26110-92-9

Basic information

• Product Name: Benzene, 1-(2,2-dimethylpropyl)-4-methoxy-
• Synonyms: 4-neopentyl-anisole;4-Neopentyl-anisol;1-methoxy-4-neopentylbenzene;4-Methoxy-1-(β.β-dimethyl-propyl)-benzol;1-(2,2-Dimethyl-propyl)-4-methoxy-benzene
• CAS NO: 26110-92-9
• Molecular Formula: C12H18O
• Molecular Weight: 178.274
• Mol File: 26110-92-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 105-106 °C(Press: 10 Torr)
• Density: 0.910±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzene, 1-(2,2-dimethylpropyl)-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2,2-dimethylpropyl)-4-methoxy-(26110-92-9)
• EPA Substance Registry System: Benzene, 1-(2,2-dimethylpropyl)-4-methoxy-(26110-92-9)

Safety Data

• Hazardous Substances Data: 26110-92-9(Hazardous Substances Data)

Upstream product

• 6013-92-9 1-(4-methoxyphenyl)-2,2-dimethylpropan-1-ol 
• 2040-26-8 1-(4-methoxyphenyl)-2,2-dimethyl-1-propanone 
• 345941-79-9 meso-3,4-Bis(4-methoxyphenyl)-2,2,5,5-tetramethylhexan 
• 86439-85-2 DL-3,4-Bis(4-methoxyphenyl)-2,2,5,5-tetramethylhexan 
• 15501-33-4 neopentyl iodide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 753-89-9 neopentyl chloride 
• 507-19-7 t-butyl bromide 
• 824-94-2 p-methoxybenzyl chloride 
• 105-13-5 4-Methoxybenzyl alcohol 
• 2393-23-9 4-methoxy-benzylamine 
• 56079-40-4 N,N-ditosyl-4-methoxybenzylamine 
• 677-22-5 tert-butylmagnesium chloride 
• 54879-64-0 N-[(4-methoxyphenyl)methyl]-4-methylbenzenesulfonamide 

Relevant articles and documents

Copper-catalyzed sp3-sp3 cross-coupling of turbo grignards with benzyl halides

The aromatic ring in benzyl halides and sulfonates imparts unique reactivity at the benzylic carbon atom. Photoredox sp3-sp3 cross-coupling proved ineffective for coupling p-methoxybenzyl chloride (PMBCl), leading to a new strategy for the sp3-sp3 cross-coupling of benzyl halides and sulfonates. This strategy involved LiCl-accelerated synthesis of a Grignard reagent followed by a copper-catalyzed cross-coupling. The conditions worked well for PMBCl due to its exceptional reactivity but other benzyl bromides or sulfonates reacted poorly.

Cross-coupling of non-activated chloroalkanes with aryl grignard reagents in the presence of iron/N-heterocyclic carbene catalysts

An efficient and high-yielding cross-coupling reaction of various primary, secondary, and tertiary alkyl chlorides with aryl Grignard reagents was achieved by using catalytic amounts of N-heterocyclic carbene ligands and iron salts. This reaction is a simple and efficient arylation method having applicability to a wide range of industrially abundant chloroalkanes, including polychloroalkanes, which are challenging substrates under conventional cross-coupling conditions.

Photochemistry of substituted benzyl acetates and benzyl pivalates: A reinvestigation of substituent effects

The photosolvolysis reactions, in methanol, of six substituted benzyl acetates (7a-f) and benzyl pivalates (8a-f) were studied. Five major benzylic products were formed from two critical intermediates. The ethers (9) were formed from the ion pair, 15, and all of the other products (10-14) were formed from the radical pair, 16. Quenching studies showed that only excited singlet state reactivity was important. The product yields were found to be highly substituent dependent. For instance, for the acetate esters, the yield of ether (9) varied from 2% for X = 4-OCH3 to 32% for X = 3-OCH3. Most of the differences in the yields could be attributed to ground state processes that occur after bond cleavage. The important competition is between electron transfer, converting the radical pair to the ion pair, and decarboxylation of RCO2*. The rates of electron transfer are shown to fit Marcus theory in both the normal and inverted regions. Direct heterolytic cleavage to form the ion pair is of minimal importance.