Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

196126

Sigma-Aldrich

Ethoxycarbonyl isothiocyanate

98%

Synonym(s):

Ethyl isothiocyanatoformate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
SCNCOOCH2CH3
CAS Number:
16182-04-0
Molecular Weight:
131.15
Beilstein:
606091
EC Number:
240-318-9
MDL number:
MFCD00004814
UNSPSC Code:
12352100
PubChem Substance ID:
24851737
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.500 (lit.)

bp

56 °C/18 mmHg (lit.)

density

1.112 g/mL at 25 °C (lit.)

functional group

amine
isothiocyanate

storage temp.

2-8°C

SMILES string

CCOC(=O)N=C=S

InChI

1S/C4H5NO2S/c1-2-7-4(6)5-3-8/h2H2,1H3

InChI key

BDTDECDAHYOJRO-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Ethoxycarbonyl isothiocyanate reacts with 2-amino-tetrahydrobenzo[b]thiophene derivatives to yield tetrahydrobenzo[b]thiophen-2-thiourea derivatives.

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

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

122.0 °F - closed cup

Flash Point(C)

50 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

196126-5G:
196126-1G:
196126-VAR:
196126-BULK:
196126-25G:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCQ8370
MKCP2852
MKCF7561
MKBS5133V
MKBP7063V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The Reaction of 2-Aminocyclohexeno [b] thiophene Derivatives with Ethoxycarbonyl isothiocyanate: Synthesis of Fused Thiophene Derivatives with Antibacterial and Antifungal Activities.
Wardakhan WW, et al.
Acta Chimica Slovenica, 54(2), 229-241 (2007)
Tetrahedron, 50, 3273-3273 (1994)
A new synthesis of 4-thiouracils.
Lamon RW.
Journal of Heterocyclic Chemistry, 5, 837-844 (1968)
Zhe Nie et al.
Bioorganic & medicinal chemistry letters, 17(15), 4191-4195 (2007-06-02)
The structure-based design, synthesis, and anticancer activity of novel inhibitors of protein kinase CK2 are described. Using pyrazolo[1,5-a][1,3,5]triazine as the core scaffold, a structure-guided series of modifications provided pM inhibitors with microM-level cytotoxic activity in cell-based assays with prostate and
Heterocycles, 36, 2465-2465 (1993)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service