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Merck
CN

243272

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854606
MDL number:
MFCD00002044
Beilstein/REAXYS Number:
506106
Assay:
98%
Form:
liquid

Key Documents

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InChI

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

SMILES string

C=CCN=C=O

InChI key

HXBPYFMVGFDZFT-UHFFFAOYSA-N

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.)

functional group

amine, isocyanate

storage temp.

2-8°C

Quality Level

100

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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).

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.

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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

3 - Flammable liquids

wgk

WGK 3

flash_point_f

109.4 °F - closed cup

flash_point_c

43 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCX7378
MKCX3255
MKCT6908
MKCV3991
MKCQ9469

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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)
European Journal of Organic Chemistry, 2649-2649 (2006)
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
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)
Multifunctional poly [N-(2-hydroxypropyl) methacrylamide] copolymers via postpolymerization modification and sequential thiol--ene chemistry
Francini N, et al.
Macromolecules, 48(9), 2857-2863 (2015)
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