3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid

Base Information

• Chemical Name: 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid
• CAS No.: 20170-32-5
• Deprecated CAS: 123173-45-5,212463-43-9,90804-34-5,173584-97-9,173584-97-9,212463-43-9,90804-34-5
• Molecular Formula: C17H26O3
• Molecular Weight: 278.392
• Hs Code.: 2918290000
• European Community (EC) Number: 243-556-1
• UNII: X6G09G700F
• DSSTox Substance ID: DTXSID2066561
• Nikkaji Number: J27.608A
• Wikidata: Q27293604
• Mol file: 20170-32-5.mol

Synonyms:4-hydroxy-3,5-di-tert-butylphenylpropionic acid;beta-(4-hydroxy-3,5-di-tert-butyl)phenylpropionic acid;beta-(4-hydroxy-3,5-di-tert-butyl)phenylpropionic acid, potassium salt;beta-(4-hydroxy-3,5-di-tert-butylphenyl)propionic acid;beta-(4-hydroxy-3,5-di-tertbutylphenyl) propionic acid;fenozan;fenozan, monolithium salt;fenozan, monopotassium salt;fenozan, monosodium salt;fenozan, nickel (2+) salt (2:1);fenozan-K;phenozan;potassium fenozan;potassium phenosan

Chemical Property of 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid

Chemical Property:

• Vapor Pressure: 6.03E-06mmHg at 25°C
• Melting Point: 172-174 °C
• Boiling Point: 364.279 °C at 760 mmHg
• PKA: 4.79±0.10(Predicted)
• Flash Point: 188.295 °C
• PSA: 57.53000
• Density: 1.05 g/cm³
• LogP: 4.00440
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 278.18819469
• Heavy Atom Count: 20
• Complexity: 311

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,5-Di-tert-butyl-4-hydroxyphenylpropionicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)CCC(=O)O
• Uses: It is employed as an active pharmaceutical intermediate.

Technology Process of 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid

There total 9 articles about 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-(3,5-di-tert-butyl-4-hydroxyphenyl)prop-2-enoic acid (22014-01-3) → 4-hydroxy-3,5-di-tert-butylphenylpropionic acid (20170-32-5,90804-34-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 3h;

DOI:10.1021/ml500162z

Reference yield: 100.0%

6,8-di-tert-butylspiro<4.5>-deca-1-oxa-5,8-diene-2,7-dione (82304-66-3) → 4-hydroxy-3,5-di-tert-butylphenylpropionic acid (20170-32-5,90804-34-5)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; electrolysis, in 0.1M tetraethylammonium perchlorate, E=-1.95 V(rel.s.c.e.);

DOI:10.1007/BF00954163

Reference yield: 98.0%

3,5-di-tert-butyl-4-hydroxycinnamic acid (95602-92-9) → 4-hydroxy-3,5-di-tert-butylphenylpropionic acid (20170-32-5,90804-34-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 3h; under 2585.81 Torr;

DOI:10.1021/jm990945v

upstream raw materials:

3-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propionitrile

3-(3,5-di-tert-butyl-4-hydroxyphenyl)prop-2-enoic acid

6,8-di-tert-butylspiro<4.5>-deca-1-oxa-5,8-diene-2,7-dione

3,5-di-tert-butyl-4-hydroxycinnamic acid

Downstream raw materials:

C₂₃H₃₁NO₃

2-(pentyloxy)ethyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate

3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-N-{2-[3-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propionylamino]-ethyl}-propionamide

N,N'-bis[β-(3,5-di-tert-butyl-4-hydroxyphenyl)propionyl]hexamethylenediamine

Refernces

• 1、 -. "A method for preparing an antioxidant". Paragraph 0064-0066. . Retrieved 2018/02/04.
• 2、 Bebbington, David,Monck, Nathaniel J. T.,Gaur, Suneel,Palmer, Alan M.,Benwell, Karen,Harvey, Victoria,Malcolm, Craig S.,Porter, Richard H. P.. "3,5-disubstituted-4-hydroxyphenyls linked to 3-hydroxy-2-methyl-4(1h)- pyridinone: Potent inhibitors of lipid peroxidation and cell toxicity". . p. 2779 - 2782. Retrieved 2007/10/03.