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243272

Sigma-Aldrich

Allyl isocyanate

98%

Synonym(s):

3-Isocyanatoprop-1-ene

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About This Item

Linear Formula:
CH2=CHCH2NCO
CAS Number:
1476-23-9
Molecular Weight:
83.09
Beilstein:
506106
MDL number:
MFCD00002044
UNSPSC Code:
12352100
PubChem Substance ID:
24854606
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.417 (lit.)

bp

87-89 °C (lit.)

density

0.94 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C=CCN=C=O

InChI

1S/C4H5NO/c1-2-3-5-4-6/h2H,1,3H2

InChI key

HXBPYFMVGFDZFT-UHFFFAOYSA-N

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General description

The rate constants for the gas phase reactions of ozone, OH radical and NO(3) radical with allyl isocyanate (AIC) were studied.

Allyl isocyanate is an organosulfur compound that finds its application in the synthesis, and characterization of biodegradable dextran-allyl isocyanate-ethylamine/polyethylene glycol-diacrylate hydrogels.

Application

Allyl isocyanate is used to prepare:
  • Allyl-pHPMA (allyl-Poly[N-(2-hydroxypropyl) methacrylamide) by reacting with 2° hydroxyl group of pHPMA.
  • Allyl-containing triBCP precursor via bidirectional anionic polymerization of styrene. The precursor used in the synthesis of poly(allyl isocyanate)-block-polystyrene-block-poly(allylisocyanate) (PAIC-b-PSt-b-PAIC).

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

109.4 °F - closed cup

Flash Point(C)

43 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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2-Bromoethyl isocyanate ≥90%

Sigma-Aldrich

483397

2-Bromoethyl isocyanate

Synthesis of Amphiphilic Helix--Coil--Helix Poly (3-(glycerylthio) propyl isocyanate)-block-polystyrene-block-poly (3-(glycerylthio) propyl isocyanate
Chae CG, et al.
Macromolecules, 51(3), 697-704 (2018)
James K Parker et al.
The journal of physical chemistry. A, 113(36), 9814-9824 (2009-09-04)
Rate constants for the gas-phase reactions of OH radical, NO(3) radical, and ozone with allyl alcohol (AAL) and allyl isocyanate (AIC) have been measured using relative rate methods at atmospheric pressure in purified air. The experimental Arrhenius expression obtained for
Rui Guo et al.
Journal of applied biomaterials & functional materials, 13(3), e228-e233 (2015-09-10)
This study reports on the synthesis and characterization of biodegradable dextran-allyl isocyanate-ethylamine (Dex-AE)/polyethylene glycol-diacrylate (PEGDA) hydrogels for the controlled release of gentamycin sulphate (GS) and in vitro inhibition of organisms. The Dex-AE precursor was prepared through a 2-step chemical modification
European Journal of Organic Chemistry, 2649-2649 (2006)
Synthesis, characterization of biodegradable dextran--allyl isocyanate--ethylamine/polyethylene glycol--diacrylate hydrogels and their in vitro release of albumin
Sun G and Chu CC
Carbohydrate Polymers, 65(3), 273-287 (2006)
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