| Identification | More | [Name]
ETHOXYCARBONYL ISOTHIOCYANATE | [CAS]
16182-04-0 | [Synonyms]
CARBETHOXYISOTHIOCYANATE
CARBON(ISOTHIOCYANATIDIC)ACID, ETHYL ESTER
ETHOXYCARBONYL ISOTHIOCYANATE
ETHYL ISOTHIOCYANATOFORMATE
ISOTHIOCYANATOFORMIC ACID ETHYL ESTER
Ethyl isothiocyanatidocarbonate
ETHYL ISOTHIOCYANATOFORMATE,98%
(Ethoxyoxomethyl) isothiocyanate
Ethoxy(oxo)methyl isothiocyanate
Isothiocyanatoformic acid ethyl
Isothiocyanoformic acid ethyl ester | [EINECS(EC#)]
240-318-9 | [Molecular Formula]
C4H5NO2S | [MDL Number]
MFCD00004814 | [Molecular Weight]
131.15 | [MOL File]
16182-04-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Light Yellow Oil | [Boiling point ]
56 °C18 mm Hg(lit.) | [density ]
1.112 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.500(lit.)
| [Fp ]
123 °F
| [storage temp. ]
2-8°C
| [solubility ]
Soluble in chloroform and ether. | [form ]
Oil | [color ]
Light Yellow | [Specific Gravity]
1.112 | [Sensitive ]
Moisture Sensitive/Lachrymatory | [BRN ]
606091 | [InChI]
InChI=1S/C4H5NO2S/c1-2-7-4(6)5-3-8/h2H2,1H3 | [InChIKey]
BDTDECDAHYOJRO-UHFFFAOYSA-N | [SMILES]
C(N=C=S)(=O)OCC | [Uses]
Versatile reagent for organic synthesis. | [CAS DataBase Reference]
16182-04-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
  
GHS02,GHS06,GHS08 | [Signal word ]
Danger | [Hazard statements ]
H226-H315-H317-H319-H331-H334-H335 | [Precautionary statements ]
P210-P280-P302+P352-P304+P340+P311-P305+P351+P338 | [Hazard Codes ]
T,Xi | [Risk Statements ]
R23:Toxic by inhalation.
R36/37/38:Irritating to eyes, respiratory system and skin .
R42:May cause sensitization by inhalation. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2929 6.1/PG 2
| [WGK Germany ]
3
| [F ]
9-13-19-21 | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29309090 |
| Hazard Information | Back Directory | [Hazard]
Lachrymator. | [Chemical Properties]
Light Yellow Oil | [Application]
Ethoxycarbonyl isothiocyanate reacts with 2-amino-tetrahydrobenzo[b]thiophene derivatives to yield tetrahydrobenzo[b]thiophen-2-thiourea derivatives.
Ethoxycarbonyl isothiocyanate has been used in the synthesis of:
pyrazolo[1,5-a][1,3,5]triazine derivatives, potential inhibitors of protein kinase CK2
fused thiophene derivatives, having antibacterial and antifungal activities
4-thiouracil derivatives
thiocarbamides from stannylarenes
1,3,5-triazin-2-one-4-thiones from 2-amino-2-oxazolines
N-acylthioureas from aminodeoxy sugars | [Synthesis Reference(s)]
Using Schiff base as a phase transfer catalyst, ethoxycarbonyl isothiocyanate was synthesized by reacting ethyl chloroformate with sodium thiocyanate. www.semanticscholar.org | [General Description]
Ethoxycarbonyl isothiocyanate reacts with 2-amino-tetrahydrobenzo[b]thiophene derivatives to yield tetrahydrobenzo[b]thiophen-2-thiourea derivatives. | [Synthesis]
Example 1: Preparation of ethoxycarbonyl isothiocyanate
To a 1 liter jacketed reactor was added sodium thiocyanate (39.1 g, 0.48 mol) and 310 g of toluene. After heating the mixture to 30°C, pyridine (0.4 g, 0.005 mol) and water (0.9 g, 0.05 mol) were added sequentially. Subsequently, ethyl chloroformate (52.9 g, 0.49 mol) was added slowly and dropwise to the reaction system over 40 minutes. The reaction solution was maintained under stirring for 3 hours, during which time the progress of the reaction was monitored by gas chromatography (GC) to confirm that the ethyl chloroformate was almost completely consumed. Upon completion of the reaction, the reaction solution was filtered and analyzed by gas chromatography combined with quantitative internal standard method and the yield of ethoxycarbonyl isothiocyanate was measured to be 99%. | [References]
[1] Patent: US2014/100381, 2014, A1. Location in patent: Page/Page column
[2] Journal of Organic Chemistry, 1990, vol. 55, # 18, p. 5230 - 5231
[3] Research on Chemical Intermediates, 2012, vol. 38, # 3-5, p. 903 - 909
[4] Patent: US2014/100381, 2014, A1. Location in patent: Page/Page column
[5] Journal of Organic Chemistry, 1990, vol. 55, # 18, p. 5230 - 5231 |
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J & K SCIENTIFIC LTD.
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Alfa Aesar
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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Jia Xing Isenchem Co.,Ltd
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0573-85285100 18627885956 |
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