Benzeneseleninic anhydride

Base Information

• Chemical Name: Benzeneseleninic anhydride
• CAS No.: 17697-12-0
• Molecular Formula: C12H10O3Se2
• Molecular Weight: 360.13
• Hs Code.: 29310099
• European Community (EC) Number: 241-701-3
• UNII: 69M675B633
• DSSTox Substance ID: DTXSID10170228
• Nikkaji Number: J287.128I
• Mol file: 17697-12-0.mol

Synonyms:benzeneselenic anhydride

Chemical Property of Benzeneseleninic anhydride

Chemical Property:

• Appearance/Colour: White to light beige powder
• Vapor Pressure: 1.02mmHg at 25°C
• Melting Point: 165-170 °C(lit.)
• Boiling Point: 184.2 °C at 760 mmHg
• Flash Point: 65.2 °C
• PSA: 43.37000
• LogP: 0.65480
• Sensitive.: Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 361.89604
• Heavy Atom Count: 17
• Complexity: 254

Purity/Quality:

97% ^*data from raw suppliers

Benzeneseleninic acid anhydride 70% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T; N
• Hazard Codes: T,N
• Statements: 23/25-33-50/53
• Safety Statements: 20/21-28-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[Se](=O)O[Se](=O)C2=CC=CC=C2
• Uses: Benzeneseleninic acid anhydride was used to oxidize hydrazines to afford azo-compounds.

Technology Process of Benzeneseleninic anhydride

There total 5 articles about Benzeneseleninic anhydride 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:

diphenyl diselenide (1666-13-3) → benzeneseleninic anhydride (17697-12-0)

Guidance literature:

With ozone; In tetrachloromethane; at -5 ℃;

DOI:10.1039/jr9620002089

Reference yield:

C12H10O2Se2 (461639-13-4) → benzeneseleninic anhydride (17697-12-0)

Guidance literature:

With tert.-butylhydroperoxide; In α,α,α-trifluorotoluene; at 80 ℃;

DOI:10.1002/ejoc.201100487

Reference yield:

S-phenyl benzeneseleninoselenoate → benzeneseleninic anhydride (17697-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butylhydroperoxide / α,α,α-trifluorotoluene / 80 °C

2: tert.-butylhydroperoxide / α,α,α-trifluorotoluene / 80 °C

With tert.-butylhydroperoxide; In α,α,α-trifluorotoluene;

DOI:10.1002/ejoc.201100487

upstream raw materials:

benzeneseleninic acid

diphenyl diselenide

C₁₂H₁₀O₂Se₂

Downstream raw materials:

benzeneseleninic acid

diphenyl diselenide

rac-2-(phenylseleno)cyclohexanone

cyclohexanone

Refernces

Total synthesis of serofendic acids A and B employing tin-free homoallyl-homoallyl radical rearrangement

10.1021/ol051411t

The study presents the total synthesis of serofendic acids A and B, which are neuroprotective agents with complex structures featuring nine stereocenters and an atisane framework. The key strategic element of the synthesis involves a novel tin-free homoallyl-homoallyl radical rearrangement for constructing the bicyclo[2.2.2]octane ring system. Various chemicals were used in the study, including sodium thiomethoxide for the Michael reaction, Barton-McCombie deoxygenation protocol for promoting the rearrangement, and Taber's technique for radical generation under tin-free conditions. Other chemicals mentioned include NaBH4, (imid)2CdS, Bu3SnH, AIBN, toluene, PPh3, DEAD, NBSH, THF, TsNHNH2, NaBH3CN, ZnCl2, and benzeneseleninic anhydride, among others. These chemicals served various purposes in the synthesis process, such as reducing agents, catalysts, and reagents for specific reactions, ultimately leading to the successful synthesis of serofendic acids A and B.

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