Octadecyl isothiocyanate

Base Information

• Chemical Name: Octadecyl isothiocyanate
• CAS No.: 2877-26-1
• Molecular Formula: C19H37NS
• Molecular Weight: 311.575
• Hs Code.: 2930909090
• European Community (EC) Number: 220-722-1
• DSSTox Substance ID: DTXSID0062680
• Nikkaji Number: J306.797A
• Mol file: 2877-26-1.mol

Synonyms:Octadecyl isothiocyanate;2877-26-1;1-isothiocyanatooctadecane;Octadecane, 1-isothiocyanato-;EINECS 220-722-1;Octadecylisothiocyanate;SCHEMBL331790;C19H37NS;DTXSID0062680;C19-H37-N-S;MFCD00041124;AKOS015839792;FT-0607994;A819586;J-017255;4-Imidazolidinone, 5-(1H-indol-3-ylmethyl)-3-phenyl-2-thioxo-, (S)-

Chemical Property of Octadecyl isothiocyanate

Chemical Property:

• Appearance/Colour: White to off-white liquid above room te.
• Vapor Pressure: 2.38E-05mmHg at 25°C
• Melting Point: 29-33 °C
• Refractive Index: 1.483
• Boiling Point: 370.3 °C at 760mmHg
• Flash Point: 188.8°C
• PSA: 44.45000
• Density: 0.88 g/cm³
• LogP: 7.35070
• XLogP3: 10.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 311.26467136
• Heavy Atom Count: 21
• Complexity: 234

Purity/Quality:

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

Octadecylisothiocyanate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCN=C=S

Technology Process of Octadecyl isothiocyanate

There total 5 articles about Octadecyl 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: 88.0%

C6H15N*C19H39NS2 (1226922-35-5) → 1-isothiocyanatooctadecane (2877-26-1)

Guidance literature:

With sodium hydrogencarbonate; tetrapropylammonium tribromide; In water; ethyl acetate; Cooling; Green chemistry;

DOI:10.17344/acsi.2017.3342

Reference yield: 73.0%

C23H45NO2S2 → 1-isothiocyanatooctadecane (2877-26-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 3h;

DOI:10.1039/b923336a

Reference yield: 61.0%

carbon disulfide (75-15-0,12122-00-8) + 1-aminooctadecane (124-30-1) → 1-isothiocyanatooctadecane (2877-26-1)

Guidance literature:

With dicyclohexyl-carbodiimide; In diethyl ether; for 5h; Ambient temperature;

DOI:10.1039/P19800002657

upstream raw materials:

1-aminooctadecane

carbon disulfide

C₆H₁₅N*C₁₉H₃₉NS₂

Downstream raw materials:

N,N'-di-n-octadecylthiourea

C₃₇H₅₉N₂PS

octadecane

Refernces

• 1、 Jamir, Latonglila,Ali, Abdur Rezzak,Ghosh, Harisadhan,Chipem, Francis A. S.,Patel, Bhisma K.. "The thiocarbonyl 'S' is softer than thiolate 'S': A catalyst-free one-pot synthesis of isothiocyanates in water". supporting information; experimental part. p. 1674 - 1678. Retrieved 2010/07/04.