The synthesis serves to illustrate the potential of a new photochemical rearrangement of carbocycles to deoxysugars reported earlier.