1985-59-7

Basic information

• Product Name: 1,1-Dimethyltetralin
• Synonyms: 1,1-Dimethyltetralin;1,1-Dimethyl(1,2,3,4-tetrahydronaphthalene);4,4-dimethyl-2,3-dihydro-1H-naphthalene
• CAS NO: 1985-59-7
• Molecular Formula: C₁₂H₁₆
• Molecular Weight: 160.25544
• Mol File: 1985-59-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: -17.94°C (estimate)
• Boiling Point: 246.18°C (estimate)
• Flash Point: 81.2°C
• Appearance: /
• Density: 0.9500
• Vapor Pressure: 0.158mmHg at 25°C
• Refractive Index: 1.5292
• CAS DataBase Reference: 1,1-Dimethyltetralin(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dimethyltetralin(1985-59-7)
• EPA Substance Registry System: 1,1-Dimethyltetralin(1985-59-7)

Safety Data

• Hazardous Substances Data: 1985-59-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 106, p. 7260, 1984 DOI: 10.1021/ja00335a075

InChI:InChI=1/C12H16/c1-12(2)9-5-7-10-6-3-4-8-11(10)12/h3-4,6,8H,5,7,9H2,1-2H3

Upstream product

• 53875-83-5 4-chloro-4-methyl-1-pentetne 
• 71-43-2 benzene 
• 13556-76-8 1.2-Dichlor-4-methyl-pentan 
• 4830-97-1 1,1-dimethyl-4-phenylbutyl chloride 
• 10415-87-9 3-methyl-1-phenylpentan-3-ol 
• 35739-70-9 dimethyldichlorotitanium(IV) 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 7446-70-0 aluminium trichloride 

Downstream Products

• 40484-15-9 α,α-dimethylhomophthalic acid 
• 90-12-0 1-Methylnaphthalene 
• 573-98-8 dimethyl-1,2 naphtalene 
• 31952-55-3 α,α-dimethyl-2-carboxyphenylacetic anhydride 
• 93184-83-9 Ethyl 4-<(E)-2-(1,1-dimethyl-1,2,3,4-tetrahydro-7-naphthyl)-propenyl>benzoate 
• 98453-68-0 C₁₉H₁₉N₃O₄S 
• 4215-86-5 isohexylbenzene 

Relevant articles and documents

Surface-Mediated Reactions. 6. Effects of Silica Gel and Alumina on Acid-Catalyzed Reactions

Absorption of a variety of acids to chromatographic silica gel results in substantial enhancement of their catalytic activity-affording easily prepared, environmentally benign heterogeneous acids that are highly effective in mediating a number of processes.This was shown for the isomerization of allene 1 and dimerization of the corresponding 1,3-diene 2; cyclization of (R)-citronellal (5), the related diester 10, and 1,5-cyclooctadiene (15); Rupe rearrangement of alkynol 18; and Friedel-Crafts cyclodehydration of alcohols 21.By contrast, commercially available Nafion-H was significantly less effective as a heterogeneous acid catalyst.Chromatographic alumina displayed enigmatic behavior, showing enhanced acidity on the adsorption of HCl but little or no acidity on the adsorption of a variety of other types of acid.The results are discussed in terms of the surface structures of silica gel and alumina.

Direct Geminal Dimethylation of Ketones and Exhaustive Methylation of Carboxylic Acid Chlorides Using Dichlorodimethyltitanium

The reaction of ketones with an excess of (CH3)2TiCl2 (6) leads to the replacement of the carbonyl oxygen atom by two methyl groups.This mild method of direct geminal dimethylation involves Grignard-type addition followed by formation of tertiary carbocations which are captured by methyltitanium species.Additional functional groups such as primary alkyl chlorides, thioethers, aromatics, ethers and esters are tolerated, but not thioketals.The procedure has been applied to the synthesis of (+/-)-cuparene (44).Similarly, carboxylic acid chlorides are converted to tert-butyl derivatives.