3,5-Di-tert-butyl-4-hydroxybenzoic acid

Base Information

• Chemical Name: 3,5-Di-tert-butyl-4-hydroxybenzoic acid
• CAS No.: 1421-49-4
• Molecular Formula: C15H22O3
• Molecular Weight: 250.338
• Hs Code.: 29181990
• European Community (EC) Number: 215-823-2
• UNII: 9F0I7YAG34
• DSSTox Substance ID: DTXSID3061683
• Nikkaji Number: J4.445H
• Wikidata: Q27272465
• ChEMBL ID: CHEMBL119696
• Mol file: 1421-49-4.mol

Synonyms:3,5-di-tert-butyl-4-hydroxybenzoic acid;3,5-di-tert-butyl-4-hydroxybenzoic acid, monopotassium salt;3,5-di-tert-butyl-4-hydroxybenzoic acid, monosodium salt;3,5-di-tert-butyl-4-hydroxybenzoic acid, nickel (2+) salt (2:1);BHT-COOH

Chemical Property of 3,5-Di-tert-butyl-4-hydroxybenzoic acid

Chemical Property:

• Appearance/Colour: Light yellow to beige crystalline powder
• Vapor Pressure: 3.28E-05mmHg at 25°C
• Melting Point: 206-209 °C
• Refractive Index: 1.5600 (estimate)
• Boiling Point: 340.6 °C at 760 mmHg
• PKA: 4.77±0.10(Predicted)
• Flash Point: 174 °C
• PSA: 57.53000
• Density: 1.07 g/cm³
• LogP: 3.68540
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 250.15689456
• Heavy Atom Count: 18
• Complexity: 285

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C(=O)O
• Uses: 3,5-Di-tert-butyl-4-hydroxybenzoic acid was used in the synthesis of antistress agents. It is used as pharmaceutical intermediates.

Technology Process of 3,5-Di-tert-butyl-4-hydroxybenzoic acid

There total 32 articles about 3,5-Di-tert-butyl-4-hydroxybenzoic 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: 95.0%

2-amino-3,5-di-tert-butyl-4-hydroxy-6-bromo-benzyl alcohol → 3,5-Di-tert-butyl-4-hydroxybenzoic acid (1421-49-4)

Guidance literature:

2-amino-3,5-di-tert-butyl-4-hydroxy-6-bromo-benzyl alcohol; With sodium sulfate; In nitromethane; at 16 - 25 ℃; for 3.16667h;

With Diethyl glutarate; niobium pentachloride; In nitromethane; for 3h; Temperature;

Reference yield: 90.2%

2,6-di-tert-butylphenol (128-39-2) + carbon dioxide (124-38-9,18923-20-1) → 3,5-Di-tert-butyl-4-hydroxybenzoic acid (1421-49-4)

Guidance literature:

2,6-di-tert-butylphenol; With sodium methylate; In methanol; at 180 ℃; for 2h; Simultaneous removal of methanol by distillation;

carbon dioxide; at 200 ℃; for 2h; under 4413.43 Torr;

With sulfuric acid; In water; pH=3.8; Product distribution / selectivity;

Reference yield: 71.0%

tert-butyl alcohol (75-65-0) + 4-hydroxy-benzoic acid (99-96-7) → 3,5-Di-tert-butyl-4-hydroxybenzoic acid (1421-49-4)

Guidance literature:

at 40 - 60 ℃; Microwave irradiation;

upstream raw materials:

3,5-di-t-butyl-4-hydroxybenzaldehyde

1-methyl-3,5-di-tert-butyl-4-oxo-2,5-cyclohexadienyl 3,5-di-tert-butyl-4-hydroxyperbenzoate

1-ethyl-3,5-di-tert-butyl-4-oxo-2,5-cyclohexadienyl 3,5-di-tert-butyl-4-hydroxyperbenzoate

1-isopropyl-3,5-di-tert-butyl-4-oxo-2,5-cyclohexadienyl 3,5-di-tert-butyl-4-hydroxyperbenzoate

Downstream raw materials:

2-ethylhexyl 3,5-di-tert-butyl-4-hydroxybenzoate

2,6-Di-tert-butyl-1,4-benzoquinone

7-tert-Butyl-2-methyl-5-benzoxazolcarbonsaeure

methyl 3,5-di-tert-butyl-4-hydroxybenzoate

Refernces

• 1、 -. "Synthetic method for antitumor drug intermediate 3,5-di-tert-butyl-4-hydroxybenzoic acid". Paragraph 0015; 0020; 0024; 0025-0029. . Retrieved 2018/07/30.
• 2、 Kindra, Douglas R.,Evans, William J.. "Bismuth-based cyclic synthesis of 3,5-di-tert-butyl-4-hydroxybenzoic acid via the oxyarylcarboxy dianion, (O2CC6H2 tBu2O)2-". supporting information. p. 3052 - 3054. Retrieved 2014/03/21.