O-methyl benzenecarboselenoate

Base Information

• Chemical Name: O-methyl benzenecarboselenoate
• CAS No.: 5925-76-8
• Molecular Formula: C8H8OSe
• Molecular Weight: 199.111
• DSSTox Substance ID: DTXSID701305781
• Nikkaji Number: J651.372G
• Mol file: 5925-76-8.mol

Synonyms:O-methyl selenobenzoate;O-methyl benzenecarboselenoate;Seleno(phenyl)(methyloxy)methane;DTXSID701305781;5925-76-8

Chemical Property of O-methyl benzenecarboselenoate

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 199.97404
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=[Se])C1=CC=CC=C1

Technology Process of O-methyl benzenecarboselenoate

There total 4 articles about O-methyl benzenecarboselenoate 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: 88.0%

orthobenzoic acid trimethyl ester (707-07-3) → selenobenzoic acid O-methyl ester (5925-76-8)

Guidance literature:

With bis(dimethylaluminium) selenide; In 1,4-dioxane; toluene; at 50 ℃; for 3h;

DOI:10.1016/S0040-4039(00)74764-2

Reference yield:

methyl benzimidate (7471-86-5) → selenobenzoic acid O-methyl ester (5925-76-8)

Guidance literature:

With hydrogen selenide; In diethyl ether;

Reference yield:

methanol (67-56-1) + N,N-dimethylbenzamide (611-74-5) → selenobenzoic acid O-methyl ester (5925-76-8)

Guidance literature:

Multistep reaction; (i) COCl₂, CH₂Cl₂, (ii) /BRN= 1098229/, Py, (iii) NaSeH, EtOH;

DOI:10.1039/P19770001723

upstream raw materials:

methyl benzimidate

methanol

N,N-dimethylbenzamide

orthobenzoic acid trimethyl ester

Downstream raw materials:

triethylphosphane selenide

(E)-1-methoxy-1,2-diphenylethene

(Z)-1-methoxy-1,2-diphenylethene

Methylsulfanyl-phenyl-methaneselone

Refernces

• 1、 Barton,Hansen,Picker. "Reactions of relevance to the chemistry of aminoglycoside antibiotics. Part 8. Synthesis and properties of O-alkyl selenoesters.". . p. 1723 - 1730. Retrieved 2007/10/05.