1-Adamantyl isocyanate

Base Information

• Chemical Name: 1-Adamantyl isocyanate
• CAS No.: 4411-25-0
• Molecular Formula: C11H15NO
• Molecular Weight: 177.246
• Hs Code.: 29291090
• European Community (EC) Number: 628-215-0
• DSSTox Substance ID: DTXSID90366127
• Nikkaji Number: J344.365E
• Mol file: 4411-25-0.mol

Synonyms:1-Adamantyl isocyanate;4411-25-0;1-isocyanatoadamantane;1-adamantylisocyanate;1-isocyanato-adamantane;MFCD00134405;Adamantyl isocyanate;1-Adamantyl-isocyanate;Adamantane, 1-isocyanato-;Tricyclo[3.3.1.13,7]decane, 1-isocyanato-;Oprea1_117454;SCHEMBL75776;1-Adamantyl isocyanate, 97%;SCHEMBL20733439;DTXSID90366127;Isocyanic Acid 1-Adamantyl Ester;HMS1787B22;GEO-00052;STK301760;AKOS000202536;AKOS037643260;AB03739;AS-11615;BP-13033;BB 0240698;FT-0635277;1-isocyanatotricyclo[3.3.1.1~3,7~]decane;EN300-16716;T70925;A826490;W-200374;F2158-1541

Chemical Property of 1-Adamantyl isocyanate

Chemical Property:

• Appearance/Colour: White Powder, Crystals and/or Chunks
• Vapor Pressure: 0.0262mmHg at 25°C
• Melting Point: 144-146 °C(lit.)
• Refractive Index: 1.686
• Boiling Point: 247.1 °C at 760 mmHg
• Flash Point: 88.5 °C
• PSA: 29.43000
• Density: 1.34 g/cm³
• LogP: 2.29100
• Solubility.: soluble in Acetone
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 237

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Adamantyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-27-36/37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)N=C=O
• Uses: 1-Adamantyl isocyanate may be used in the preparation of:adamantyl-functionalized nanoparticles, via thiol-isocyanate reaction of thiol-modified nanoparticles1 4-[3-(aryl or -cycloalkyl)ureido]butyryl compound4-(3-adamantan-1-yl-ureido)butyric acid, via reaction with 4-aminobutanoic acid in DMF 4-(3-adamantan-1-yl-ureido)butyryloxy compound12-(3-adamantan-1-yl-ureido) dodecanoic acid (AUDA) adamantyl-phenylsulfonamide ureas 1-adamantan-1-yl-3-(hydroxyalkyl)ureas, via reaction with with hydroxyalkylamines

Technology Process of 1-Adamantyl isocyanate

There total 8 articles about 1-Adamantyl isocyanate 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:

1-adamantylisothiocyanate (4411-26-1) → 1-adamantyl isocyanate (4411-25-0) + N-(1-adamantyl)acetamide (880-52-4)

Guidance literature:

With lithium perchlorate; In acetonitrile; Yield given. Yields of byproduct given; electrolysis;

DOI:10.1021/jo00389a026

Reference yield:

1-adamantylisothiocyanate (4411-26-1) + acetonitrile (75-05-8,26809-02-9) → 1-adamantyl isocyanate (4411-25-0) + N-(1-adamantyl)acetamide (880-52-4)

Guidance literature:

With lithium perchlorate; Yield given. Yields of byproduct given; electrolysis;

DOI:10.1021/jo00389a026

Reference yield:

N,N-Dichloro-1-adamantanecarboxamide (78624-42-7) → 1-chloroadamantane (935-56-8) + 1-adamantyl isocyanate (4411-25-0)

Guidance literature:

In dichloromethane; at 325 ℃; Product distribution; Mechanism; other temperatures, other concentrations;

DOI:10.1021/jo00333a010

upstream raw materials:

1-adamantylisothiocyanate

N,N-Dichloro-1-adamantanecarboxamide

1-Adamantan-1-yl-3-methyl-4-phenyl-1H-azet-2-one

1-adamantyl-4-methyl-5-phenyl-2,3-dihydropyrrole-2,3-dione

Downstream raw materials:

2-1-adamantyl)imino>-5-phenyl-2,3-dihydro-3-furanone

2-1-adamantyl)imino>-5-p-chloro-phenyl-2,3-dihydro-3-furanone

2-1-adamantyl)imino>-5-p-bromo-phenyl-2,3-dihydro-3-furanone

3-adamantyl-5,5-diphenyl-2,4-imidazolidinedione

Refernces

• 1、 Geer, Ana M.,Tejel, Cristina,Lopez, Jose A.,Ciriano, Miguel A.. "Terminal imido rhodium complexes". supporting information. p. 5614 - 5618. Retrieved 2014/06/10.
• 2、 Kappe, C. Oliver,Kollenz, Gert,Netsch, Klaus-Peter,Leung-Toung, Regis,Wentrup, Curt. "Imidoylketene-Azetin-2-one-Oxoketenimine Rearrangement". . p. 488 - 490. Retrieved 2007/10/02.