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E33300

Sigma-Aldrich

Ethyl isocyanate

98%

Synonym(s):

Isocyanatoethane

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About This Item

Linear Formula:
C2H5NCO
CAS Number:
109-90-0
Molecular Weight:
71.08
Beilstein:
773743
EC Number:
203-717-9
MDL number:
MFCD00002042
UNSPSC Code:
12352100
PubChem Substance ID:
24894506
NACRES:
NA.22

vapor pressure

4.34 psi ( 20 °C)

Quality Level

200

Assay

98%

refractive index

n20/D 1.381 (lit.)

bp

60 °C (lit.)

density

0.898 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCN=C=O

InChI

1S/C3H5NO/c1-2-4-3-5/h2H2,1H3

InChI key

WUDNUHPRLBTKOJ-UHFFFAOYSA-N

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General description

Ethyl isocyanate undergoes trimerization at high temperature for the synthesis of Isocyanurates.

Application

Ethyl isocyanate may be used to generate thermoresponsiveness in polyglycidol via partial hydrophobic modification. The poly(glycidol-co-ethyl glycidyl carbamate) thus formed can undergo photocrosslinking in the presence of a photosensitizer to form thermoresponsive gels. It can also be used in the synthesis of 4,5,6,7-tetrahydrobenzo[1,2-d]thiazole-2,6-diamine derivatives that are potent DNA gyrase inhibitors.

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Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - 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)

14.0 °F - closed cup

Flash Point(C)

-10 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Farid M Sroor et al.
Archiv der Pharmazie, 353(10), e2000069-e2000069 (2020-07-14)
Ethyl 2-acrylamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate as well as its corresponding bis-derivatives, 5-10, with aliphatic linkers were synthesized, fully characterized, and tested as novel anticancer agents. The targeted compounds, 5-10, were obtained by the Knoevenagel condensation reactions of bis-o- or -p-aldehyde with a molar
M Boutin et al.
Journal of occupational and environmental hygiene, 2(9), 456-461 (2005-08-11)
During the thermal degradation of 1,6-hexamethylenediiso- cyanate-based (HDI) car paint, the eight most abundant isocyanates generated are isocyanic acid, methyl isocyanate, ethyl isocyanate, propyl isocyanate, butyl isocyanate, pentyl isocyanate, hexyl isocyanate, and 1,6-hexamethylenediisocyanate. For the first time, a method using
Design, synthesis, and biological evaluation of 1?ethyl?3?(thiazol?2?yl) urea derivatives as Escherichia coli DNA gyrase inhibitors.
Tomasic T
Arch. Pharm. (Weinheim), 351(1) (2018)
The synthesis of isocyanurates on the trimerization of isocyanates under high pressure
Taguchi Y, et al.
Bulletin of the Chemical Society of Japan, 63, 3486-3489 (1990)
G S M Sundaram et al.
The Journal of organic chemistry, 72(13), 5020-5023 (2007-06-02)
An efficient route for regio- and chemoselective synthesis of substituted 3-(carboethoxy)imidazo[1,5-a]quinoxalines and novel diimidazo[1,5-a:5',1'-c]quinoxalines via base-induced cycloaddition of ethyl isocyanoacetate to unsymmetrically substituted 3-chloro-2-(methylthio)/2-(methylsulfonyl)quinoxalines has been reported.
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