6386-38-5

Basic information

• Product Name: Methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate
• Synonyms: Benzenepropanoicacid,3,5-bis(1,1-dimethylethyl)-4-hydroxy-,methylester;Hydrocinnamicacid,3,5-di-tert-butyl-4-hydroxy-,methylester;ralox35;METHYL 3,5-DI-TERT-BUTYL-4-HYDROXYHYDROCINNAMATE;METHYL 3,5-DI-TERT-BUTYL-4-HYDROXYPHENYLPROPIONATE;METHYL 3-[3,5-DI(TERT-BUTYL)-4-HYDROXYPHENYL]PROPANOATE;METHYL 3-(3,5-DI-TERT-BUTYL-4-HYDROXYPHENYL)PROPIONATE;3,5-DI-TERT-BUTYL-4-HYDROXYPHENYLPROPIONIC ACID METHYL ESTER
• CAS NO: 6386-38-5
• Molecular Formula: C₁₈H₂₈O₃
• Molecular Weight: 292.41
• EINECS: 228-985-4
• Product Categories: Industrial/Fine Chemicals;Aromatic Esters;Carboxylic
• Mol File: 6386-38-5.mol
• Article Data: 19

Chemical Properties

• Melting Point: 60-67°C
• Boiling Point: 341.8°C at 760 mmHg
• Flash Point: 124.2°C
• Appearance: White crystalline solid
• Density: 1.006g/cm³
• Vapor Pressure: 3.97E-05mmHg at 25°C
• Refractive Index: 1.5
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• PKA: 12.17±0.40(Predicted)
• Water Solubility: 2.2mg/L at 20℃
• CAS DataBase Reference: Methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate(6386-38-5)
• EPA Substance Registry System: Methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate(6386-38-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 6386-38-5(Hazardous Substances Data)

Usage

General Description

Methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate is a chemical compound commonly known as BHT-OP. It is an antioxidant and UV stabilizer often used in various industries, including plastics, rubber, and personal care products. BHT-OP works by inhibiting the oxidation of other molecules, thereby preventing the degradation of materials and extending their shelf life. It is also used as a fragrance ingredient in some cosmetic and personal care products. BHT-OP is considered safe for use in these applications when used within the recommended concentration limits. However, prolonged and excessive exposure to this compound may have adverse effects on human health and the environment.

InChI:InChI=1/C18H28O3/c1-17(2,3)13-10-12(8-9-15(19)21-7)11-14(16(13)20)18(4,5)6/h10-11,20H,8-9H2,1-7H3

Upstream product

• 55894-67-2 lithium 2,6-di-tert-butylphenolate 
• 292638-85-8 acrylic acid methyl ester 
• 5597-50-2 3-(4-hydroxyphenyl)propionic acid methyl ester 
• 75-65-0 tert-butyl alcohol 
• 24676-69-5 potassium 2,6-di-tert-butylphenolate 
• 67-56-1 methanol 
• 6683-19-8 ester of 3,5-di-tert-butyl-4-hydroxyphenylpropionic acid and pentaerythritol 
• 141-32-2 acrylic acid n-butyl ester 
• 128-39-2 2,6-di-tert-butylphenol 
• 20170-32-5 4-hydroxy-3,5-di-tert-butylphenylpropionic acid 
• 186581-53-3 diazomethane 
• 57559-03-2 C₁₈H₂₇O₃ 
• 3852-09-3 methyl 3-methoxypropionate 

Downstream Products

• 80099-80-5 dimethyl α-(3,5-di-tert-butyl-4-hydroxybenzyl)glutarate 
• 95683-83-3 1-(3,5-di-tert-butyl-4-hydroxyphenyl)-2,4,6-trimethoxycarbonylhexane 
• 32687-77-7 3,5-bis(1,1-dimethylethyl)-4-hydroxybenzenepropanoic acid hydrazide 
• 52449-48-6 N-benzyl-3-(3,5-di-tert-butyl-4-hydroxy)phenylpropanamide 
• 2082-79-3 Octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate 
• 144429-84-5 2-ethylhexyl 3-(3,5-di-tert-butyl-4-hydroxy)phenylpropanoate 
• 114811-79-9 2-amino-4-methyl-6-<β-(4-hydroxy-3,5-di-tert-butylphenyl)ethyl>-sym-triazine 
• 114811-86-8 2-amino-4-methylthio-6-<β-(4-hydroxy-3,5-di-tert-butylphenyl)ethyl>-sym-triazine 
• 114811-80-2 2-amino-4-pentyl-6-<β-(4-hydroxy-3,5-di-tert-butylphenyl)ethyl>-sym-triazine 
• 114825-95-5 4-[2-(4-Amino-6-dimethylamino-[1,3,5]triazin-2-yl)-ethyl]-2,6-di-tert-butyl-phenol 
• 114811-82-4 4-[2-(4-Amino-6-phenyl-[1,3,5]triazin-2-yl)-ethyl]-2,6-di-tert-butyl-phenol 
• 114811-90-4 4-[2-(4-Amino-6-diethylamino-[1,3,5]triazin-2-yl)-ethyl]-2,6-di-tert-butyl-phenol 
• 114811-81-3 2-amino-4-trichloromethyl-6-<β-(4-hydroxy-3,5-di-tert-butylphenyl)ethyl>-sym-triazine 
• 114811-83-5 4-[2-(4-Amino-6-benzyl-[1,3,5]triazin-2-yl)-ethyl]-2,6-di-tert-butyl-phenol 

Relevant articles and documents

MECHANISM OF THE ALKYLATION OF 2,6-DI-tert-BUTYLPHENOL BY METHYL ACRYLATE IN THE PRESENCE OF POTASSIUM 2,6-DI-tert-BUTYLPHENOXIDE AND ALKALI

A mechanism is proposed for the reaction of 2,6-di-tert-butylphenol with methyl acrylate in the presence of potassium 2,6-di-tert-butylphenoxide and KOH and, based on a computer calculation of the kinetic scheme, the constants have been found for the elementary stages of the reaction, sufficient to interpret the experimental data.The alkylation of 2,6-di-tert-butylphenol by methyl acrylate takes place by an inhibited catalytic chain mechanism involving the participation of ion pairs in the reaction.

Identification and quantitative determination of fenozan acid in biological objects by chromatomass spectrometry

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Synthesis process of special intermediate for phenolic antioxidants

The invention discloses a synthesis process of a special intermediate for phenolic antioxidants. The intermediate is methyl 3, 5-di-tert-butyl-4-hydroxyphenyl propionate. The synthesis process comprises the following steps: adding 2, 6-di-tert-butylphenol and a catalyst into a reactor, starting stirring and heating, controlling the temperature at 100-110 DEG C, and reacting for 0.5 h; dropwise adding a certain amount of methyl acrylate, controlling the temperature at 115-120 DEG C after drop-by-drop adding, and reacting for 1 hour; cooling to 80 DEG C, and filtering; and taking the filtrate for distillation, starting distillation, controlling the temperature to be 220-230 DEG C and the vacuum degree to be -0.095 Mpa, and obtaining the 3, 5-methyl ester after all the 3, 5-methyl ester is distilled off. The process provided by the invention has the advantages of high product purity, high yield, small pollution, short production period, energy consumption saving, simple production process and easy process control.

Synthesis process of antioxidant 1076

The invention provides a method of organically synthesizing an antioxidant 1076, i.e. octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propionate. The preparation method comprises the following steps: bytaking a mixed solution of ethylene glycol and methylbenzene as a solvent, and by taking methyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propionate and stearyl alcohol as reactants, adding a catalyst andreacting to obtain the octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propionate. According to the preparation method, the mixed solution is used as the solvent, and the catalyst is added in batches ina reaction process, so that the organic synthesis method provided by the invention has the advantages that in the reaction of preparing the octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propionate, the use amount of the catalyst is less, the reaction temperature is low, the obtained product is high in purity, and the yield is still up to 92 percent or above in pilot scale test.

Transesterification of methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propanoate with tetrakis(hydroxymethyl)methane. the properties of the reaction products

The transesterification of methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propanoate with tetrakis(hydroxymethyl)methane depends on the equilibrium constants of the reversible reactions; for the final step, the equilibrium constant is K 1. The molecular geometries and the enthalpies and entropies of the equilibrium reactions were calculated by the semiempirical PM6 quantum chemical method. The thermodynamic equilibrium constants of the reversible reactions were calculated by the Boltzmann equation from the Gibbs energies G f ○. For tris-[3-(3,5-di-tert-butyl-4-hydroxyphenyl) propanoyloxymethyl](hydroxymethyl)methane, the dipole moment is μ = 0.97 D and the energy of the O-H homolysis is D OH = 347.3 kJ mol -1. For tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl) propanoyloxymethyl]methane, μ is 5.6 D and D OH is 321 kJ mol -1. The geometry of the structure affects the H-O homolysis energy and the chain termination coefficient under the conditions of inhibited cumene oxidation.