1-Adamantyl isothiocyanate

Base Information

• Chemical Name: 1-Adamantyl isothiocyanate
• CAS No.: 4411-26-1
• Molecular Formula: C11H15NS
• Molecular Weight: 193.313
• Hs Code.: 2930909090
• European Community (EC) Number: 224-564-4
• NSC Number: 529585
• UNII: V33B5GRD78
• DSSTox Substance ID: DTXSID70196040
• Nikkaji Number: J80.823G
• ChEMBL ID: CHEMBL5078334
• Mol file: 4411-26-1.mol

Synonyms:adamantyl isothiocyanate

Chemical Property of 1-Adamantyl isothiocyanate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.00237mmHg at 25°C
• Melting Point: 166-168 °C(lit.)
• Refractive Index: 1.721
• Boiling Point: 297.6 °C at 760 mmHg
• Flash Point: 138 °C
• PSA: 44.45000
• Density: 1.354 g/cm³
• LogP: 3.05800
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 193.09252066
• Heavy Atom Count: 13
• Complexity: 237

Purity/Quality:

97% ^*data from raw suppliers

1-Adamantyl isothiocyanate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)N=C=S
• Uses: 1-Adamantyl isothiocyanate was used in the synthesis of:tris(2-mercapto-1-adamantylimidazolyl)hydroborato ligand1-adamantyl-3-(2-(7-methoxy-1,2,3,4-tetrahydroacridin-9-ylamino)alkane)thiourea 2,3-dihydroxysuccinates

Technology Process of 1-Adamantyl isothiocyanate

There total 31 articles about 1-Adamantyl isothiocyanate 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: 100.0%

carbon disulfide (75-15-0,12122-00-8) + 1-Adamantanamine (768-94-5) → 1-adamantylisothiocyanate (4411-26-1)

Guidance literature:

With dmap; di-tert-butyl dicarbonate; triethylamine;

DOI:10.3390/molecules18022397

Reference yield: 97.0%

1-Adamantanamine (768-94-5) + silver(I) trifluoromethanethiolate (811-68-7) → 1-adamantylisothiocyanate (4411-26-1)

Guidance literature:

With potassium bromide; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/acs.orglett.9b00383

Reference yield: 96.0%

1-Adamantanamine (768-94-5) + tetramethylammonium trifluoromethanethiolate → 1-adamantylisothiocyanate (4411-26-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1021/acs.orglett.7b00689

upstream raw materials:

C₁₂H₁₅NO₂S

carbon disulfide

1-Adamantanamine

trimethylsilyl isothiocyanate

Downstream raw materials:

C₁₉H₂₆N₆S₂

1-chloroadamantane

1,3-dichloroadamantane

1-Chloro-2-isothiocyanato-2-methyl-propane