7297-85-0

Basic information

• Product Name: methyl 4,4-bis(4-hydroxyphenyl)pentanoate
• CAS NO: 7297-85-0
• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.349
• Mol File: 7297-85-0.mol

Chemical Properties

• Boiling Point: 484.4°C at 760 mmHg
• Flash Point: 174.7°C
• Density: 1.189g/cm³
• Vapor Pressure: 5.23E-10mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: methyl 4,4-bis(4-hydroxyphenyl)pentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4,4-bis(4-hydroxyphenyl)pentanoate(7297-85-0)
• EPA Substance Registry System: methyl 4,4-bis(4-hydroxyphenyl)pentanoate(7297-85-0)

Safety Data

• Hazardous Substances Data: 7297-85-0(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 126-00-1 4,4-bis(4-hydroxyphenyl)valeric acid 
• 186581-53-3 diazomethane 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 149-73-5 trimethyl orthoformate 
• 108-95-2 phenol 
• 624-45-3 levulinic acid methyl ester 
• 123-76-2 levulinic acid 

Downstream Products

• 93727-83-4 4,4'-(5-hydroxypentane-2,2-diyl)diphenol 
• 126-00-1 4,4-bis(4-hydroxyphenyl)valeric acid 
• 111161-78-5 4,4-bis(4'-methoxyphenyl)pentanoic acid 
• 25051-19-8 4,4'-(4-Hydroxy-1-methyl-4,4-diphenylbutylidene)-bisphenol 
• 197144-65-3 4-(4-hydroxyphenyl)-4-(4'-(2-quinolylmethoxy)phenyl)pentanoic acid methyl ester 
• 25040-92-0 4,4'-(1-Methyl-4,4-diphenylbutylidene)bisphenol 
• 133472-85-2 -OH 
• 1268022-10-1 methyl 4,4-bis-(3-phenyl-3,4-dihydro-2H-1,3-benzoxazin-6-yl)pentanoate 
• 1397706-66-9 4,4'-(4,4'-(5-hydroxypentane-2,2-diyl)bis(4,1-phenylene))bis(oxy)dibenzaldehyde 
• 1397706-67-0 4,4'-bis(4-(4-formylphenoxy)phenyl)pentyl 2-bromopropanoate 
• 1446029-49-7 4-(4-(2-(4-(allyloxy)phenyl)5-hydroxypentan-2-yl)phenoxy)benzaldehyde 
• 1446029-50-0 4-(4-(allyloxy)phenyl)-4-(4-(4-formylphenoxy)phenyl)pentyl 2-bromo-2-methylpropanoate 
• 1446029-48-6 4-(2-(4-(allyloxy)phenyl)5-hydroxypentan-2-yl)phenol 
• 850233-94-2 4,4'-(5-bromopentane-2,2-diyl)diphenol 

Relevant articles and documents

Bio-Based Alternative to the Diglycidyl Ether of Bisphenol A with Controlled Materials Properties

A series of biobased epoxy monomers were prepared from diphenolic acid (DPA) by transforming the free acid into n-alkyl esters and the phenolic hydroxyl groups into diglycidyl ethers. NMR experiments confirmed that the diglycidyl ethers of diphenolates (DGEDP) with methyl and ethyl esters have 6 and 3 mol % of glycidyl ester. Increasing the chain length of DGEDP n-alkyl esters from methyl to n-pentyl resulted in large decreases in epoxy resin viscosity (700-to-11 Pa·s). Storage modulus of DPA epoxy resins, cured with isophorone diamine, also varied with n-alkyl ester chain length (e.g., 3300 and 2100 MPa for the methyl and n-pentyl esters). The alpha transition temperature of the cured materials showed a linear decrease from 158 to 86°C as the ester length increases. The Young's modulus and tensile strengths were about 1150 and 40 MPa, respectively, for all the cured resins tested (including DGEBA) and varied little as a function of ester length. Degree of cure for the different epoxy resins, determined by FTIR and DSC, closely approached the theoretical maximum. The result of this work demonstrates that diglycidyl ethers of n-alkyl diphenolates represent a new family of biobased liquid epoxy resins that, when cured, have similar properties to those from DGEBA. (Graph Presented).

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

Method for synthesizing hapten of TBBPA-DHEE (tetrabromobisphenol A 2-hydroxyethyl ether) derived from tetrabromobisphenol A and application of such hapten

The invention provides a method for synthesizing a hapten of TBBPA-DHEE (tetrabromobisphenol A 2-hydroxyethyl ether) derived from tetrabromobisphenol A and application of such hapten. The method includes the synthesis steps of 1, enabling a raw material 4

Synthesis of an intrinsically flame retardant bio-based benzoxazine resin

An intrinsically flame retardant bio-based benzoxazine (diphenolic acid pentaerythritol caged phosphate benzoxazine, DPA-PEPA-Boz) monomer was synthesized from bio-based diphenolic acid (DPA) using a four-step process. The monomer of DPA-PEPA-Boz was characterized by FT-IR, 1H NMR and 13C NMR. The curing behavior of DPA-PEPA-boz was studied and compared with those of DPA based benzoxazine (DPA-Boz) and DPA ester derivative (MDP) based benzoxazine (MDP-Boz) without PEPA by means of non-isothermal differential scanning calorimetry. The results indicated that DPA-PEPA-Boz system showed a two-stage curing, assigned to the exothermic opening reactions of oxazine rings and P-O-C ring in PEPA respectively, while the DPA-Boz and MDP-Boz showed a one-stage curing. In addition, the effect of the introduction of PEPA on thermal and inflammable properties of the resin was evaluated. The residual char of the cured DPA-PEPA-Boz (P-DPA-PEPA-Boz) after 400 °C was much higher than those of cured DPA-Boz (P-DPA-Boz) and cured MDP-Boz (P-MDP-Boz) under nitrogen and air atmospheres. Meanwhile, total heat release (THR), peak heat release rate (PHRR) and heat release capacity (HRC) of P-DPA-PEPA-Boz were about half of those of P-DPA-Boz and P-MDP-Boz. P-DPA-PEPA-Boz had a limiting oxygen index (LOI) of 33.5% and achieved V0 rating in UL94 test. P-DPA-PEPA-Boz behaved as a very good intrinsic thermal and flame retardant bio-based benoxazine resin.

Convenient and solventless preparation of pure carbon nanotube/ polybenzoxazine nanocomposites with low percolation threshold and improved thermal and fire properties

This work contemplates the use of pristine multiwalled carbon nanotubes (MWNTs) as nanofillers in the preparation of bisphenol A-based polybenzoxazine and diphenolic acid derived polybenzoxazine. These materials were prepared by using a solventless method varying the MWNT amount from 0.1 to 1.0 wt%. MWNTs were found to disperse well within both benzoxazine monomers and the dispersion also appears to be good in the cured system. Rheological and electrical percolation thresholds were obtained for MWNT concentrations lower than 0.1 wt% indicating the existence of good affinity between MWNTs and polybenzoxazine matrices. The characterization of the resulting nanocomposites revealed that MWNTs affected polybenzoxazines differently. The limiting oxygen index of the nanocomposites increased as a function of the nanotube content, from 35.2 to 38.7 for a bisphenol A-benzoxazine based system (BPA-PBz) and from 31.2 to 37.4 for a methyl-4,4′-bis-[6-(3-phenyl-3,4-dihydro-2H-1,3-benzoxazine)] pentanoate based system (MDP-PBz), respectively. Moreover, MWNTs positively influenced the thermo-mechanical, thermal and mechanical properties of the nanocomposites. The resulting attractive properties have been attributed to good interaction between the polybenzoxazines and the finely dispersed nanofillers.

2, 2'-BIS (4-HYDROXYPHENYL) ALKYL AZIDES AND PROCESS FOR THE PREPARATION THEREOF

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Bronsted acidic ionic liquids catalyze the high-yield production of diphenolic acid/esters from renewable levulinic acid

The high-yielding synthesis of diphenolic acid (DPA) using Bronsted acidic ionic liquids (BAILs) has been demonstrated in this study. Importantly, p,p′-DPA was obtained as the preferential product over o,p′-DPA with an isomer ratio over 100. Moreover, diphenolic esters were also prepared in high yield through a one-pot method.

A facile strategy for synthesis of α,α'-heterobifunctionalized poly (ε-caprolactones) and poly (methyl methacrylate)s containing "clickable" aldehyde and allyloxy functional groups using initiator approach

Two new initiators, namely, 4-(4-(2-(4-(allyloxy) phenyl)-5-hydroxypentane 2-yl) phenoxy)benzaldehyde and 4-(4-(allyloxy) phenyl)-4-(4-(4-formylphenoxy) phenyl) pentyl 2-bromo-2-methyl propanoate containing "clickable" hetero-functionalities namely aldehy

Aromatic aldehyde functionalized polycaprolactone and polystyrene macromonomers: Synthesis, characterization and aldehyde-aminooxy click reaction

New bis-aldehyde functionalized initiators, viz, 4,4′-(4,4′-(5- hydroxypentane-2,2-diyl)bis(4,1-phenylene))bis(oxy)dibenzaldehyde (1) and 4,4′-bis(4-(4-(formylphenoxy) phenyl) pentyl 2-bromopropanoate (2) were synthesized starting from commercially available 4,4′-bis(4-hydroxyphenyl) pentanoic acid. These initiators were utilized, respectively, for ring opening polymerization of -caprolactone and atom transfer radical polymerization of styrene. Well-defined polycaprolactone macromonomers (MnGPC: 2600-19400, PDI: 1.37-1.47) and polystyrene macromonomers (MnGPC: 2800-28200, PDI: 1.11-1.16) with bis-aldehyde functionality were synthesized. The kinetic study of styrene polymerization showed controlled polymerization behaviour. The presence of aldehyde functionality in macromonomers was confirmed by 1H NMR spectroscopy. The reactivity of aldehyde functionality was demonstrated by carrying out aldehyde-aminooxy click reaction of polycaprolactone macromonomer with O-(2-azidoethyl) hydroxylamine which proceeded in a quantitative manner without backbone degradation.

Renewable polybenzoxazines based in diphenolic acid

The reaction of mixtures of renewable diphenolic acid (DPA) and its methylesterbenzoxazine derivative (MDP-Bz) has been studied. The DPA was introduced to lower the high temperature needed to complete the curing of the pure benzoxazine. In this way, sampl