2528-16-7

Basic information

• Product Name: PHTHALIC ACID MONOBENZYL ESTER
• Synonyms: nsc402008;phthalicacid,benzylester;BENZYL HYDROGEN PHTHALATE;Monobenzyl phthalate (mBzP);MBZP;Phthalic acid 1-benzyl;Phthalic acid 1-hydrogen 2-benzyl ester;Phthalic acid hydrogen 1-benzyl ester
• CAS NO: 2528-16-7
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25
• EINECS: 219-771-1
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Aromatics, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 2528-16-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 106 °C
• Boiling Point: 359.49°C (rough estimate)
• Flash Point: 167.839 °C
• Appearance: White Solid
• Density: 1.2390 (rough estimate)
• Refractive Index: 1.4872 (estimate)
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 3.37±0.36(Predicted)
• BRN: 1884373
• CAS DataBase Reference: PHTHALIC ACID MONOBENZYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: PHTHALIC ACID MONOBENZYL ESTER(2528-16-7)
• EPA Substance Registry System: PHTHALIC ACID MONOBENZYL ESTER(2528-16-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• RTECS: CZ4325000
• Hazardous Substances Data: 2528-16-7(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Phthalate metabolite, which has been shown to influence preterm deliveries.

Definition

ChEBI: A phthalic acid monoester resulting from the formal condensation of one of the carboxy groups of phthalic acid with the hydroxy group of benzyl alcohol. It is a major metabolite of the plasticiser butyl benzyl phthalate (BBP).

General Description

mono-Benzyl phthalate (MBzP) is a hydroxylated phthalate metabolite, identified as a major intermediate in the titanium dioxide (TiO2)/UV degradation of n-butyl benzyl phthalate (BBP). It is an endocrine disrupting compound and a priority pollutant found in diverse environmental samples. It finds applications as an industrial solvent and additive in a variety of products including adhesives, vinyl flooring products, car-care products, personal care products, etc. MBzP serves as an indicator or marker to determine the exposure to benzylbutyl phthalate (BBP).

InChI:InChI=1/C15H12O4/c16-14(17)12-8-4-5-9-13(12)15(18)19-10-11-6-2-1-3-7-11/h1-9H,10H2,(H,16,17)

Upstream product

• 85-44-9 phthalic anhydride 
• 173165-16-7 3,6-bis-benzyloxy-2,5-dihydro-pyrazine 
• 100-51-6 benzyl alcohol 
• 4376-18-5 Monomethyl phthalate 
• 1927-62-4 tetrahydro-2-(benzyloxy)-2H-pyran 
• 1575722-30-3 benzyl 4-methoxybenzyl phthalate 

Downstream Products

• 55022-35-0 2-(1-benzyl-1H-pyridin-4-ylidene)-indan-1,3-dione 
• 936920-45-5 C₄₇H₅₁N₅O₁₀ 
• 1092961-88-0 (1,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-psicofuranosyl) benzyl phthalate 
• 1092961-89-1 (1,6-di-O-benzoyl-3,4-O-isopropylidene-α-D-psicofuranosyl) benzyl phthalate 
• 2634-27-7 O-(2-Benzyloxycarbonyl-benzoyl)-α-hydroxy-isovaleriansaeure-tert.-butylester 
• 1255647-45-0 C₄₅H₅₈O₅ 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 4376-18-5 Monomethyl phthalate 
• 113793-44-5 1-(3-benzyloxy)spiro<1,4-epoxy-2-benzoxepin-3(1H)-4'-isochroman>-1',5(4H)-dione 
• 113793-45-6 dimethyl 5-(benzyloxy)-8,9-dihydro-9-oxo-5,8-epoxy-5H-benzocycloheptene-6,7-dicarboxylate 
• 2353-39-1 N-(o-Carboxybenzoyl)-D,L-isoglutamine 

Relevant articles and documents

Proton-exchanged montmorillonite-mediated reactions of methoxybenzyl esters and ethers

Proton-exchanged montmorillonite (H-mont) was found to be an eco-friendly and cost-effective catalyst for the generation of O-methylated quinone methides (QM) from the corresponding p or o-methoxybenzyl esters and ethers. Nucleophilic trapping of the O-methylated QM with arenes, alcohols, 1,3-dicarbonyl compounds, silyl enol ethers, and allylsilanes has been carried out, respectively, leading to eco-friendly benzylation reactions. Using this protocol, H-mont-mediated deprotection of PMB-protected esters and ethers have been realized for the first time. This work would pave the way for further exploration in O-alkylated QM that are of chemical and biological significance.

One-step transformation of tetrahydropyranyl ethers using indium(III) triflate as the catalyst

A convergent one-step transformation of tetrahydropyranyl (THP) ethers is described. According to our earlier experiments, indium(III) triflate has proven to be an efficient catalyst for the transformation of THP ethers into their corresponding acetates.

Zwitterionic salts as mild organocatalysts for transesterification

(Chemical Equation Presented) The exothermic reaction of 3,5-bis(trifluoromethyl)phenyl or 4-nitrophenyl isothiocyanate with 4-pyrrolidinopyridine (PPY) gave the corresponding arylaminothiocarbonylpyridinium salts in quantitative yields. These novel zwitterionic salts were effective as organocatalysts for the transesterification reaction of an equimolar mixture of methyl carboxylates and alcohols in hydrocarbons such as heptane and octane under azeotropic reflux conditions with the removal of methanol. In sharp contrast, PPY was inert as a catalyst under the same reaction conditions.