Ethoxycarbonyl isothiocyanate - ≥95% , CAS No.16182-04-0

CAS: 16182-04-0 Cat. No.: E638552 Molecular Weight: 131.15 Beilstein Registry Number: 606091 EC Number: 240-318-9

GRADE & PURITY ≥95%

Synonyms

Ethoxycarbonyl isothiocyanate|16182-04-0|Ethyl isothiocyanatoformate|Ethoxycarbonylisothiocyanate|Carbethoxy isothiocyanate|O-ethyl carbonisothiocyanatidate|ethyl N-(sulfanylidenemethylidene)carbamate|Carbon(isothiocyanatidic) acid, ethyl ester|MFCD000048

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Ethoxycarbonyl isothiocyanate reacts with 2-amino-tetrahydrobenzo[b]thiophene derivatives to yield tetrahydrobenzo[b]thiophen-2-thiourea derivatives.
Versatile reagent used to synthesize thiocarbamides from stannylarenes, 1,3,5-triazin-2-one-4-thiones from 2-amino-2-oxazolines,and N-acylthioureas fromaminodeoxy sugars.

application：

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.

Ethoxycarbonyl isothiocyanate, is used as a building block in the synthesis of various heterocycles. It is also used for the synthesis of 1,2,4-oxadiazolidine-3,5-dione. It is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Specifications

Synonyms

Ethoxycarbonyl isothiocyanate | 16182-04-0 | Ethyl isothiocyanatoformate | Ethoxycarbonylisothiocyanate | Carbethoxy isothiocyanate | O-ethyl carbonisothiocyanatidate | ethyl N-(sulfanylidenemethylidene)carbamate | Carbon(isothiocyanatidic) acid, ethyl ester | MFCD000048

Specifications & Purity

≥95%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CCOC(=O)N=C=S
• IUPAC Name: ethyl N-(sulfanylidenemethylidene)carbamate
• InChIKey: BDTDECDAHYOJRO-UHFFFAOYSA-N
• INCHI: 1S/C4H5NO2S/c1-2-7-4(6)5-3-8/h2H2,1H3
• Isomeric SMILES: CCOC(=O)N=C=S
• WGK Germany: 3
• Molecular Weight: 131.15
• Beilstein: 606091
• Reaxy-Rn: 606091
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=606091&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organosulfur compounds
    • Class Isothiocyanates
      • Subclass Isothiocyanate acids

• Kingdom: Organic compounds
• Superclass: Organosulfur compounds
• Class: Isothiocyanates
• Subclass: Isothiocyanate acids
• Intermediate Tree Nodes: Not available
• Direct Parent: Isothiocyanate acids
• Alternative Parents: Organic carbonic acids and derivatives Propargyl-type 1,3-dipolar organic compounds Organopnictogen compounds Organic oxides Imines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Isothiocyanate acid - Carbonic acid derivative - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Imine - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as isothiocyanate acids. These are acidic derivatives of isothiocyanates with the general formula RC(=O)N=C=S.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in chloroform and ether.
• Sensitivity: Hygroscopic;Heat sensitive
• Refractive Index: 1.503
• Flash Point(°F): 122℉
• Flash Point(°C): 50°C(Lit.)
• Boil Point(°C): 61°C/6mmHg
• Molecular Weight: 131.160 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 131.004 Da
• Monoisotopic Mass: 131.004 Da
• Topological Polar Surface Area: 70.800 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 128.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1