Benzene, 1-methoxy-2-(1-methylpropyl)-

Base Information

• Chemical Name: Benzene, 1-methoxy-2-(1-methylpropyl)-
• CAS No.: 18272-71-4
• Deprecated CAS: 96346-16-6
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.247
• DSSTox Substance ID: DTXSID90885020
• Nikkaji Number: J284.003K
• Mol file: 18272-71-4.mol

Synonyms:Benzene, 1-methoxy-2-(1-methylpropyl)-;18272-71-4;1-butan-2-yl-2-methoxybenzene;o-(sec-Butyl)anisole;o-sec-Butylanisole;SCHEMBL6679628;SCHEMBL19314294;DTXSID90885020;AKOS024437726

Chemical Property of Benzene, 1-methoxy-2-(1-methylpropyl)-

Chemical Property:

• Vapor Pressure: 0.117mmHg at 25°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 122

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Benzene, 1-methoxy-2-(1-methylpropyl)-

There total 18 articles about Benzene, 1-methoxy-2-(1-methylpropyl)- 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: 56.0%

methoxybenzene (100-66-3) + iso-butanol (78-92-2,15892-23-6) → 1-sec-butyl-4-methoxybenzene (4917-90-2) + o-s-butylanisole (18272-71-4,96346-16-6)

Guidance literature:

With indium(III) triflate; 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide; at 120 ℃; for 1.5h; Overall yield = 58 %; Microwave irradiation; Green chemistry;

DOI:10.1139/cjc-2013-0290

Reference yield:

2-bromoanisole (578-57-4) + sec.-butyllithium (598-30-1) → 2,2'-Dimethoxybiphenyl (4877-93-4) + o-s-butylanisole (18272-71-4,96346-16-6) + methoxybenzene (100-66-3)

Guidance literature:

With QPhos*Pd₂dba₃; In toluene; at 20 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201510328

Reference yield:

o-anisylmethylzinc (1160755-77-0) + di(sec-butyl)zinc (7446-94-8,95590-02-6,95590-03-7) → o-s-butylanisole (18272-71-4,96346-16-6)

Guidance literature:

With iron(III)-acetylacetonate; ethylene dibromide; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.200900175

upstream raw materials:

(E)-1-Methoxy-2-(1-methyl-1-propenyl)benzene

butene-2

methoxybenzene

2-tosyloxybutane

Downstream raw materials:

3-sec-Butyl-4-methoxy-benzenesulfonyl chloride

Refernces

• 1、 Buter, Jeffrey,Heijnen, Dorus,Vila, Carlos,Hornillos, Valentín,Otten, Edwin,Giannerini, Massimo,Minnaard, Adriaan J.,Feringa, Ben L.. "Palladium-Catalyzed, tert-Butyllithium-Mediated Dimerization of Aryl Halides and Its Application in the Atropselective Total Synthesis of Mastigophorene A". supporting information. p. 3620 - 3624. Retrieved 2016/03/23.
• 2、 Cahiez, Gerard,Foulgoc, Laura,Moyeux, Alban. "Iron-catalyzed oxidative heterocoupling between aliphatic and aromatic organozinc reagents: A novel pathway for functionalized aryl-alkyl cross-coupling reactions". supporting information; scheme or table. p. 2969 - 2972. Retrieved 2009/09/06.