6638-87-5

Usage

InChI:InChI=1/C11H16O2/c1-11(2,3)9-4-5-10(13)8(6-9)7-12/h4-6,12-13H,7H2,1-3H3

Upstream product

• 56-23-5 tetrachloromethane 
• 50-00-0 formaldehyd 
• 64-17-5 ethanol 
• 98-54-4 para-tert-butylphenol 
• 2725-53-3 2-hydroxy-5-t-butylbenzaldehyde 
• 98-28-2 2-chloro-4-tert-butylphenol 
• 660390-73-8 1-[5-(6-tert-butyl-2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-2,5-dihydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 16396-75-1 5-Chlor-4-hydroxy-3-hydroxymethyl-1-tert.-butyl-benzol 

Downstream Products

• 799-13-3 bis(5-tert-butyl-2-hydroxyphenyl)methane 
• 1264-58-0 4-(tert-butyl)-2,6-bis{{5-(tert-butyl)-3-{[5-(tert-butyl)-2-hydroxyphenyl]methyl}-2-hydroxyphenyl}methyl}phenol 
• 1756-93-0 bis-{5-tert-butyl-3-[5-tert-butyl-3-(5-tert-butyl-2-hydroxy-benzyl)-2-hydroxy-benzyl]-2-hydroxy-phenyl}-methane 
• 1114569-67-3 4-tert-butyl-2-(hydroxymethyl)-6-nitrophenol 
• 1034518-96-1 5-tert-butyl-2-hydroxybenzyl bromide 
• 1233372-24-1 2-[bis(5-tert-butyl-2-hydroxybenzyl)aminomethyl]-pyridine 
• 992-52-9 2-<3-<3-(5-tert-Butylsalicyl)-5-tert-butylsalicyl>-5-tert-butylsalicyl>-4-tert-butylphenol 
• 475197-29-6 5-tertbutyl-3-[(5-tert-butyl)-2-hydroxy-3-(2-oxovinyl)benzyl]-2-hydroxybenz-aldehyde 
• 2467-07-4 bis(5-tert-butyl-2-hydroxy-3-hydroxymethyl-phenyl)methane 
• 216976-18-0 bis[3-bromo-5-t-butyl-2-(triphenylsilyl)phenyl]methane 
• 57693-37-5 2,2'-methylenebis(6-bromo-4-t-butylphenol) 

Relevant academic research and scientific papers

Synthesis of Monofunctionalized Calix[5]arenes

Seven OH-free and O -permethylated monofunctionalized calix[5]arenes carrying either additional methyl or tert -butyl groups are prepared following fragment condensation protocols. This strategy proves to be superior to previous approaches. Calix[5]arenes with free OH groups all adopt a cone conformation stabilized by a seam of hydrogen bonds at the lower rim. Post-condensation modifications, i.e., methylation of phenolic OH groups or functional group interconversions can also be achieved. Bulky tert -butyl groups are also found to stabilize the cone conformations of O -methylated compounds. These compounds offer versatile functional groups that make these concave molecules interesting building blocks for the synthesis of more sophisticated molecular architectures.

Lewis Base Catalyzed Intramolecular Reduction of Salicylaldehydes by Pinacol-Derived Chlorohydrosilane

A newly developed stable chlorohydrosilane derived from pinacol is herein described. This was successfully used in the reduction of salicylaldehydes in reasonable to excellent yields (51–97 %). The ability of the hydrosilane to react as a reducing agent is increased upon the in situ formation of a trialkoxyhydrosilane and activation with a Lewis base, as further indicated by density functional theory studies. 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) was identified to be a suitable catalyst for this metal-free reduction, promoting the regio- and chemoselective reduction of aldehydes in ortho-position to phenols, despite the presence of vicinal ketones. The performance of pinacol-derived chlorohydrosilane in the reduction of salicylaldehydes was further observed to be superior to that of well-established commercially available chlorohydrosilanes.

Water-promoted ortho-selective monohydroxymethylation of phenols in the NaBO2 system

Water-promoted ortho-selective monohydroxymethylation of phenols in the NaBO2 system generates salicyl alcohols in 65-97% yields. A remarkable rate-enhancement by water was observed, and NaBO2 appeared to serve the dual role of a suitable base and an efficient chelating reagent. This protocol possesses many advantages such as short reaction times, expanded substrate scope, and high mono- and regio-selectivities. The experimental results were explained by the calculations based on local ionisation energy minima, leading to a possible reaction mechanism.

New dioxo-molybdenum(vi) and -tungsten(vi) complexes with N-capped tripodal N2O2 tetradentate ligands: Synthesis, structures and catalytic activities towards olefin epoxidation

A series of N2O2 tripodal tetradentate ligands derived from di-/tetra-tert-butyl substituted 2-[bis(2-hydroxybenzyl) aminomethyl]X (X = pyridine and benzimidazole) (H2Ln (n = 1-4)) and 8-[bis(3,5-di-tert-butyl-2-hydroxybenzyl)]aminoquinoline (H 2L5) were synthesised through a 4-step reaction scheme involving sequential formylation, reduction, bromination and alkylation. Treatment of H2Ln (n = 1-5) with [WO2Cl 2(dme)] (dme = 1,2-dimethoxyethane) in the presence of triethylamine gave the corresponding cis-dioxotungsten(vi) complexes [WO2(L n)] (n = 1-5). The corresponding molybdenum analogues [MoO 2(Ln)] (n = 1-5) were also prepared from the reaction of [MoO2(acac)2] (acac = acetylacetonate) with H 2Ln (n = 1-3) or [MoO2Cl2(dme)] (dme = 1,2-dimethoxyethane) with H2Ln (n = 4 and 5). All these compounds were fully characterised by a wide range of spectroscopic methods. The molecular structures of [MoO2(Ln)] (n = 2, 4) and [WO2(L2)] were also confirmed by single-crystal X-ray diffraction analysis. The catalytic activities of [MO2(L n)] (M = Mo, W; n = 1-4) towards epoxidation of styrene were also examined.

Mononuclear iron(III) complexes supported by tripodal N3O ligands: Synthesis, structure and reactivity towards DNA cleavage

A new synthetic route to the known tripodal tetradentate N3O ligand L1 (HL1 = [N-(3,5-di-tert-butyl-2-hydroxybenzyl)-N,N-di-(2-pyridylmethyl)]amine) is reported. The related compounds HLn (n = 2, 3) were prepared by a similar procedure. Treatment of HLn (n = 1-3) with FeCl3·6H2O in hot methanol led to the mononuclear iron(III) complexes [Fe(Ln)Cl2] (1: n = 1, 2: n = 2, 3: n = 3). The solid-state structures of complexes 1 and 2 were determined by X-ray crystallography. [Fe(L1)Cl2] (1) showed effective nuclease activity in the presence of hydrogen peroxide, converting supercoiled plasmid DNA to its linear form.

Interaction between biphenols and anions: Selective receptor for dihydrogenphosphate

Biphenol was shown to bind dihydrogenphosphate (H2PO 4-) selectively over various other anions (MeCO 2-, Cl-, Br-, I-, NO 3-, HSO4-). The highly selectivity of biphenol toward dihydrogenphosphate is explained in terms of the basicity and shape of the guest anion.

The separation and synthesis of lipidic 1,2- and 1,3-diols from natural phenolic lipids for the complexation and recovery of boron

A study has been made of the semi-synthesis of 1,3-diols (anacardic alcohols) from natural phenolic lipid resources from Anacardium occidentale and Anacardium giganteum which have given C15 and C11 derivatives, respectively. An isomeric 1,3-diol (isoanacardic alcohol) has been obtained from cardanol separated from technical cashew nut-shell liquid. Homologous1,3-diols have been synthesised from a range of synthetic 2-alkyl-, 3-alkyl- and 4-alkylphenols and from 6-alkylsalicylic acids. The natural 1,2-diol, urushiol, from Rhus vernicifera has been purified. All these lipidic compounds have been studied for their complexation and the potential recovery of boron as boric acid.

3,5-Di-(tert-Butyl)-6-fluoro-cycloSal-d4TMP - A Pronucleotide with a Considerably Improved Masking Group

A new, considerably improved cycloSal masking group has been developed. This new group combines four desirable properties and has been attached to the anti-HIV drug 2′,3′-dideoxy-2′,3′-didehydrothymidine (d4T, 1) to give 3,5-(di-tert-butyl)-6-fluoro-cycloSal-d4TMP (2i). This phosphate triester has a reasonable chemical half-life, highly selectively released d4TMP, has poor - if any - inhibitory effect on butyrylcholinesterase (BChE), and achieved the TK-bypass. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

Latent mercaptans as multi-functional additives for halogen-containing polymer compositions

Halogen-containing polymer compositions comprising a latent mercaptan-containing heat stabilizer composition substantially free from the offensive odor typically associated with mercaptans are protected during processing by the degradation products of the