55666-11-0

Basic information

• Product Name: 5-(ISOBUTYLMETHYLNYL)-HYDANTOIN
• Synonyms: 5-ISOBUTYL-IMIDAZOLIDINE-2,4-DIONE;5-(ISOBUTYLMETHYLNYL)-HYDANTOIN
• CAS NO: 55666-11-0
• Molecular Formula: C₇H₁₀N₂O₂
• Molecular Weight: 156.18
• Mol File: 55666-11-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 253 °C
• Appearance: /
• Density: 1.239 g/cm³
• Refractive Index: 1.571
• PKA: 8.77±0.20(Predicted)
• CAS DataBase Reference: 5-(ISOBUTYLMETHYLNYL)-HYDANTOIN(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(ISOBUTYLMETHYLNYL)-HYDANTOIN(55666-11-0)
• EPA Substance Registry System: 5-(ISOBUTYLMETHYLNYL)-HYDANTOIN(55666-11-0)

Safety Data

• Hazardous Substances Data: 55666-11-0(Hazardous Substances Data)

Usage

General Description

5-(Isobutylmethyl)hydantoin is a chemical compound that falls into the category of hydantoins, which are heterocyclic organic compounds. It is commonly used as an antimicrobial agent in personal care products such as shampoos, soaps, and skin cleansers. The chemical has antimicrobial properties and is effective in preventing the growth of bacteria and fungi. It functions by releasing small amounts of formaldehyde, which acts as a preservative. However, there are concerns about its potential to cause skin irritation and allergic reactions in some individuals. Additionally, there is ongoing research into its potential environmental impacts, particularly in terms of its persistence and toxicity in aquatic ecosystems.

InChI:InChI=1/C7H10N2O2/c1-4(2)3-5-6(10)9-7(11)8-5/h3-4H,1-2H3,(H2,8,9,10,11)/b5-3-

Upstream product

• 461-72-3 2,4-imidazolidinedione 
• 78-84-2 isobutyraldehyde 
• 95378-36-2 diethyl 2,4-dioxoimidazolidin-5-yl-phosphonate 
• 56-40-6 glycine 

Downstream Products

• 4502-00-5 sodium 4-methyl-2-oxovalerate 
• 816-66-0 4-methyl-2-oxopentanoic acid 
• 93778-31-5 potassium 2-oxo-4-methylvalerate 

Relevant articles and documents

Enantioselective Synthesis of Chiral Substituted 2,4-Diketoimidazolidines and 2,5-Diketopiperazines via Asymmetric Hydrogenation

An enantioselective hydrogenation of 5-alkylidene-2,4-diketoimidazolidines (hydantoins) and 3-alkylidene-2,5-ketopiperazines catalyzed by the Rh/f-spiroPhos complex under mild conditions has been developed, which provides an efficient approach to the highly enantioselective synthesis of chiral hydantoins and 2,5-ketopiperazine derivatives with high enantioselectivities up to 99.9% ee.

Independent valine and leucine isotope labeling in Escherichia coli protein overexpression systems

The addition of labeled α-ketoisovalerate to the growth medium of a protein-expressing host organism has evolved into a versatile tool to achieve concomitant incorporation of specific isotopes into valine- and leucine-residues. The resulting target proteins represent excellent probes for protein NMR analysis. However, as the side-chain resonances of these residues emerge in a narrow spectral range, signal overlap represents a severe limitation in the case of high-molecular-weight NMR probes. We present a protocol to eliminate leucine labeling by supplying the medium with unlabeled α-ketoisocaproate. The resulting spectra of a model protein exclusively feature valine signals of increased intensity, confirming the method to be a first example of independent valine and leucine labeling employing α-ketoacid precursor compounds.

Process for production of hydantoin derivatives

Hydantoin derivatives are industrially advantageously produced at a high yield by reacting hydantoin with carbonyl compounds in the presence of (i) amino acids or the salts thereof and (ii) inorganic alkali compounds for a relatively short reaction time in an aqueous medium.