5331-32-8

Basic information

• Product Name: (+/-)-ISOBORNYL METHYL ETHER
• Synonyms: (+/-)-ISOBORNYL METHYL ETHER;ISOBORNYL METHYL ETHER;EXO-2-METHOXY-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPTANE;2-methoxy-1,7,7-trimethyl-,(1R,2R,4R)-rel-Bicyclo[2.2.1]heptane;7,7-trimethyl-2-methoxy-exo-bicyclo(2.2.1)heptan;7,7-trimethyl-2-methoxy-exo-bicyclo[2.2.1]heptan;exo-2-methoxy-1,7,7-trimethylnorbornane;exo-2-methoxybornane
• CAS NO: 5331-32-8
• Molecular Formula: C₁₁H₂₀O
• Molecular Weight: 168.28
• EINECS: 226-228-2
• Mol File: 5331-32-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 70 °C10 mm Hg(lit.)
• Flash Point: 61℃
• Appearance: clear colourless to pale yellow liquid
• Density: 0.921 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.913mmHg at 25°C
• Refractive Index: n20/D 1.462
• CAS DataBase Reference: (+/-)-ISOBORNYL METHYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-ISOBORNYL METHYL ETHER(5331-32-8)
• EPA Substance Registry System: (+/-)-ISOBORNYL METHYL ETHER(5331-32-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 3271 3/PG 3
• WGK Germany: 2
• RTECS: DT5078000
• Hazardous Substances Data: 5331-32-8(Hazardous Substances Data)

Usage

General Description

(+/-)-ISOBORNYL METHYL ETHER, also known as isobornyl methyl ether, is a clear, colorless liquid with a characteristic odor. It is commonly used as a flavoring agent in the food and beverage industry, as well as a fragrance ingredient in perfumes and cosmetics. It is also used as a solvent in various industrial applications. Isobornyl methyl ether is considered to be a relatively low-toxicity substance and is generally regarded as safe for use in consumer products. However, it is recommended to handle this chemical with care and use appropriate personal protective equipment when working with it.

InChI:InChI=1/C11H20O/c1-10(2)8-5-6-11(10,3)9(7-8)12-4/h8-9H,5-7H2,1-4H3/t8-,9+,11-/m1/s1

Upstream product

• 507-70-0 1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol 
• 24393-70-2 isoborneol 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 79-92-5 camphene 
• 80-56-8 Pinene 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 76-22-2 Camphor 
• 464-41-5 bornyl chloride 
• 4443-51-0 exo-2-Methoxy-1,7,7-trimethylbicyclo[2.2.1]heptane 
• 124-76-5 isoborneol 

Downstream Products

• 67-56-1 methanol 
• 565-00-4 dl-camphene 
• 464-41-5 bornyl chloride 
• 4443-51-0 ((1R)-isobornyl)-methyl ether 

Relevant articles and documents

Methoxylation of α-pinene over heteropolyacids immobilized in silica

The methoxylation of α-pinene was studied using heteropolyacids immobilized on silica as catalysts, at 60 °C, being the α-terpinyl methyl ether the main product. Tungstophosphoric acid (PW), molybdophosphoric acid (PMo), tungstosilicic acid (SiW) and molybdosilicic acid (SiMo) were immobilized on silica by sol-gel method. It was observed that the catalytic activity of the silica-supported heteropolyacids decreases in the series: PW2_S > SiW_S > PMo_S > SiMo_S. A series of PW immobilized on silica with different PW loading were prepared. It was observed that the catalytic activity increases with the amount of PW immobilized on silica. However, at high amount of PW on silica, a decrease of the catalytic activity was observed. Good values of selectivity to α-terpinyl methyl ether (about 60% near complete conversion) were obtained with all catalysts. Catalytic stability of the PW2_S was evaluated by performing consecutive batch runs with the same catalyst sample. After the third batch it was observed a stabilisation of the initial activity. A kinetic model was developed assuming that the α-pinene is consumed according to the parallel reaction network. It was observed that the kinetic model fits the experimental concentration data quite well.

Acid-catalyzed alkoxylation and hydration of camphene

Camphene alkoxylation in the presence of various acid catalysts was studied. With heteropolyacids H4SiW12O40 and H3PW12O40 as catalyst the reaction afforded in high yield alkyl isobornyl ethers The mechanism of camphene hydration in water - alcohol mixtures catalyzed with acids was discussed.

Reaction of alcohols with camphene over β-zeolite

Alkylation of fatty-aromatic alcohols with camphene over β-zeolite takes two pathways: O-alkylation which is preceded by isomerization of protonated camphene and addition at the camphene double bond of a carbocation formed by protonation and subsequent dehydration of the alcohol. As a result, products of aralkylation or cyclization are obtained, depending on the alcohol structure.