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388432

2-Aminomethyl-18-crown-6

Name: 2-Aminomethyl-18-crown-6
Brand: ALDRICH

95%

Synonym(s):

1,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanamine

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About This Item

Empirical Formula (Hill Notation):

C₁₃H₂₇NO₆

CAS Number:

83585-61-9

Molecular Weight:

293.36

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24864228

MDL number:

MFCD00191741

Beilstein/REAXYS Number:

4184588

Assay:

95%

Form:

liquid

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Properties

assay

95%

form

liquid

refractive index

n20/D 1.479 (lit.)

bp

135 °C/0.08 mmHg (lit.)

density

1.126 g/mL at 25 °C (lit.)

SMILES string

NCC1COCCOCCOCCOCCOCCO1

InChI

1S/C13H27NO6/c14-11-13-12-19-8-7-17-4-3-15-1-2-16-5-6-18-9-10-20-13/h13H,1-12,14H2

InChI key

BJUGHLWDFGGTGJ-UHFFFAOYSA-N

Description

Application

2-Aminomethyl-18-crown-6 (AM-18-C-6) can be used to prepare:

AM-18-C-6 bonded Merrifield peptide resin, which is used to study the absorption and the isotopic effect of magnesium.
Schiff base of gossypol with aminomethyl crown ether for complexation of monovalent cations.
Crown tagged triarylphosphine by reacting with triphenylphosphine carboxylic acid. These tagged triarylphosphine reagents are used in Mitsunobu and Heck reactions for the removal of phosphine derived by-products.
1,16-hexadecanoyl-bis-(2-aminomethyl)-18-crown-6 (bola A-16), which is utilized as a vesicular carrier in a drug delivery system.

pictograms

GHS07

signalword

Warning

hcodes

H302 + H312 + H332,H315,H319,H335

pcodes

P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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

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Adsorption and isotope effects by ion exchange with aqueous-2-aminomethyl-18-crown-6 bonded Merrifield resin

Kim DW, et al.

Journal of Colloid and Interface Science, 254(1), 190-194 (2002)

A new crown ether as vesicular carrier for 5-fluoruracil: synthesis, characterization and drug delivery evaluation

Muzzalupo R, et al.

Colloids and Surfaces. B, Biointerfaces, 58(2), 197-202 (2007)

Synthesis and application of crown ether tagged triarylphosphines

Jackson, Toby and Routledge, Anne

Tetrahedron Letters, 44(6), 1305-1307 (2003)

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Global Trade Item Number

SKU	GTIN
388432-1G	04061838097873
388432-250MG	04061831969382