2-tert-Butyl-4-hydroxyanisole

Base Information

• Chemical Name: 2-tert-Butyl-4-hydroxyanisole
• CAS No.: 88-32-4
• Deprecated CAS: 344312-06-7
• Molecular Formula: C11H16 O2
• Molecular Weight: 180.247
• Hs Code.: 2909500000
• European Community (EC) Number: 201-820-3
• UNII: A03IJ8ROOP
• DSSTox Substance ID: DTXSID7058963
• Nikkaji Number: J175.231F
• Wikidata: Q81988615
• NCI Thesaurus Code: C77383
• Mol file: 88-32-4.mol

Synonyms:2-BHA;2-tert-butyl-4-hydroxyanisole

Chemical Property of 2-tert-Butyl-4-hydroxyanisole

Chemical Property:

• Vapor Pressure: 0.000991mmHg at 25°C
• Melting Point: 64℃
• Refractive Index: 1.4708 (estimate)
• Boiling Point: 293.3 °C at 760 mmHg
• PKA: 10.58±0.18(Predicted)
• Flash Point: 136 °C
• PSA: 29.46000
• Density: 1.009 g/cm³
• LogP: 2.69830
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

99%, ^*data from raw suppliers

2-tert-Butyl-4-hydroxyanisole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=C(C=CC(=C1)O)OC
• Uses: Labelled Phencyclidine analog as anticholinergic agent. 2-tert-Butyl-4-hydroxyanisole shows insecticidal activity.

Technology Process of 2-tert-Butyl-4-hydroxyanisole

There total 12 articles about 2-tert-Butyl-4-hydroxyanisole 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: 99.0%

4-(benzyloxy)-2-(tert-butyl)-1-methoxybenzene → 3-tert-butyl-4-methoxyphenol (88-32-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In dichloromethane; for 18.3h;

DOI:10.1002/anie.201406393

Reference yield: 70.0%

1,4-dimethoxy-2-tert-butylbenzene (21112-37-8) → 3-tert-butyl-4-methoxyphenol (88-32-4)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; N-methylaniline; In diethyl ether; xylene; at 120 ℃; for 17h;

DOI:10.1055/s-1980-29150

Reference yield:

tert-butylhydroquinone (1948-33-0) → 3-tert-butyl-4-methoxyphenol (88-32-4)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide

2: K₂CO₃ / acetone / Heating

3: aq. HCl / tetrahydrofuran

With 1H-imidazole; hydrogenchloride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00191a020

upstream raw materials:

2,5-di-tert-butyl-4-methoxyphenol

4-methoxy-phenol

isobutene

tert-butyl alcohol

Downstream raw materials:

5,5'-di-tert-butyl-4,4'-dimethoxy-2,2'-methanediyl-di-phenol

4-tert-butyl-5-methoxy-1,2-benzoquinone

2-allyl-5-tert-butyl-4-methoxyphenol

2-Allyl-6-tert-butyl-4-methoxy-phenol

Refernces

• 1、 -. "IMPROVEMENT IN SYNTHESIS OF BUTYLATED HYDROXYANISOLE FROM TERTIARY BUTYL HYDROQUINONE". Page/Page column 7-9. . Retrieved 2008/06/13.
• 2、 Loubinoux, B.,Coudert, G.,Guillaumet, G.. "Selective Demethylation of Aryl Methyl Ethers". . p. 638 - 640. Retrieved 2007/10/02.