79495-97-9

Basic information

• Product Name: KRYPTOFIX 22 DD
• Synonyms: 7,16-DIDECYL-1,4,10,13-TETRAOXA-7,16-DIAZA-CYCLOOCTADECANE;4,13-DIDECYL-1,7,10,16-TETRAOXA-4,13-DIAZACYCLOOCTADECANE;1,10-DIDECYL-1,10-DIAZA-18-CROWN-6;KRYPTOFIX 22 DD;KRYPTOFIX(R) 22 DD;KRYPTOFIX 22 DD 99+%;1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane, 7,16-didecyl-;1,10-Didecyl-1,10-diaza-4,7,13,16-tetraoxacyclooctadecane
• CAS NO: 79495-97-9
• Molecular Formula: C₃₂H₆₆N₂O₄
• Molecular Weight: 542.88
• EINECS: 279-168-4
• Mol File: 79495-97-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 38-41 °C
• Boiling Point: 614.1°C at 760 mmHg
• Flash Point: 140.6°C
• Appearance: /
• Density: 0.897g/cm³
• Vapor Pressure: 5.15E-15mmHg at 25°C
• Refractive Index: 1.447
• Storage Temp.: Store below +30°C.
• CAS DataBase Reference: KRYPTOFIX 22 DD(CAS DataBase Reference)
• NIST Chemistry Reference: KRYPTOFIX 22 DD(79495-97-9)
• EPA Substance Registry System: KRYPTOFIX 22 DD(79495-97-9)

Safety Data

• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 79495-97-9(Hazardous Substances Data)

Usage

General Description

KRYPTOFIX 22 DD is a chemical compound that belongs to the family of crown ethers. It is commonly used as a complexing agent and a phase transfer catalyst in various chemical reactions. KRYPTOFIX 22 DD has a high affinity for metal ions and can form stable complexes with them, making it useful in extraction and separation processes. Its ability to facilitate the transfer of ions between different phases also makes it valuable in organic synthesis and catalytic reactions. Overall, KRYPTOFIX 22 DD plays a crucial role in various chemical applications due to its complexing and phase transfer properties.

InChI:InChI=1/C32H66N2O4/c1-3-5-7-9-11-13-15-17-19-33-21-25-35-29-31-37-27-23-34(24-28-38-32-30-36-26-22-33)20-18-16-14-12-10-8-6-4-2/h3-32H2,1-2H3

Upstream product

• 105400-04-2 N,N’-didecanoyl-4,13-diaza-18-crown-6 
• 112-29-8 1-bromo dodecane 
• 23978-55-4 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 112-13-0 n-decanoyl chloride 
• 112-31-2 caprinaldehyde 

Relevant articles and documents

Re-evaluation of the mechanism of cytotoxicity of dialkylated lariat ether compounds

The cytotoxicity of dialkylated lariat ethers has been previously attributed to their ionophoric properties. Herein, we provide evidence that these effects are due to loss of membrane integrity rather than ion transport, a finding with important implications for the future design of synthetic ionophores.

COMPOSITIONS AND METHODS FOR SYNTHETIC AMPHIPHILE-INDUCED CHANGES IN PLANT ROOT MORPHOLOGY

The disclosure provides a method for increasing the lateral root development of a plant by exposing said plant to a composition containing a synthetic amphiphile. By increasing the number of lateral roots, the surface area of the root structure is increased, making the plants better able to survive such stresses as drought or low nutrients

Syntheses and Binding Properties of Bibracchial Lariat Ethers (BIBLEs): Survey of Synthetic Methods and Cation Selectivities

A new, two-step method for the synthesis of 4,10-diaza-15-crown-5 and 4,13-diaza-18-crown-6 and their N,N'-disubstituted derivatives from bis(secondary amines) and 1,2-bis(2-iodoethoxy)ethane is described.Essentially, the method utilizes the incipient sidearms as nitrogen-protecting groups prior to cyclization.The yields for cyclization are high, ranging from 32percent to 77percent.The N,N'-disubstituted derivatives of 4,10-diaza-15-crown-5 produced by alkylation or acylation (A), acylation followed by reduction (AR), cyclization (C), hydrogenolysis (H), or single-step cyclization (O) have the following sidearms: H (H, 91percent), MeOCH2CH2 (C, 38percent), EtOCOCH2 (A, 62percent), PhCH2 (C,72percent), 2-MeOPh (C, 52percent), 2-furanylmethyl (C, 67percent), and 2-nitrobenzyl (A, 50percent).N,N'-Dibenzyl-4,10-diaza-18-crown-6 was obtained by cyclization in 63percent yield.The N,N'-disubstituted derivatives of 4,13-diaza-18-crown-6 produced with the new method have the following sidearms: H (H, 92percent), CO-Et (A, 100percent), n-propyl (AR, 78percent), n-butyl (C, 77percent), n-hexyl (C, 32percent; A, 50percent; O, 7percent), n-octyl (AR, 45percent), CO-n-heptyl (A, 71percent), n-nonyl (O, 11percent;A, 45percent;AR, 39percent), CO-n-undecyl (A, 87percent), n-tetradecyl (AR, 26percent), CO-n-tridecyl (A, 78percent), n-hexadecyl (A, 25percent), n-octadecyl (AR, 60percent), CO-n-heptadecyl (A, 100percent), allyl (O, 26percent), propargyl (O, 22percent), HOCH2CH2 (O, 28percent), MeOCH2CH2 (C, 43percent; AR, 76percent), HOCOCH2 (hydrolysis, 81percent), EtOCOCH2 (A, 92percent), PhCH2 (O, 29percent;C, 66percent), 2-furanylmethyl (O, 27percent, C, 62percent), 2-hydroxybenzyl (A, 85percent), 2-methoxybenzyl (O, 30percent), 2-cyanobenzyl (A, 95percent), 2-nitrobenzyl (A, 90percent), 3-nitrobenzyl (A, 95percent), and 4-nitrobenzyl (A, 70percent).The new cyclization method is compared with other, previously published cyclization reactions with respect to overall yield and ease of purification.When this new cyclization cannot be used, diaza crown ethers can be prepared by alkylation of 4,10-diaza-15-crown-5 or 4,13-diaza-18-crown-6.The homogeneous equilibrium cation binding constants (log Ks) have been determined in anhydrous methanol solution for many of the compounds described herein with Na+, K+, and Ca+.The cation selectivities are rationalized in terms of polar, structural, and lipophilicity effects.