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556270

Sigma-Aldrich

Decyl isocyanate

98%

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About This Item

Linear Formula:
CH3(CH2)9NCO
CAS Number:
1191-69-1
Molecular Weight:
183.29
MDL number:
MFCD03427173
UNSPSC Code:
12352100
PubChem Substance ID:
24879538
NACRES:
NA.22

assay

98%

refractive index

n20/D 1.4360 (lit.)

bp

85-89 °C (lit.)

density

0.880 g/mL at 25 °C (lit.)

functional group

amine
isocyanate

SMILES string

CCCCCCCCCCN=C=O

InChI

1S/C11H21NO/c1-2-3-4-5-6-7-8-9-10-12-11-13/h2-10H2,1H3

InChI key

XFEWMFDVBLLXFE-UHFFFAOYSA-N

General description

Decyl isocyanate is a linear alkyl isocyanate. It can be synthesized from decylamine.

Application

Decyl isocyanate may be used to synthesize the following potential proteasome inhibitors:
  • decyl-urea-Val-NHNHBoc
  • decyl-urea-Val-Leu2-VS
  • decyl-urea-Val-Leu2-EK
(EK = epoxyketone, Val = valine, Boc = tert-butyloxycarbonyl protecting group, Leu = leucine, VS = vinyl sulfones)

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

195.1 °F - closed cup

flash_point_c

90.6 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCC6121
05715DJ
03607HO

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Wouter A van der Linden et al.
Organic & biomolecular chemistry, 10(1), 181-194 (2011-11-23)
Syringolins, a class of natural products, potently and selectively inhibit the proteasome and show promising antitumour activity. To gain insight in the mode of action of syringolins, the ureido structural element present in syringolins is incorporated in oligopeptide vinyl sulfones

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