475-03-6

Basic information

• Product Name: 1,1,6-TRIMETHYLTETRALIN
• Synonyms: 1,1,6-TRIMETHYLTETRALIN;1,1,6-TRIMETHYLTETRALINE;1,1,6-Trimethyl-1,2,3,4-tetrahydronaphthalene;1,1,6-trimethyl-1,2,3,4-tetrahydro-naphthalene;1,2,3,4-tetrahydro-1,1,6-trimethyl-naphthalen;1,2,3,4-tetrahydro-1,1,6-trimethyl-naphthalene;alpha-Ionene;Ionene
• CAS NO: 475-03-6
• Molecular Formula: C₁₃H₁₈
• Molecular Weight: 174.28
• EINECS: 207-490-7
• Mol File: 475-03-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: -7.5°C (estimate)
• Boiling Point: 265.28°C (estimate)
• Flash Point: 97.8 °C
• Appearance: /
• Density: 0.9303
• Vapor Pressure: 0.0533mmHg at 25°C
• Refractive Index: 1.5257
• Storage Temp.: Room Temperature
• Solubility: Chloroform, Dichloromethane, Ethylacetate
• Stability: No Data Availablee
• CAS DataBase Reference: 1,1,6-TRIMETHYLTETRALIN(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,6-TRIMETHYLTETRALIN(475-03-6)
• EPA Substance Registry System: 1,1,6-TRIMETHYLTETRALIN(475-03-6)

Safety Data

• Hazardous Substances Data: 475-03-6(Hazardous Substances Data)

Usage

Uses

1,1,6-Trimethyltetralin is an intermediate in the synthesis of 1,2-Dihydro-1,1,6-trimethyl-naphthalene which is responsible for a "kerosene note" or "petrol" aromas in aged Riesling wines.

Definition

ChEBI: A member of the class of tetralins that is tetralin substituted by methyl groups at positions 1, 1 and 6 respectively.

InChI:InChI=1/C13H18/c1-10-6-7-12-11(9-10)5-4-8-13(12,2)3/h6-7,9H,4-5,8H2,1-3H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 60-29-7 diethyl ether 
• 79-77-6 (E)-β-ionone 
• 79-77-6 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one 
• 127-41-3 alpha-ionone 
• 68238-72-2 4-(2,2-dimethyl-6-methylene-cyclohexylidene)-butan-2-one 
• 55728-27-3 1,1,6-trimethyl-1,2,3,7,8,8a-hexahydro-naphthalene 
• 87077-24-5 2-methyl-5-(m-tolyl)pentan-2-ol 
• 5046-92-4 2,5,5,8a-tetramethyl-6,7,8,8a-tetrahydro-5H-chromene 
• 105-36-2 ethyl bromoacetate 
• 71-43-2 benzene 
• 70358-58-6 cis-4,4,7-Trimethyl-1,4,4a,5,8,8a-hexahydronaphthalin-1-on 
• 78-79-5 isoprene 
• 24190-29-2 (R)-α-ionone 

Downstream Products

• 575-43-9 1,6-dimethylnaphthalene 
• 34557-54-5 methane 
• 541-31-1 3-methylbutanethiol 
• 30364-38-6 1,2-dihydro-1,1,6-trimethyl-naphthalene 
• 70358-65-5 4,4,7-trimethyl-3,4-dihydronaphthalen-1(2H)-one 
• 857806-41-8 4-(1-carboxy-1-methyl-ethyl)-isophthalic acid 
• 855641-95-1 4-(2-carboxy-1,1-dimethyl-ethyl)-isophthalic acid 
• 87756-40-9 1-(5,6,7,8-tetrahydro-3,8,8-trimethyl-2-naphthalenyl)ethanone 
• 149620-39-3 1-(3-ethyl-5,6,7,8-tetrahydro-2,5,5-trimethyl-1-naphthalenyl)ethanone 
• 149620-31-5 5,6,7,8-tetrahydro-3,8,8-trimethyl-1-naphthalenamine 
• 169124-27-0 methyl 4-<(3,8,8-trimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbonyl>benzoate 
• 857803-88-4 4-(2-carboxy-1,1-dimethyl-2-oxo-ethyl)-isophthalic acid 

Relevant articles and documents

Ultrasound-Mediated Rearrangement of β-Ionone to 1,1,6-Trimethyl-1,2,3,4-Tetrahydronaphthalene.

The rearrangement of β-ionone in CHBr3 to 1,1,6-trimethyl-1,2,3,4-tetrahydronaphthalene was studied under sonochemical conditions.Trapping experiments showed ultrasound to induce the generation of bromine radicals from CHBr3 that abstracted hydrogen from the solvent to yield HBr.The hydrogen bromide catalyses the cyclisation of β-ionone.

Synthesis and Herbicidal Activity of Substituted Tetrahydronaphthalenes: I

This paper reports the synthesis and the biological activity of substituted 6-alkyl-1,2,3,4-tetrahydro-1,1-dimethylnaphthalenes in which the substituents at the 5- and/or 7-position are varied with a multitude of functional groups. These compounds exhibited pre-emergent herbicidal activity which was a function of the electron-withdrawing ability and the size of the groups substituted at the 5- and/or 7-position. Nitro and/or nitrile groups at these positions tended to optimize activity.

STUDIES IN ACETALIZATION REACTIONS OF SOME TERPENES

The reactions of some terpenic ketones / aldehydes with alcohols were investigated in acidic medium.Some expected and unexpected products have been identified and possible mechanistic pathways leading to the products are discussed.