| Identification | More | [Name]
Octadecyl isothiocyanate | [CAS]
2877-26-1 | [Synonyms]
N-OCTADECYL ISOTHIOCYANATE
OCTADECYL ISOTHIOCYANATE
1-isothiocyanato-octadecan
OCTADECYL ISOTHIOCYANATE 97%
Octadecane, 1-isothiocyanato- | [EINECS(EC#)]
220-722-1 | [Molecular Formula]
C19H37NS | [MDL Number]
MFCD00041124 | [Molecular Weight]
311.57 | [MOL File]
2877-26-1.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE TO BEIGE CRYSTALLINE LOW MELTING SOLID | [Melting point ]
29-33 °C | [Boiling point ]
140-142 °C(Press: 0.003 Torr) | [density ]
0.9772 (rough estimate) | [refractive index ]
1.5300 (estimate) | [InChI]
InChI=1S/C19H37NS/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-19-21/h2-18H2,1H3 | [InChIKey]
VJIRSSFEIRFISD-UHFFFAOYSA-N | [SMILES]
C(N=C=S)CCCCCCCCCCCCCCCCC | [CAS DataBase Reference]
2877-26-1(CAS DataBase Reference) | [EPA Substance Registry System]
2877-26-1(EPA Substance) |
| Questions And Answer | Back Directory | [Preparation]
chemical synthesis method for Octadecyl isothiocyanate, using octadecylamine and bis(trichloromethyl) carbonate as raw materials, involves slowly adding a solution of octadecylamine dissolved in an organic solvent to a solution of bis(trichloromethyl) carbonate dissolved in the same organic solvent, while maintaining the reaction system temperature at 0–5°C. After the addition is complete, the mixture is stirred at room temperature for 0.5–5 hours, then heated to 35–150°C and reacted at this temperature for 0.5–10 hours. After the reaction is complete, the reaction solution is post-treated to obtain the Octadecyl isothiocyanate. The reaction equation is as follows: The molar ratio of octadecylamine to bis(trichloromethyl) carbonate is 1:1/3, the solvent is n-hexane, and the amount used is 2 mL/g based on the mass of octadecylamine. The specific steps are as follows: 29.7 g (0.1 mol) of bis(trichloromethyl) carbonate and 70 mL of n-hexane were added to a four-necked flask equipped with a mechanical stirrer, thermometer, constant-pressure dropping funnel, and reflux condenser. Stirring was started, and the mixture was cooled to 0–5 °C. A solution of 80.7 g (0.3 mol) of octadecylamine in 90 mL of n-hexane was added dropwise to the reaction system through the constant-pressure dropping funnel at a rate of approximately 1.5 mL/min. After the addition was complete, the mixture was stirred at room temperature for 0.5 h, then heated to 70 °C and reacted at 70–80 °C for approximately 2.5 h. After the reaction was complete, nitrogen gas was purged to purge hydrogen chloride gas. After recovering the n-hexane by vacuum distillation, 69.4 g of Octadecyl isothiocyanate was distilled off, yielding 78.2%. Gas chromatography determined the product purity to be 98.0%. Nuclear magnetic resonance (Bruke): ¹H NMR (300 MHz, CDCl₃): Δ (ppm) 3.28 (t, J = 6.68 Hz, 2H), 1.58–1.63 (m, 2H), 1.26–1.39 (m, 30H), 0.89 (t, J = 6.32 Hz, 3H); Infrared (AVATAR-370): IRvmax (KBr): 2925, 2854, 2270, 1462, 1356, 721 cm⁻¹. | [Uses]
Octadecyl isothiocyanate is mainly used as a synthetic raw material for dyeing and printing auxiliaries and wool textile softener VS, and can also be used for surface treatment of waterproof fabrics. |
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| Company Name: |
China Langchem Inc.
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| Telephone: |
0086-21-58956006 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList19141/0_EN.htm |
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