4-Methoxyphenyl mesylate

Base Information

• Chemical Name: 4-Methoxyphenyl mesylate
• CAS No.: 19013-30-0
• Molecular Formula: C8H10 O4 S
• Molecular Weight: 202.231
• Hs Code.: 2909499000
• DSSTox Substance ID: DTXSID20364979
• Nikkaji Number: J694.556B
• Wikidata: Q82149265
• Mol file: 19013-30-0.mol

Synonyms:4-Methoxyphenyl mesylate;19013-30-0;4-methoxyphenyl methanesulfonate;(4-methoxyphenyl) methanesulfonate;4-Methoxyphenyl mesylate, 4-[(Methylsulphonyl)oxy]anisole;4-Methoxyphenyl methylsulphonate;Phenol, 4-methoxy-, 1-methanesulfonate;p-methoxyphenyl mesylate;4-methoxyphenylmethanesulfonate;SCHEMBL6941035;DTXSID20364979;MFCD01231360;AKOS002285412;AS-63588;CS-0205323;AN-652/33742062;4-Methoxyphenyl mesylate,4-[(methylsulphonyl)oxy]anisole

Chemical Property of 4-Methoxyphenyl mesylate

Chemical Property:

• Vapor Pressure: 0.000249mmHg at 25°C
• Melting Point: 79-80 °C
• Refractive Index: 1.521
• Boiling Point: 334.4°C at 760 mmHg
• Flash Point: 156°C
• PSA: 60.98000
• Density: 1.276g/cm³
• LogP: 2.11440
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 202.02997997
• Heavy Atom Count: 13
• Complexity: 233

Purity/Quality:

95-99% ^*data from raw suppliers

4-MethoxyphenylMesylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)OS(=O)(=O)C

Technology Process of 4-Methoxyphenyl mesylate

There total 12 articles about 4-Methoxyphenyl mesylate 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%

methanesulfonyl chloride (124-63-0) + 4-methoxy-phenol (150-76-5) → p-methoxyphenyl mesylate (19013-30-0)

Guidance literature:

With triethylamine; In ethyl acetate; at 0 - 20 ℃; for 0.166667h; Solvent; Green chemistry;

DOI:10.1055/s-0034-1378867

Reference yield: 57.0%

1-methoxy-4-((4-phenylbut-3-en-2-yl)oxy)benzene + methanesulfonyl chloride (124-63-0) → 4-methoxy-2-(1-phenylbut-2-en-1-yl)phenyl methanesulfonate (1414864-73-5) + 4-methoxy-2-(1-phenylbut-2-en-1-yl)phenyl methanesulfonate (1414864-74-6) + p-methoxyphenyl mesylate (19013-30-0)

Guidance literature:

1-methoxy-4-((4-phenylbut-3-en-2-yl)oxy)benzene; In 1,2-dichloro-benzene; for 24h; Reflux;

methanesulfonyl chloride; With triethylamine; In dichloromethane; 1,2-dichloro-benzene; at 20 ℃; for 24h;

DOI:10.1021/jo302210t

Reference yield: 52.0%

methanesulfonic acid (75-75-2,98527-29-8) + p-methoxybenzenediazonium o-benzenedisulfonimide → p-methoxyphenyl mesylate (19013-30-0)

Guidance literature:

at 120 ℃; for 1h;

DOI:10.1055/s-1999-3696

upstream raw materials:

methanesulfonyl chloride

4-methoxy-phenol

1,4-dimethoxybezene

(CH₃)3SnO(C₆H₄)OCH₃

Downstream raw materials:

4-methoxylbiphenyl

methoxybenzene

4-(4-tolyl)anisole

1-(4'-methoxy-biphenyl-4-yl)-ethanone

Refernces

• 1、 Lei, Xiangyang,Jalla, Anusha,Abou Shama, Mhd A.,Stafford, Jamie M.,Cao, Billy. "Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates". supporting information. p. 2578 - 2585. Retrieved 2015/09/01.
• 2、 Ferguson, Devin M.,Rudolph, Stacey R.,Kalyani, Dipannita. "Palladium-catalyzed intra-and intermolecular C-H arylation using mesylates: Synthetic scope and mechanistic studies". . p. 2395 - 2401. Retrieved 2014/07/21.