Chemodex

2-Hydroxymethyl-12-crown-4

CHF 64.00
In stock
CDX-H0514-M250250 mgCHF 64.00
CDX-H0514-G0011 gCHF 187.00
More Information
Product Details
Synonyms (12-Crown-4)-2-methanol; 1,4,7,10-Tetraoxacyclododecan-2-methanol
Product Type Chemical
Properties
Formula C9H18O5
MW 206.24
CAS 75507-26-5
Source/Host Chemicals Synthetic
Purity Chemicals ≥95% (GC)
Appearance Colourless to yellow or viscous liquid.
Solubility Soluble in DMSO.
Identity Determined by 1H-NMR.
Declaration Manufactured by Chemodex.
Other Product Data

Click here for Original Manufacturer Product Datasheet
Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key NJIPEIQHUNDGPY-UHFFFAOYSA-N
Smiles OCC1COCCOCCOCCO1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +20°C
Long Term Storage +4°C
Handling Advice Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at +4°C.
Documents
MSDS Inquire
Product Specification Sheet
Datasheet Download PDF
Description

2-Hydroxymethyl-12-crown-4 is ionophoric and used as an efficient phase transfer catalyst and as a complexing agent with a variety of small cations. This crown ether is a cyclic chemical compound that forms stable complexes with certain cations due to its ring structure containing multiple ether groups. The core structure is a 12-membered ring with 4 oxygen atoms spaced evenly around the ring. This structure is conducive to binding monovalent cations, particularly lithium (Li+), sodium (Na+) and potassium (K+). A hydroxymethyl group (-CH2OH) is attached to the second carbon in the ring. This adds an additional functional group to the crown ether, which can impact its solubility, reactivity, and binding properties. Crown ethers like 2-Hydroxymethyl-12-crown-4 are often used to facilitate the transport of cations across membranes. They can act as phase transfer catalysts, helping to move ionic reactants into organic phases where they can react more readily. These compounds are studied for their ability to form stable complexes with metal ions, which has implications in both inorganic and organic chemistry. 2-Hydroxymethyl-12-crown-4 is used as a bulding block or intermediate for synthesis of probes.

Product References

(1) I. Ikeda, et al.; Tetrahedr. Lett. 22, 3615 (1981) | (2) T. Miyazaki, et al.; Bull. Chem. Soc. Japan 55, 2005 (1982) | (3) S. Kitazawa, et al.; JACS 106, 6978 (1984) | (4) M.J. Pugia, et al.; J. Org. Chem. 52, 2617 (1987) | (5) B.P.S. Chauhan & P. Boudjouk; Tetrahedr. Lett. 40, 4123 (1999) | (6) A. Varnek, et al.; J. Chem. Inf. Comput. Sci. 42, 812 (2002) | (7) R. Pankiewicz, et al.; J. Mol. Struct. 749, 128 (2005) | (8) Z. Biyikliouglu & H. Kanteking; Dyes Pigm. 80, 17 (2009) | (9) P. Bruni, et al.; J. Mol. Struct. 919, 328 (2009) | (10) S.J. Warnock, et al.; PNAS 118, e2022197118 (2021) | (11) L. Pang, et al.; Mat. Design 211, 110159 (2021)

© 2017 Adipogen Life Sciences. Pictures: © 2012 Martin Oeggerli. All Rights Reserved.