4-AZATRICYCLO(4.3.1.1(sup 3,8))UNDECAN-5-ONE

Base Information

• Chemical Name: 4-AZATRICYCLO(4.3.1.1(sup 3,8))UNDECAN-5-ONE
• CAS No.: 22607-75-6
• Molecular Formula: C10H15NO
• Molecular Weight: 165.235
• Hs Code.: 2933990090
• Mol file: 22607-75-6.mol

Synonyms:4-Azahomoadamantan-5-one;NSC 145164;BRN 0908554;4-AZATRICYCLO(4.3.1.1(sup 3,8))UNDECAN-5-ONE;LS-22762;4-Azatricyclo(4.3.1.13,8)undecan-5-one (8CI)

Chemical Property of 4-AZATRICYCLO(4.3.1.1(sup 3,8))UNDECAN-5-ONE

Chemical Property:

• Vapor Pressure: 6.78E-05mmHg at 25°C
• Melting Point: 316-318 °C(lit.)
• Refractive Index: 1.522
• Boiling Point: 344 °C at 760 mmHg
• PKA: 15.95±0.20(Predicted)
• Flash Point: 201.3 °C
• PSA: 29.10000
• Density: 1.103 g/cm³
• LogP: 1.63990
• Solubility.: chloroform: soluble2.5%, clear, colorless
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 165.115364102
• Heavy Atom Count: 12
• Complexity: 212

Purity/Quality:

98%min ^*data from raw suppliers

4-azatricyclo[4.3.1.1~3,8~]undecan-5-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)NC3=O
• Isomeric SMILES: C1[C@H]2CC3CC1CC(C2)NC3=O

Technology Process of 4-AZATRICYCLO(4.3.1.1(sup 3,8))UNDECAN-5-ONE

There total 2 articles about 4-AZATRICYCLO(4.3.1.1(sup 3,8))UNDECAN-5-ONE 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:

adamantane-2-spiro-3'-oxaziridine (51157-95-0) → 2-Adamantanone (700-58-3) + 4-azatricyclo<4.3.1.1.3,8>undecan-5-one (22607-75-6)

Guidance literature:

With iron(II) sulfate; In methanol; for 4h; Ambient temperature;

Reference yield:

2-Adamantanone (700-58-3) → 4e-chloroadamantan-2-one (19213-96-8,19301-54-3,19543-61-4,56781-81-8,56781-82-9,64937-56-0,64937-57-1) + 4a-chloroadamantan-2-one (19213-96-8,19301-54-3,19543-61-4,56781-81-8,56781-82-9,64937-56-0,64937-57-1) + 4-azatricyclo<4.3.1.1.3,8>undecan-5-one (22607-75-6)

Guidance literature:

With hydrogenchloride; hydroxylamine hydrochloride; for 0.5h; Heating;

Reference yield: 85.0%

4-azatricyclo<4.3.1.1.3,8>undecan-5-one (22607-75-6) → 4-Azatricyclo[4.3.1.1(3,8)]undecane (22776-74-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 6h; Heating;

DOI:10.1002/jhet.5570230411

upstream raw materials:

2-Adamantanone

adamantane-2-spiro-3'-oxaziridine

Downstream raw materials:

4-Azatricyclo[4.3.1.1(3,8)]undecane

4-(p-methoxycinnamoyl)-4-azatricyclo<4.3.1.1^3,8>undecane

4-(m-nitrobenzoyl)-4-azatricyclo<4.3.1.1^3,8>undecane

4-(p-nitrobenzoyl)-4-azatricyclo<4.3.1.1^3,8>undecane

Refernces

• 1、 Triska, Jan,Vodicka, Ludek,Butkus, Eugenijus P.,Hajek, Milan. "BECKMANN REARRANGEMENT OF ADAMANTANONE OXIME AS A ROUTE TO DITOPIC AND TRITOPIC SECONDARILY SUBSTITUTED ADAMANTANE DERIVATIVES". . p. 1774 - 1779. Retrieved 2007/10/02.