110546-20-8

Basic information

• Product Name: 1,4-Bis(2-hydroxy-3,5-di-tert-butylbenzyl)piperazine, 95%
• Synonyms: 2,4-Di-tert-butyl-6-({4-[(3,5-di-tert-butyl-2-hydroxy-phenyl)methyl]piperazin-1-yl}methyl)phenol;2,2'-[(Piperazine-1,4-diyl)dimethanediyl]bis[4,6-bis(tert-butyl)phenol];2,4-Di-tert-butyl-6-({4-[(3,5-di-tert-butyl-2-hydroxy-phenyl)methyl]piperazin-1-yl}methyl)phen;1,4-Bis(2-hydroxy-3,5-di-tert-butylbenzyl)piperazine, 95%
• CAS NO: 110546-20-8
• Molecular Formula: C₃₄H₅₄N₂O₂
• Molecular Weight: 522.813
• Mol File: 110546-20-8.mol

Chemical Properties

• Melting Point: 236-238 °C
• Boiling Point: 553.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.027±0.06 g/cm3(Predicted)
• PKA: 11.23±0.48(Predicted)
• CAS DataBase Reference: 1,4-Bis(2-hydroxy-3,5-di-tert-butylbenzyl)piperazine, 95%(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Bis(2-hydroxy-3,5-di-tert-butylbenzyl)piperazine, 95%(110546-20-8)
• EPA Substance Registry System: 1,4-Bis(2-hydroxy-3,5-di-tert-butylbenzyl)piperazine, 95%(110546-20-8)

Safety Data

• Hazardous Substances Data: 110546-20-8(Hazardous Substances Data)

Upstream product

• 110-85-0 piperazine 
• 50-00-0 formaldehyd 
• 96-76-4 2,4-di-tert-Butylphenol 

Downstream Products

• 47377-38-8 1,4-bis(3-phenylprop-2-yn-1-yl)piperazine 

Relevant articles and documents

Palladium catalyzed transformation and antimicrobial screening of novel angular azaphenothiazines

Base mediated condensation reaction between 2-amino-5-bromopyrazine-3[4H]-thione and 7-chloro-5,8-quinolinequinone under anhydrous condition gave 9-bromo-1,8,11-triaza-5H-benzo[a]phenothiazin-5-one. Palladium catalyzed cross-coupling reaction between 9-bromo-1,8,11-triaza-5H-benzo[a]phenothiazin-5-one and four arylated halogeno compounds utilizing Heck-Mizoroki protocol furnished 6-substituted derivatives of the angular tetracyclic heterocycle. Structures were assigned based on spectroscopic and elemental analytical data. Antimicrobial screening of these compounds showed they were biologically active.

Synthesis of 1,9-diazaphenoxazine carboxamide derivatives via Buchwald-hartwig amidation protocol

Tandem amidation catalyzed synthesis of linear diazaphenoxazine carboxamide derivatives (18a-e) is reported. This was achieved by the reaction of 2-amino-3-hydroxypyridine (11) and 2,3,5-trichloropyridine (12) in aqueous basic medium to afford 3-chloro-1,

Crystallographic characterisation of Ti(iv) piperazine complexes and their exploitation for the ring opening polymerisation of rac-lactide

In this paper a series of eight Ti(iv) piperazine based complexes have been prepared and fully characterised in the solid-state by X-ray crystallography and in solution via NMR spectroscopy. In the solid-state either Ti 2(L)(OiPr)su

Homopiperazine and piperazine complexes of ZrIV and Hf IV and their application to the ring-opening polymerisation of lactide

In this paper we describe the preparation and characterisation, by single-crystal X-ray diffraction, of twelve ZrIV/HfIV complexes based on piperazine or homopiperazine salan ligands. With the piperazine ligands, a mixture of species

Simple synthesized Mannich bases as ligands in Cu-catalyzed N-arylation of imidazoles in water

1,4-Bis(2-hydroxy-5-methoxybenzyl)piperazine and its analogues were used as efficient ligands for CuI-catalyzed N-arylation of imidazoles with aryl halides in water under mild conditions (120 °C for 12 h) with 10 mol% of CuI, 20 mol% of the Mannich base, and two equivalents of KOH or K2CO 3 in the presence of 10 mol% phase transfer catalyst (n-Bu) 4NBr. A variety of products were synthesized in moderate to excellent yields using this inexpensive catalytic system. Springer-Verlag 2010.

Synthesis and structures of some sterically hindered zinc complexes containing 6-membered and rings

Zinc β-diketiminates containing the N,N′-chelating ligand [{N(SiMe3)C(Ph)}2CH]- (≡LL-) [Zn(LL)(μ-Cl)]2 (1) and [ZnEt(LL)thf] (2) were prepared from 2ZnCl2 + [Li(LL)]2 and ZnEt2 + H(LL), respectively. The new phenols 2-(N-R-piperazinyl-N′-methyl)-4,6-di-tert-butylphenol [R = Ph (3a), Me (3b)] and 2,2-[μ-N,N′-piperazindiyldimethyl]-bis(4,6-di-tert-butylphenol) (4) were obtained from 2,4-tBu2C6H3OH, (CH2O)n and the appropriate piperazine. Zinc phenoxides 5, 7 and 8 were derived from 2ZnEt2 with 2(3a), 2(3b) and 4, respectively. Controlled methanolysis of 5 furnished the bis(phenoxo)zinc compound Zn[OC6H2tBu2-2,4-{CH2N(CH2CH2)2NPh}-6]2 (6). The X-ray structures of the crystalline zinc compounds 1, 2, 5, 6, 7 and 8, are presented; each of 5-8 contains two {A figure is presented} six-membered rings. The centrosymmetric molecule 1 has a rhomboidal (ZnCl)2 core with exceptionally different Zn-Cl and Zn-Cl′ bond lengths of 2.248(1) and 2.509(1) A?, respectively. None of 1, 2 or 5-8 was an effective catalyst for the copolymerisation of an oxirane and CO2.

An inexpensive and highly stable ligand 1,4-bis(2-hydroxy-3,5-di-tert-butylbenzyl)piperazine for Mizoroki-Heck and room temperature Suzuki-Miyaura cross-coupling reactions

A bulky, inexpensive and simple bidentate ligand 1,4-bis(2-hydroxy-3,5-di-tert-butylbenzyl)piperazine (1) has been synthesized and characterized. The palladium catalyst was formed by combination of 1 with [Cl2Pd(COD)] in a ratio of 1:1, tested in the Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions. Coupling of a variety of aryl bromides with phenylboronic acid using methanol as solvent at room temperature, or at 60 °C, gave generally high yields of coupled products. Coupling of aryl chlorides with organoboron reagent at 110 °C in DMF afforded good yields of biaryls under aerobic conditions. This non-phosphorus, air and moisture stable catalyst also displays good activity for Mizoroki-Heck coupling reaction in methanol at 60 °C with various aryl chlorides and bromides.