3,5-Di-tert-butyl-4-hydroxybenzyl alcohol

Base Information

• Chemical Name: 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol
• CAS No.: 88-26-6
• Molecular Formula: C15H24O2
• Molecular Weight: 236.354
• Hs Code.: 29072990
• European Community (EC) Number: 201-815-6
• NSC Number: 159133
• UNII: 46ND6GQI48
• DSSTox Substance ID: DTXSID7020211
• Nikkaji Number: J12.804J
• Wikidata: Q27258951
• Metabolomics Workbench ID: 45231
• ChEMBL ID: CHEMBL225220
• Mol file: 88-26-6.mol

Synonyms:2,6-di-tert-butyl-4-hydroxymethylphenol;4-HMDBP;4-hydroxymethyl-2,6-di-tert-butylphenol;BHTBzOH

Chemical Property of 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol

Chemical Property:

• Vapor Pressure: 0.000337mmHg at 25°C
• Melting Point: 139-141 °C
• Refractive Index: 1.519
• Boiling Point: 306.4 °C at 760 mmHg
• PKA: 12.01±0.40(Predicted)
• Flash Point: 131.2 °C
• PSA: 40.46000
• Density: 1.005 g/cm³
• LogP: 3.47950
• Water Solubility.: Insoluble in water
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 236.177630004
• Heavy Atom Count: 17
• Complexity: 223

Purity/Quality:

99.9% ^*data from raw suppliers

2,6-Di-tert-butyl-4-hydroxymethylphenol >97.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)CO
• Uses: 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol is an antioxidant used alone or in combination with other permitted antioxidants. The total amount of all antioxidants added to food must not exceed 0.02% of the oil or fat content of the food, including the essential (volatile) oil content of the food. 3,5-di-Tert-butyl-4-hydroxybenzyl Alcohol is used in preparation of Difluoroketones via HFIP-catalyzed Dehydroxyfluoroalkylation. Antioxidant for gasoline and other hydrocarbons.

Technology Process of 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol

There total 22 articles about 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol 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: 97.0%

2,6-di-tert-butyl-4-methyl-phenol (128-37-0) → 3,5-di-tert-butyl-4-hydroxybenzyl alcohol (88-26-6)

Guidance literature:

With benzyltrimethylammonium tribromide; In dichloromethane; water; for 0.5h; Ambient temperature;

DOI:10.1246/bcsj.64.1060

Reference yield: 95.0%

3,5-Di-tert-butyl-4-hydroxybenzoic acid (1421-49-4) → 3,5-di-tert-butyl-4-hydroxybenzyl alcohol (88-26-6)

Guidance literature:

With zinc(II) tetrahydroborate; In tetrahydrofuran; at 63 ℃; for 7h; Time;

Reference yield: 85.5%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,6-di-tert-butylphenol (128-39-2) + acetic acid (64-19-7,77671-22-8) → 3,5-di-tert-butyl-4-hydroxybenzyl acetate (14387-17-8) + 4,4'-Methylenebis(2,6-di-tert-butylphenol) (118-82-1) + 3,5-di-tert-butyl-4-hydroxybenzyl alcohol (88-26-6)

Guidance literature:

With diethylamine; for 11h; Reflux;

upstream raw materials:

4-(bromomethyl)-2,6-di-tert-butylphenol

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

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

3,5-di-tert-butyl-4-hydroxybenzyl acetate

Downstream raw materials:

2,6-di-tert-butyl-[1,4]benzoquinone-4-(4-dimethylamino-phenylimine)

3,5-di-tert-butyl-4-hydroxybenzyl acetate

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone

2,6-di-tert-butylphenol

Refernces

Regioselective synthesis of 1,3-thiazines by sequential 4-oxothiazolidine to 1,2-dithiole to 1,3-thiazine transformations: role of intramolecular non-bonded S?O interactions

10.1016/j.tet.2006.12.075

The study presents a novel synthetic approach to 2,3-dihydro-4H-1,3-thiazine derivatives, which involves the reductive rearrangement of 1,2-dithiole-3ylidene thiones. The process begins with the preparation of 1,2-dithiole derivatives from 2-alkylidene-4-oxothiazolidines, which are induced by intramolecular non-bonded 1,5-type S/O interactions in the presence of Lawesson’s reagent (LR). The chemicals used in the study include 2-alkylidene-4-oxothiazolidines, LR for inducing the ring-opening-closing process, and sodium borohydride for the reductive rearrangement step. These chemicals serve the purpose of transforming the initial compounds into functionalized 1,2-dithiole-3-ylidene thiones and subsequently into 2,3-dihydro-4H-1,3-thiazine-4-thiones, demonstrating the ease of interconversion between three structurally different heterocyclic classes via two efficient sequential transformations. The study also includes X-ray crystallography to confirm the structures of the synthesized compounds.