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901138

Sigma-Aldrich

14-Azido-3,6,9,12-tetraoxatetradecan-1-amine

Synonym(s):

2-[2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethoxy]ethanamine

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About This Item

Empirical Formula (Hill Notation):
C10H22N4O4
CAS Number:
951671-92-4
Molecular Weight:
262.31
MDL number:
MFCD20134134
UNSPSC Code:
12352125
NACRES:
NA.22

form

liquid

Quality Level

100

reaction suitability

reagent type: linker

refractive index

n/D 1.45

density

1.10 g/mL

functional group

amine
azide

storage temp.

2-8°C

SMILES string

NCCOCCOCCOCCOCCN=[N+]=[N-]

InChI

1S/C10H22N4O4/c11-1-3-15-5-7-17-9-10-18-8-6-16-4-2-13-14-12/h1-11H2

InChI key

ZMBGKXBIVYXREN-UHFFFAOYSA-N

Related Categories

Application

14-Azido-3,6,9,12-tetraoxatetradecan-1-amine is an azide with polyethylene glycol-like characteristics that can be used to prepare fluorescent polymer particles via enzymatic miniemulsion polymerization and copper (I) catalyzed click reaction approach. It is also used as a reactant to synthesize α-aryl-α-diazoamides by aminolysis of N-succinimidyl α-aryl-α-diazoacetates.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

230.0 °F

flash_point_c

110 °C

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A green approach for the synthesis of fluorescent polymer particles by combined use of enzymatic miniemulsion polymerization with clickable surfmer and click reaction
Kohri Michinari, et al.
Transactions of the Materials Research Society of Japan, 39(1), 57-60 (2014)
Joomyung V Jun et al.
Organic letters, 23(8), 3110-3114 (2021-04-06)
α-Aryl-α-diazoamides were synthesized in two steps under mild conditions. This expeditious route employs Pd-catalyzed C-H arylation of N-succinimidyl 2-diazoacetate to obtain N-succinimidyl 2-aryl-2-diazoacetates, followed by aminolysis. The ensuing diazo compounds can esterify carboxyl groups in aqueous solution, and the ester

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