34911-36-9

Basic information

• Product Name: 4-(tert-butyl)-2,6-di(prop-2-en-1-yl)phenol
• Synonyms: 4-(tert-butyl)-2,6-di(prop-2-en-1-yl)phenol
• CAS NO: 34911-36-9
• Molecular Weight: 230.35
• Mol File: 34911-36-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4-(tert-butyl)-2,6-di(prop-2-en-1-yl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(tert-butyl)-2,6-di(prop-2-en-1-yl)phenol(34911-36-9)
• EPA Substance Registry System: 4-(tert-butyl)-2,6-di(prop-2-en-1-yl)phenol(34911-36-9)

Safety Data

• Hazardous Substances Data: 34911-36-9(Hazardous Substances Data)

Upstream product

• 24806-16-4 allyl p-cymyl ether 
• 98-54-4 para-tert-butylphenol 
• 107-18-6 allyl alcohol 
• 23473-74-7 2-allyl-4-tert-butylphenol 
• 94374-53-5 2-allyl-4-(tert-butyl)phenyl allyl ether 
• 557-40-4 Allyl ether 

Downstream Products

• 322638-58-4 2-(benzyloxy)-N,N'-bis(3-{[(tert-butoxy)carbonyl](4-{[(tert-butoxy)carbonyl]amino}butyl)amino}propyl)-5-(tert-butyl)benzene-1,3-bis[propanamide] 
• 322638-51-7 2-(benzyloxy)-N,N'-bis(4-{[(benzyloxy)carbonyl]amino}butyl)-N,N'-bis(3-{[(benzyloxy)carbonyl]amino}propyl)-5-(tert-butyl)benzene-1,3-bis[propanamide] 
• 322638-56-2 N,N'-bis{3-[(4-aminobutyl)amino]propyl}-5-(tert-butyl)-2-hydroxybenzene-1,3-bis[propanamide] 
• 364783-94-8 N,N'-bis(4-aminobutyl)-N,N'-bis(3-aminopropyl)-5-(tert-butyl)-2-hydroxybenzene-1,3-bis[propanamide] 
• 322638-50-6 2-(benzyloxy)-5-(tert-butyl)benzene-1,3-bis[propionic acid] 
• 322638-49-3 2-(benzyloxy)-5-(tert-butyl)benzene-1,3-bis[propanol] 
• 322638-48-2 2-(benzyloxy)-5-(tert-butyl)-1,3-di(prop-2-en-1-yl)benzene 
• 113823-12-4 O-<2,6-diallyl-4-(tert-butyl)-1-phenyl> N,N-dimethylthiocarbamate 
• 33514-00-0 2,6-Di-n-propyl-4-t-butylcyclohexanon 
• 4861-77-2 cis-2-n-propyl-4-tert-butylcyclohexanone 
• 113823-15-7 S-<2,6-bis(3-bromopropyl)-4-(tert-butyl)-1-phenyl> N,N-dimethylthiocarbamate 
• 113823-13-5 S-<2,6-diallyl-4-(tert-butyl)-1-phenyl>N,N-dimethylthiocarbamate 
• 113823-14-6 S-<(tert-butyl)-2,6-bis(3-hydroxypropyl)-1-phenyl> N,N-dimethylthiocarbamate 

Relevant articles and documents

Palladium-diphosphine complexes as catalysts for allylations with allyl alcohol

Several palladium complexes with bidentate phosphine ligands were tested for their activity in the O-allylation of phenols with allyl alcohol. The use of C3-bridged bidentate phosphine ligands results in very high selectivity for O-allylation. The reactions do not require stoichiometric amounts of additives to control the chemoselectivity. Especially, catalysts with gem-dialkyl substituted C3-bridged bidentate phosphine ligands perform very well, resulting in a (equilibrium) conversion of ～50% of phenol with a selectivity of 99% for O-allylation. The use of diallyl ether as the allylating agent results in a significant increase in phenol conversion while maintaining high selectivity for O-allylation. Apart from Pd(OAc)2 as catalyst precursor, Pd(dba)2 was also employed, making it possible to use other types of phosphine or phosphite ligands. With the palladium catalytic system not only phenol, but also aliphatic alcohols can be allylated, as well as aromatic and aliphatic amines.

PROCESS FOR THE PREPARATION OF AN ALLYL ARYL ETHER BY CATALYTIC O-ALLYLATION

The invention provides a process for the preparation of an allyl aryl ether comprising the O-allylation of an aromatic hydroxyl containing compound with an allyl source in the presence of a catalyst, wherein the catalyst is a transition metal complex with a phosphine ligand, and wherein the phosphine ligand is either a monodentate phosphine P(X)3, wherein each X independently is a an aliphatic substituent having from 1 to 9 carbon atoms, a cycloaliphatic substituent having from 5 to 9 carbon atoms or aromatic substituent having from 6 to 9 carbon atoms, or wherein two substituents X together form a divalent alkylene group, with from 3 up to 6 carbon atoms, or a bidentate diphosphine X2P-R-PX2 wherein each X has the same meaning as defined for the monodentate phosphine, wherein the divalent alkylene group is attached to the same or different phosphorus atom(s), and R is a bridging group having at least 4 bridging atoms between the phosphorus atoms, wherein the O-allylation is carried out in the presence of an acid in an amount of at least 0.1 mol% calculated on the aromatic hydroxyl containing compound. This invention further provides a process for the preparation of epoxy resins wherein as intermediate use is made of the allyl aryl ethers prepared by the process of the invention.

Cationic ruthenium-cyclopentadienyl-diphosphine complexes as catalysts for the allylation of phenols with allyl alcohol; Relation between structure and catalytic performance in O-vs. C-allylation

A new catalytic method has been investigated to obtain either O-or C-allylated phenolic products using allyl alcohol or diallyl ether as the allyl donor. With the use of new cationic ruthenium(II) complexes as catalyst, both reactions can be performed with good selectivity. Active cationic Ru(II) complexes, having cyclopentadienyl and bidentate phosphine ligands are generated from the corresponding Ru(II) chloride complexes with a silver salt. The structures of three novel (diphosphine)Ru(II)CpCl catalyst precursor complexes are reported. It appears that the structure of the bidentate ligand has a major influence on catalytic activity as well as chemoselectivity. In addition, a strong cocatalytic effect of small amounts of acid is revealed. Model experiments are described that have been used to build a reaction network that explains the origin and evolution in time of both O-allylated and C-allylated phenolic products. Some mechanistic implications of the observed structure vs. performance relation of the [(diphosphine)RuCp]+ complexes and the cocatalytic role of added protons are discussed.