15359-98-5

Basic information

• Product Name: tert-butyl 4-methylphenyl ether
• Synonyms: tert-butyl 4-methylphenyl ether;1-tert-Butoxy-4-methylbenzene;4-tert-Butoxytoluene;tert-Butyl p-tolyl ether;tert-Butyl(p-tolyl) ether;Benzene, 1-(1,1-dimethylethoxy)-4-methyl-;4-tert-butyloxytoluene;4-Methylphenyl tert-butyl ether
• CAS NO: 15359-98-5
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.24414
• Mol File: 15359-98-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 220℃
• Flash Point: 90℃
• Appearance: /
• Density: 0.916
• Vapor Pressure: 0.173mmHg at 25°C
• Refractive Index: 1.4882
• Storage Temp.: 2-8°C
• CAS DataBase Reference: tert-butyl 4-methylphenyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-methylphenyl ether(15359-98-5)
• EPA Substance Registry System: tert-butyl 4-methylphenyl ether(15359-98-5)

Safety Data

• Hazardous Substances Data: 15359-98-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 4230, 1959 DOI: 10.1021/ja01525a028

InChI:InChI=1/C11H16O/c1-9-5-7-10(8-6-9)12-11(2,3)4/h5-8H,1-4H3

Upstream product

• 106-38-7 para-bromotoluene 
• 865-47-4 potassium tert-butylate 
• 624-31-7 4-tolyl iodide 
• 71-43-2 benzene 
• 106-44-5 p-cresol 
• 1634-04-4 tert-butyl methyl ether 
• 75-65-0 tert-butyl alcohol 
• 36719-51-4 3,3-diethyl-1-(4-methylphenyl)-1-triazene 
• 106-49-0 p-toluidine 
• 507-20-0 tertiary butyl chloride 
• 115-11-7 isobutene 
• 614-45-9 tert-Butyl peroxybenzoate 
• 4294-57-9 para-methylphenylmagnesium bromide 

Downstream Products

• 941293-03-4 (s)-β-4-tert-butoxylphenyl-γ-Fmoc-amino-propylalcohol 
• 941293-01-2 C₁₄H₂₃NO₂ 
• 941293-02-3 (S)-β-4-tert-butoxyphenyl-γ-(S)-N-benzyl-α-methylbenzylamino-propylalcohol 
• 941293-00-1 3-(4-tert-butoxyphenyl)propionaldehyde 
• 132307-87-0 3-(4-tert-butoxyphenyl)-propan-1-ol 
• 106-44-5 p-cresol 
• 77249-33-3 4-fluoro-4-methylcyclohexa-2,5-dien-1-one 
• 2409-55-4 2-tert-Butyl-4-methylphenol 

Relevant articles and documents

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KOtBu: A Privileged Reagent for Electron Transfer Reactions?

Many recent studies have used KOtBu in organic reactions that involve single electron transfer; in the literature, the electron transfer is proposed to occur either directly from the metal alkoxide or indirectly, following reaction of the alkoxide with a solvent or additive. These reaction classes include coupling reactions of halobenzenes and arenes, reductive cleavages of dithianes, and SRN1 reactions. Direct electron transfer would imply that alkali metal alkoxides are willing partners in these electron transfer reactions, but the literature reports provide little or no experimental evidence for this. This paper examines each of these classes of reaction in turn, and contests the roles proposed for KOtBu; instead, it provides new mechanistic information that in each case supports the in situ formation of organic electron donors. We go on to show that direct electron transfer from KOtBu can however occur in appropriate cases, where the electron acceptor has a reduction potential near the oxidation potential of KOtBu, and the example that we use is CBr4. In this case, computational results support electrochemical data in backing a direct electron transfer reaction.

Aromatic fluoro-de-triazenation with boron trifluoride diethyl etherate under non-protic acid conditions

Fluoro-de-triazenation of 3,3-diethyl-1-aryltriazenes can be achieved by conventional or under microwave heating in carbon tetrachloride, in the presence of boron trifluoride diethyl etherate without any protic acid to avoid corresponding unwanted byproduct formation.