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Merck
CN

E33300

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24894506
EC Number:
203-717-9
Beilstein/REAXYS Number:
773743
MDL number:
MFCD00002042
Assay:
98%

Key Documents

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InChI key

WUDNUHPRLBTKOJ-UHFFFAOYSA-N

InChI

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

SMILES string

CCN=C=O

vapor pressure

4.34 psi ( 20 °C)

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

Quality Level

200

Related Categories

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.

signalword

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

3 - Flammable liquids

wgk

WGK 3

flash_point_f

14.0 °F - closed cup

flash_point_c

-10 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS1432
SHBQ7755
SHBQ3988
SHBQ6055
SHBQ0067

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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)
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
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)
Photocrosslinking Of Polyglycidol And Its Derivative?Route To Thermoresponsive Hydrogels.
Utrata?Wesolek A
Photochemistry and Photobiology, 94(1), 52?60-52?60 (2017)
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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