3033-23-6

Basic information

• Product Name: (-)-ROSE OXIDE
• Synonyms: 2H-Pyran,tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-,(2S-cis)-;l-tetrahydro-4-methyl-2-(2-methylpropenyl)-2H-Pyran;tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-,(2S-cis)-2H-Pyran;(2S-cis)-tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran;(-)-cis-roseoxide,tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2,5-cis-2H-pyran,(-)-cis-roseoxide;2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-, (2S,4R)-;Rosenoxid links;(-)-CIS-ROSE OXIDE 95+%
• CAS NO: 3033-23-6
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• EINECS: 221-217-9
• Mol File: 3033-23-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 70-71 °C12 mm Hg(lit.)
• Flash Point: 68 °C
• Appearance: colorless clear liquid
• Density: 0.871 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.551mmHg at 25°C
• Refractive Index: n20/D 1.454
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (-)-ROSE OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-ROSE OXIDE(3033-23-6)
• EPA Substance Registry System: (-)-ROSE OXIDE(3033-23-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38-52/53
• Safety Statements: 26-61
• WGK Germany: 1
• F: 10-23
• Hazardous Substances Data: 3033-23-6(Hazardous Substances Data)

Usage

General Description

(-)-Rose oxide is a natural organic compound that is found in rose oil, and it has a pleasant, floral scent. It is commonly used as a fragrance in perfumes, soaps, and other personal care products. It also has potential applications in the food and beverage industry, where it can be used as a flavoring agent. (-)-Rose oxide is known for its ability to enhance the overall aroma of products and is often valued for its unique and appealing fragrance. Additionally, it has been studied for its potential therapeutic properties, including its potential to act as an anti-inflammatory and an antioxidant. Overall, (-)-rose oxide is a versatile chemical with various commercial and potential medicinal applications.

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-/m1/s1

Upstream product

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• 19550-64-2 2,6-Dimethyl-1,5-heptadien-4-ol 
• 79731-38-7 (3R,5E)-3,7-dimethylocta-5,7-dien-1-ol 
• 96154-45-9 3,7-dimethylocta-4,6-dien-1-ol 
• 88609-80-7 Lithium; 2-methyl-1-((2R,4R)-4-methyl-tetrahydro-pyran-2-yl)-prop-2-en-1-olate 
• 88609-92-1 C₆H₁₁LiO 
• 906716-81-2 4-methyl-2-(thiophenyl)tetrahydropyran 
• 81925-86-2 3,7-dimethyl-5-(2'-methyl-2'-propenyl)-7-octen-1,5-diol 
• 81925-87-3 8-hydroxy-2,6-dimethyl-2-octen-4-one 
• 88609-81-8 Dithiocarbonic acid S-methyl ester S-[(E)-2-methyl-3-((2R,4R)-4-methyl-tetrahydro-pyran-2-yl)-allyl] ester 
• 16122-01-3 3,7-Dimethyl-6-octene-1,5-diol 
• 73374-55-7 methyl (3R)-6-hydroxy-3,7-dimethyl-7-octenoate 
• 79664-97-4 methyl (3R)-3,7-dimethyl-6-oxo-7-octenoate 

Relevant articles and documents

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.

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.

Process for producing a rose oxide

An improved process for production of an isomer mixture of Z- and E-2-?2-Methyl-prop-1-en-1-yl-!-4-methyl-tetrahydropyran, more commonly known under the name cis- and trans-rose oxide, which as a rule contains at least 80% of the natural Z-isomers (cis-rose oxide) which are valuable in the perfume industry.