ChemicalBook > CAS DataBase List > Ethoxycarbonyl Isothiocyanate

Ethoxycarbonyl Isothiocyanate

Product Name: Ethoxycarbonyl Isothiocyanate
CAS No.: 16182-04-0
Chemical Name: Ethoxycarbonyl Isothiocyanate
Synonyms: O-ethyl carbonisothiocyanatidate;ethyl N-carbothioylcarbamate;ETHYL ISOTHIOCYANATOFORMATE;Ethyl carbonisothiocyanatidate;NSC 158480;CARBETHOXYISOTHIOCYANATE;Ethoxycarbonyl Mustard Oil;ETHOXYCARBONYL ISOTHIOCYANATE;ETHYL ISOTHIOCYANATOFORMATE,98%;Ethyl isothiocyanatidocarbonate
CBNumber: CB1265381
Molecular Formula: C4H5NO2S
Formula Weight: 131.15
MOL File: 16182-04-0.mol

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Ethoxycarbonyl Isothiocyanate Property

Boiling point:: 56 °C18 mm Hg(lit.)
Density: 1.112 g/mL at 25 °C(lit.)
refractive index: n20/D 1.500(lit.)
Flash point:: 123 °F
storage temp.: 2-8°C
solubility: Soluble in chloroform and ether.
form: Oil
Specific Gravity: 1.112
color: Light Yellow
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
CAS DataBase Reference: 16182-04-0(CAS DataBase Reference)

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Safety

Hazard Codes: T,Xi
Risk Statements: 23-36/37/38-42
Safety Statements: 23-26-36/37/39-45
RIDADR: UN 2929 6.1/PG 2
WGK Germany: 3
F: 9-13-19-21
HazardClass: 3
PackingGroup: III
HS Code: 29309090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H331Toxic if inhaled

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 196126
Product name: Ethoxycarbonyl isothiocyanate
Purity: 98%
Packaging: 5g
Price: $87.78
Updated: 2025/07/31

Sigma-Aldrich

Product number: 196126
Product name: Ethoxycarbonyl isothiocyanate
Purity: 98%
Packaging: 25g
Price: $187.6
Updated: 2025/07/31

TCI Chemical

Product number: E0440
Product name: Ethoxycarbonyl Isothiocyanate
Purity: >95.0%(GC)
Packaging: 5g
Price: $26
Updated: 2025/07/31

TCI Chemical

Product number: E0440
Product name: Ethoxycarbonyl Isothiocyanate
Purity: >95.0%(GC)
Packaging: 25g
Price: $88
Updated: 2025/07/31

Usbiological

Product number: 274739
Product name: Ethoxycarbonyl isothiocyanate
Packaging: 25g
Price: $1027
Updated: 2021/12/16

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Ethoxycarbonyl Isothiocyanate Chemical Properties,Usage,Production

Chemical Properties

Light Yellow Oil

Uses

Versatile reagent for organic synthesis.
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.

Uses

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

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.

Hazard

Lachrymator.

Synthesis

540-72-7

541-41-3

16182-04-0

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

Ethoxycarbonyl Isothiocyanate Preparation Products And Raw materials

Raw materials

Preparation Products

4-CHLORO-2-METHYLTHIOPYRAZOLO[1,5-A]1,3,5-TRIAZINE

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View Lastest Price from Ethoxycarbonyl Isothiocyanate manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: Ethoxycarbonyl Isothiocyanate 16182-04-0
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5tons
Release date: 2024-12-03

Zhuozhou Wenxi import and Export Co., Ltd

Product: ETHOXYCARBONYL ISOTHIOCYANATE 16182-04-0
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

Zhuozhou Wenxi import and Export Co., Ltd

Product: Ethoxycarbonyl Isothiocyanate 16182-04-0
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

16182-04-0, Ethoxycarbonyl IsothiocyanateRelated Search:

Methyl isothiocyanate 2-CHLORO-6-METHYLPHENYL ISOCYANATE 4-Methoxybenzoic acid 1,3,5-Triazine Phthalic anhydride Benzoyl chloride Aniline Piperazine Dimethyl fumarate Triphenylphosphine Potassium cyanate Adapalene TRANS-2-PHENYLCYCLOPROPYL ISOCYANATE Ethyl isocyanoacetate 3-FLUOROPHENYL ISOCYANATE Fluorescein isothiocyanate isomer I 2-CHLOROETHYL ISOTHIOCYANATE Fluorescein isothiocyanate

Ethyl isothiocyanatidocarbonate

ETHYL ISOTHIOCYANATOFORMATE,98%

(Ethoxyoxomethyl) isothiocyanate

Ethoxy(oxo)methyl isothiocyanate

Isothiocyanatoformic acid ethyl

CARBETHOXYISOTHIOCYANATE

CARBON(ISOTHIOCYANATIDIC)ACID, ETHYL ESTER

ISOTHIOCYANATOFORMIC ACID ETHYL ESTER

ETHOXYCARBONYL ISOTHIOCYANATE

ETHYL ISOTHIOCYANATOFORMATE

Isothiocyanoformic acid ethyl ester

Ethoxycarbonyl isothiocyanate,95%

Ethoxycarbonyl isothiocyanate,Ethyl isothiocyanatoformate

Carbonic Acid Ethyl Ester Isothiocyanate

Ethoxycarbonyl Mustard Oil

NSC 158480

Ethyl Isothiocyanatoformate Isothiocyanatoformic Acid Ethyl Ester

Ethyl carbonisothiocyanatidate

Ethyl isothiocyanatoformate, Ethoxycarbonyl isothiocyanate

O-ethyl carbonisothiocyanatidate

Ethoxycarbonyl isothiocyanate 98%

ethyl N-(sulfanylidenemethylidene)carbamate

Ethoxycarbonylisothiocyanate,97%

Ethyl carbonisothiocyanatidate 98%

ethyl N-carbothioylcarbamate

EthoxycarbonylIsothiocyanate&gt

16182-04-0

C4H5N02S

C4H5NO2S

SCNCOOCH2CH3

ISOTHIOCYANATE

Building Blocks

Organic Building Blocks

Sulfur Compounds

Thiocyanates/Isothiocyanates

Miscellaneous Reagents