1-Adamantyl isocyanide

Base Information

• Chemical Name: 1-Adamantyl isocyanide
• CAS No.: 22110-53-8
• Molecular Formula: C11H15 N
• Molecular Weight: 161.247
• Hs Code.: 2926909090
• European Community (EC) Number: 803-081-8
• DSSTox Substance ID: DTXSID20176630
• Nikkaji Number: J558.594E
• Wikidata: Q72436666
• ChEMBL ID: CHEMBL75611
• Mol file: 22110-53-8.mol

Synonyms:1-Adamantyl isocyanide;1-isocyanoadamantane;22110-53-8;1-Adamantaneisocyanide;1-Adamantylisocyanide;1-Isocyano-adamantane;CHEMBL75611;SCHEMBL179739;1-Adamantyl isocyanide, 95%;DTXSID20176630;MFCD02258889;AKOS004120310;AKOS006280972;AKOS037644183;GS-0299;AS-48173;I0824;F19618;EN300-6512545

Chemical Property of 1-Adamantyl isocyanide

Chemical Property:

• Melting Point: 175oC
• PSA: 0.00000
• LogP: 2.10520
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 161.120449483
• Heavy Atom Count: 12
• Complexity: 216

Purity/Quality:

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

1-Isocyanoadamantane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C12CC3CC(C1)CC(C3)C2

Technology Process of 1-Adamantyl isocyanide

There total 4 articles about 1-Adamantyl isocyanide 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: 50.0%

C21H24N2O2 → 2-cyano-benzoic acid ethyl ester (6525-45-7) + 1-adamantyl isocyanide (22110-53-8)

Guidance literature:

With tris(pentafluorophenyl)borate; In tetrahydrofuran; at 70 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol5026519

Reference yield:

3-(1-Adamantyl)-3,5-dihydro-5,5-dimethyl-4H-1,2,3-triazol-4-on (85433-68-7) → 1-adamantanecarbonitrile (23074-42-2) + 1-adamantyl isocyanide (22110-53-8) + (1-Adamantyl)-3,3-dimethyl-2-aziridinon (85433-69-8) + acetone (67-64-1)

Guidance literature:

In benzene; at 15 ℃; for 4.5h; Yield given. Yields of byproduct given; Irradiation;

DOI:10.1016/S0040-4039(00)85686-5

Reference yield:

3-(1-Adamantyl)-3,5-dihydro-5,5-dimethyl-4H-1,2,3-triazol-4-on (85433-68-7) → 1-adamantyl isocyanide (22110-53-8) + C15H21(2)H4NO2 + acetone (67-64-1)

Guidance literature:

In d⁽⁴⁾-methanol; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Irradiation;

DOI:10.1016/S0040-4039(00)85686-5

upstream raw materials:

3-(1-Adamantyl)-3,5-dihydro-5,5-dimethyl-4H-1,2,3-triazol-4-on

1-(1-adamantyl)-3-triphenylmethylaziridin-2-one

Downstream raw materials:

3-Butenyl radical

1-adamantylisothiocyanate

(B(N(C₂H₅)2)2)(C₆H₅(CH₃)2Si)CN(BH₃)(C₁₀H₁₅)

Refernces

• 1、 Lengyel, Istvan,Cesare, Victor,Adam, Ian,Taldone, Tony. "About four new trityl-substituted α-lactams". . p. 73 - 95. Retrieved 2007/10/03.