2H-Azirine, 2-methyl-2-(2-methyl-2-propenyl)-3-phenyl-

Base Information

• Chemical Name: 2H-Azirine, 2-methyl-2-(2-methyl-2-propenyl)-3-phenyl-
• CAS No.: 59175-24-5
• Molecular Formula: C13H15N
• Molecular Weight: 185.269
• DSSTox Substance ID: DTXSID10483209
• Nikkaji Number: J3.416.881D

Synonyms:59175-24-5;2-Methyl-2-(2-methylallyl)-3-phenyl-2H-azirine;2H-Azirine, 2-methyl-2-(2-methyl-2-propenyl)-3-phenyl-;DTXSID10483209

Chemical Property of 2H-Azirine, 2-methyl-2-(2-methyl-2-propenyl)-3-phenyl-

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 185.120449483
• Heavy Atom Count: 14
• Complexity: 271

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)CC1(C(=N1)C2=CC=CC=C2)C

Technology Process of 2H-Azirine, 2-methyl-2-(2-methyl-2-propenyl)-3-phenyl-

There total 2 articles about 2H-Azirine, 2-methyl-2-(2-methyl-2-propenyl)-3-phenyl- 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: 94.0%

4-methyl-4-(2-methylallyl)-3-phenyl-4H-isoxazol-5-one (21943-77-1) → 2-methyl-2-(2-methyl-allyl)-3-phenyl-2H-azirine (59175-24-5)

Guidance literature:

With chlorobis(cyclooctene)-iridium(I) dimer; cyclopentyl methyl ether; at 100 ℃; for 20h; Schlenk technique;

DOI:10.1002/anie.201602241

Reference yield:

→ 2-methyl-2-(2-methyl-allyl)-3-phenyl-2H-azirine (59175-24-5)

Guidance literature:

/BRN= 168871/, NaH, Isopropanol;

DOI:10.1021/ja00447a039

Reference yield: 17.0%

2-methyl-2-(2-methyl-allyl)-3-phenyl-2H-azirine (59175-24-5) → 3,5-dimethyl-2-phenyl-1-azabicyclo[3.1.0]hex-2-ene (1352634-62-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 12h;

DOI:10.1002/anie.201105153

upstream raw materials:

4-methyl-4-(2-methylallyl)-3-phenyl-4H-isoxazol-5-one

Downstream raw materials:

3,5-dimethyl-2-phenyl-1-azabicyclo[3.1.0]hex-2-ene

(2,4-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrol-2-yl)methyl acetate

2-(azidomethyl)-2,4-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrole

4-bromo-2-(bromomethyl)-2,4-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrole

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