20170-32-5

Basic information

• Product Name: 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid
• Synonyms: 3,5-Di-tert-butyl-4-hydroxyphenylpropionic acid, 98%, 98%;3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoicaci;3,5-bis(1,1-Dimethylethyl)-4-hydroxybenzenepropanoicacid;3,5-bis(1,1-dimethylethyl)-4-hydroxy-Benzenepropanoicacid;CHEMBRDG-BB 5229970;3,5-DI-TERT-BUTYL-4-HYDROXYPHENYLPROPIONIC ACID;4-HYDROXY-3,5-DI-TERT-BUTYLPHENYLPROPIONIC ACID;3-[3,5-DI(TERT-BUTYL)-4-HYDROXYPHENYL]PROPANOIC ACID
• CAS NO: 20170-32-5
• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.39
• EINECS: 243-556-1
• Product Categories: Aromatic Propionic Acids;Carboxylic;NULL
• Mol File: 20170-32-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 172-174°C
• Boiling Point: 364.279 °C at 760 mmHg
• Flash Point: 188.295 °C
• Appearance: /
• Density: 1.05 g/cm³
• Vapor Pressure: 6.03E-06mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• PKA: 4.79±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid(20170-32-5)
• EPA Substance Registry System: 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid(20170-32-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 20170-32-5(Hazardous Substances Data)

Usage

Application

One important application of 3-(3, 5-tert-butyl-4-hydroxyphenyl) propionic acid is in the synthesis of antioxidant. Most widespread stabilizers of phenolic structure are derivatives of a methyl ester 3-(3’,5’-di-tert.buyil-4’-hylroxyphenyl)-propionic acid, productions which are based on ester exchanges polyatomic alcohols. To the most significant is pentaeritril-tetrakis-3-(3’,5’-di-tert.buyil-4’- hylroxyphenyl)-propionate.From the beginning of works on synthesis of derivatives of a methyl ester 3-(3’,5’-di-tert.buyil-4’-hylroxyphenyl)- propionic acid on the present are executed a series of basic researches on catalysis and technology. And in the present work 3-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propionic acid can be used as antioxidant group to modify esters. This kind of esters is useful in many fields, such as lubricating oil and cutting compound, because of two important functions (antioxidant and lubricant) in the same compound.

Safely

The toxicity of 3-(3,5-di-tert-butyl-4- hydroxyphenyl)propanoic acid, esters with C13-C15 branched and linear alcohols has been tested by EFSA. And this scientific opinion of EFSA deals with the risk assessment of the additive, 3-(3,5-di-tert-butyl-4- hydroxyphenyl)propanoic acid, esters with C13-C15 branched and linear alcohols, CAS No. 171090- 93-0, REF. No. 47060 for which the CEF Panel concluded that there is no safety concern for the consumer if the substance is used only in polyolefins in contact with foods other than fatty/highalcoholic and dairy products and its migration does not exceed 0.05 mg/kg food.

Uses

It is employed as an active pharmaceutical intermediate.

InChI:InChI=1/C17H26O3/c1-16(2,3)12-9-11(7-8-14(18)19)10-13(15(12)20)17(4,5)6/h9-10,20H,7-8H2,1-6H3,(H,18,19)/p-1

Upstream product

• 29027-77-8 3-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propionitrile 
• 95602-92-9 3,5-di-tert-butyl-4-hydroxycinnamic acid 
• 128-39-2 2,6-di-tert-butylphenol 
• 6386-38-5 methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate 
• 26347-98-8 pentaerythritol ester of 4-hydroxy-3,5-di-tert-butylphenylpropionic acid 
• 82304-66-3 6,8-di-tert-butylspiro<4.5>-deca-1-oxa-5,8-diene-2,7-dione 
• 22014-01-3 3-(3,5-di-tert-butyl-4-hydroxyphenyl)prop-2-enoic acid 

Downstream Products

• 42293-41-4 β-(4-hydroxy-3,5-di-tert-butylphenyl) propionic acid N-phenylamide 
• 82612-18-8 β-(4-hydroxy-3,5-di-tert-butylphenyl) propionic acid anhydride 
• 102-07-8 bis(diphenyl)urea 
• 6386-38-5 methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate 
• 515815-37-9 3-(3,5-di-tert-butyl-4-hydroxyphenyl)-N-(3-{[imino(thien-2-yl)methyl]amino}benzyl)propanamide 
• 1707-75-1 2,2-diphenyl-1-picrylhydrazine 
• 20213-45-0 C₂₃H₃₁NO₃ 
• 80829-24-9 2-stearamidoethyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate 
• 80829-07-8 2-[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionamido]ethyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate 
• 80829-06-7 2-(lauramido)ethyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate 
• 24413-55-6 1,3-bis-[3-(3,5-Di-t-butyl-4-hydroxyphenyl)-propionyloxy]-2,2,4,4-tetramethylcyclobutane 
• 63477-54-3 ethyl 2-{ 4-(2-[3-(3,5-di-tert.-butyl-4-hydroxyphenyl)-propionylamino]-ethyl)-phenoxy }-2-methylpropionate 
• 63477-55-4 2-{ 4-(2[3-(3,5-di-tert.-butyl-4-hydroxyphenyl)-propionylamino]-ethyl)-phenoxy }-2-methylpropionic acid 
• 501-97-3 4-hydroxyphenylpropionic acid 

Relevant articles and documents

Hindered phenol and acylamino intramolecular composite difunctional antioxygen and synthesis method thereof

The invention belongs to the technical field of antioxygens, and particularly relates to a hindered phenol and acylamino intramolecular composite difunctional antioxygen and a synthesis method thereof. The hindered phenol and acylamino intramolecular composite difunctional antioxygen is prepared through the mode that firstly, ethanediamine, methyl alcohol and methyl acrylate are prepared into an ethanediamine dendritic molecule framework, and then the end group of the ethanediamine dendritic molecule framework is subjected to DtBHP closing. The antioxygen forms stable free radicals to end a chain reaction by capturing generated free radicals, the free radicals can be directly, effectively and quickly captured, and the antioxygen is high in antioxygenic capacity.

Discovery of a negative allosteric modulator of GABAB receptors

Initialized from the scaffold of CGP7930, an allosteric agonist of GABAB receptors, a series of noncompetitive antagonists were discovered. Among these compounds, compounds 3, 6, and 14 decreased agonist GABA-induced maximal effect of IP3 production in HEK293 cells overexpressing GABAB receptors and Gqi9 proteins without changing the EC50. Compounds 3, 6, and 14 not only inhibited agonist baclofen-induced ERK1/2 phosphorylation but also blocked CGP7930-induced ERK1/2 phosphorylation in HEK293 cells overexpressing GABAB receptors. The results suggested that compounds 3, 6, and 14 are negative allosteric modulators of GABAB receptors. The representative compound 14 decreased GABA-induced IP3 production with IC50 of 37.9 μM and had no effect on other GPCR Class C members such as mGluR1, mGluR2, and mGluR5. Finally, we showed that compound 14 did not bind to the orthosteric binding sites of GABAB receptors, demonstrating that compound 14 negatively modulated GABAB receptors activity as a negative allosteric modulator.

Long chain (4-hydroxyphenyl) propanoate stabilizers

Long chain (4-hydroxyphenyl) propanoate derivatives of the formula STR1 are effective in stabilizing organic materials against oxidative and thermal degradation.