388432

2-Aminomethyl-18-crown-6

95%

• Synonym(s): 1,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanamine
• Empirical Formula (Hill Notation): C₁₃H₂₇NO₆
• CAS Number: 83585-61-9
• Molecular Weight: 293.36
• Beilstein/REAXYS Number: 4184588
• MDL number: MFCD00191741
• UNSPSC Code: 12352005
• PubChem Substance ID: 24864228
• NACRES: NA.22

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.[1]
• Schiff base of gossypol with aminomethyl crown ether for complexation of monovalent cations.[2]
• 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.[3]
• 1,16-hexadecanoyl-bis-(2-aminomethyl)-18-crown-6 (bola A-16), which is utilized as a vesicular carrier in a drug delivery system.[4]

Safety Information

• 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_germany: 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