tert-Butylanisole

Base Information

• Chemical Name: tert-Butylanisole
• CAS No.: 2944-48-1
• Molecular Formula: C11H16 O
• Molecular Weight: 164.247
• Hs Code.: 2909499000
• European Community (EC) Number: 253-174-7
• NSC Number: 113126
• DSSTox Substance ID: DTXSID40190191
• Nikkaji Number: J370.667B
• Wikidata: Q83062487
• Mol file: 2944-48-1.mol

Synonyms:tert-Butylanisole;1-tert-butyl-2-methoxybenzene;2944-48-1;1-(tert-Butyl)-2-methoxybenzene;36731-23-4;2-tert-butylanisole;2-t-butylanisole;2-tert-butylanisol;2-t-butyl anisole;NSC113126;2-(t-butyl)anisole;o-(tert-Butyl)anisole;SCHEMBL142899;1-tert-Butyl-2-methoxy-benzene;DTXSID40190191;CAA94448;EINECS 253-174-7;Benzene,1-dimethylethyl)-2-methoxy-;AKOS014094170;NSC-113126;CS-0210371;InChI=1/C11H16O/c1-11(2,3)9-7-5-6-8-10(9)12-4/h5-8H,1-4H

Chemical Property of tert-Butylanisole

Chemical Property:

• Boiling Point: 225.4°Cat760mmHg
• Flash Point: 91.5°C
• PSA: 9.23000
• Density: 0.911g/cm³
• LogP: 2.99270
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 134

Purity/Quality:

99%, ^*data from raw suppliers

2-(2-methoxyphenyl)propan-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=CC=C1OC

Technology Process of tert-Butylanisole

There total 20 articles about tert-Butylanisole 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%

2-tert-Butylphenol (88-18-6) + methyl iodide (74-88-4) → 2-tert-butylanisole (2944-48-1)

Guidance literature:

2-tert-Butylphenol; With potassium hydroxide; In tetrahydrofuran; at 10 - 20 ℃; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.200900837

Reference yield: 88.0%

methoxybenzene (100-66-3) + tert-butyl alcohol (75-65-0) → 1-(tert-butyl)-4-methoxybenzene (5396-38-3) + 2-tert-butylanisole (2944-48-1)

Guidance literature:

With indium(III) triflate; 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide; at 120 ℃; for 1.5h; Overall yield = 73 %; Microwave irradiation; Green chemistry;

DOI:10.1139/cjc-2013-0290

Reference yield: 83.0%

methylene chloride (74-87-3) + 2-tert-Butylphenol (88-18-6) → 2-tert-butylanisole (2944-48-1)

Guidance literature:

With sodium hydroxide; phosphonium resin; In dichloromethane; water; for 24h; Ambient temperature;

DOI:10.1248/cpb.29.2246

upstream raw materials:

2-tert-Butylphenol

dimethyl sulfate

methylene chloride

1-(tert-butyl)-4-methoxybenzene

Downstream raw materials:

2-tert-Butylphenol

[2-methyl-4-phenyl-5-methoxy-6-tert-butyl-1H-inden-1-yl]-[2-methyl-4-(3,5-di-tertbutylphenyl)-7-methoxy-1H-inden-1-yl]dimethylsilane

(2-methyl-4-phenyl-5-methoxy-6-tert-butyl-1H-inden-1-yl)[2,7-dimethyl-4-(3,5-di-tert-butylphenyl)-1H-inden-1-yl]dimethylsilane

Refernces

• 1、 Fernández-Ibá?ez, M. ángeles,Jia, Wen-Liang,Sukowski, Verena,van Borselen, Manuela,van Diest, Rianne. "S,O-Ligand-Promoted Pd-Catalyzed C?H Olefination of Anisole Derivatives". supporting information. p. 4132 - 4135. Retrieved 2021/08/24.
• 2、 Ando, Shin,Mawatari, Mai,Matsunaga, Hirofumi,Ishizuka, Tadao. "An N-heterocyclic carbene-based nickel catalyst for the Kumada–Tamao–Corriu coupling of aryl bromides and tertiary alkyl Grignard reagents". supporting information. p. 3287 - 3290. Retrieved 2016/07/11.