2,4,6-Tri-tert-butylphenol

Base Information

• Chemical Name: 2,4,6-Tri-tert-butylphenol
• CAS No.: 732-26-3
• Deprecated CAS: 11100-56-4,1333-60-4,19879-87-9,50356-20-2,53320-88-0,1333-60-4,50356-20-2,53320-88-0
• Molecular Formula: C18H30O
• Molecular Weight: 262.436
• Hs Code.: 29071990
• European Community (EC) Number: 211-989-5
• NSC Number: 14459
• UNII: 99J2VIC675
• DSSTox Substance ID: DTXSID2021311
• Nikkaji Number: J151.222F
• Wikipedia: 2,4,6-Tri-tert-butylphenol
• Wikidata: Q27272216
• ChEMBL ID: CHEMBL387905
• Mol file: 732-26-3.mol

Synonyms:2,4,6-tri-tert-butylphenol

Chemical Property of 2,4,6-Tri-tert-butylphenol

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0.00259mmHg at 25°C
• Melting Point: 125-130 °C(lit.)
• Refractive Index: 1.49
• Boiling Point: 278 °C at 760 mmHg
• PKA: 12.61±0.40(Predicted)
• Flash Point: 129.3 °C
• PSA: 20.23000
• Density: 0.911 g/cm³
• LogP: 5.28470
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Sonicated)
• Water Solubility.: insoluble
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 262.229665576
• Heavy Atom Count: 19
• Complexity: 273

Purity/Quality:

98% HPLC ^*data from raw suppliers

2,4,6-Tri-tert-butylphenol 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: F,C,N,Xi,Xn
• Statements: 11-22-34-50-53-36/37/38-51/53
• Safety Statements: 26-36/37/39-45-60-61-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CC(C)(C)C1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C
• Uses: 2,4,6-Tri-tert-butylphenol is an antioxidant; used in preparation method of high-temperature resistant electromagnetic shielding electromagnetic bushing.

Technology Process of 2,4,6-Tri-tert-butylphenol

There total 117 articles about 2,4,6-Tri-tert-butylphenol 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: 80.0%

4-bromo-2,4,6-tri-tert-butyl-2,5-cyclohexadiene-1-one (1988-75-6) → 2,4,6-tri-tert-butylphenoxol (732-26-3)

Guidance literature:

In isopropyl alcohol; for 1h; Heating;

DOI:10.1055/s-1980-29072

Reference yield: 66.0%

2,6-di-tert-butylphenol (128-39-2) + 2,4,6-tri-tert-butylphenoxyl (3315-32-0,2525-39-5) → 2,4,6-tri-tert-butylphenoxol (732-26-3) + 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone (2455-14-3,74978-25-9) + 2,4,6-tri-tert-butyl-6-(3,5-di-tert-butyl-4-hydroxyphenyl)cyclohexa-2,4-dien-1-one + 2,4,6-tri-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxyphenyl)cyclohexa-2,5-dien-1-one

Guidance literature:

With triethylamine; In benzene; Product distribution; varying time-interval before addition of reag.; varying amount of reag.;

DOI:10.1016/0040-4020(95)00332-3

Reference yield: 56.0%

2,6-di-tert-butylphenol (128-39-2) + 2,4,6-tri-tert-butylphenoxyl (3315-32-0,2525-39-5) → 2,4,6-tri-tert-butylphenoxol (732-26-3) + 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone (2455-14-3,74978-25-9) + 3,3’,5,5’-tetra-tert-butyl-[1,1‘-biphenyl]-2,4’-diol (14328-91-7) + 4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl (128-38-1)

Guidance literature:

With trifluoroacetic acid; In benzene; Product distribution; varying time-interval before addition of reag.;

DOI:10.1016/0040-4020(95)00332-3

upstream raw materials:

tertiary butyl chloride

2,4-di-tert-Butylphenol

2,4,6-tri-tert-butylphenoxyl

isobutene

Downstream raw materials:

(i-C₃H₇O)2B(OC₆H₂(C₄H₉)2C(CH₃)3)

2,4,6,2',4',6'-hexa-tert-butyl-4,4'-chloroethanediyl-bis-cyclohexa-2,5-dienone

2,4,6-tri-tert-butyl-6-hydroperoxy-cyclohexa-2,4-dienone

2,4,6-tri-tert-butyl-4-hydroperoxycyclohexa-2,5-dienone

Refernces

• 1、 Mahoney,Da Rooge. "". . p. 890,898. Retrieved 1970.
• 2、 Modrogan, Elena,Valkenberg, Michael H.,Hoelderich, Wolfgang F.. "Phenol alkylation with isobutene - influence of heterogeneous Lewis and/or Bronsted acid sites". . p. 177 - 187. Retrieved 2009.
• 3、 -. "Method for synthesizing 2, 4 and 6 -tert-butylphenol". Paragraph 0032-0082. . Retrieved 2021/11/14.
• 4、 Park, Yoonsu,Kim, Sangmin,Tian, Lei,Zhong, Hongyu,Scholes, Gregory D.,Chirik, Paul J.. "Visible light enables catalytic formation of weak chemical bonds with molecular hydrogen". . p. 969 - 976. Retrieved 2021/07/25.