29071-93-0

Basic information

• Product Name: 3-(2-hydroxyethyl)-5,5-dimethylimidazolidine-2,4-dione
• Synonyms: 3-(2-hydroxyethyl)-5,5-dimethylimidazolidine-2,4-dione;3-(2-Hydroxyethyl)-5,5-dimethylhydantoin;2,4-Imidazolidinedione, 3-(2-hydroxyethyl)-5,5-dimethyl-;Einecs 249-411-9;Hydantoin, 3-(2-hydroxyethyl)-5,5-dimethyl- (8ci);Hydroxyethyl dimethylhydantoin;Nsc 247560
• CAS NO: 29071-93-0
• Molecular Formula: C₇H₁₂N₂O₃
• Molecular Weight: 172.18178
• EINECS: 249-411-9
• Mol File: 29071-93-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 53-55 °C
• Boiling Point: 155 °C(Press: 0.8 Torr)
• Appearance: /
• Density: 1.209g/cm³
• Refractive Index: 1.49
• PKA: 8.51±0.70(Predicted)
• CAS DataBase Reference: 3-(2-hydroxyethyl)-5,5-dimethylimidazolidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-hydroxyethyl)-5,5-dimethylimidazolidine-2,4-dione(29071-93-0)
• EPA Substance Registry System: 3-(2-hydroxyethyl)-5,5-dimethylimidazolidine-2,4-dione(29071-93-0)

Safety Data

• Hazardous Substances Data: 29071-93-0(Hazardous Substances Data)

Usage

General Description

3-(2-hydroxyethyl)-5,5-dimethylimidazolidine-2,4-dione is a chemical compound with a cyclic structure containing an imidazolidine-2,4-dione group and a hydroxyethyl group. It is commonly known as DMDM hydantoin and is used as a preservative in various personal care products, such as shampoos, conditioners, and lotions. DMDM hydantoin releases formaldehyde, which helps to prevent the growth of bacteria and fungi in these products. However, it has been the subject of controversy due to potential allergic reactions and skin irritations caused by the formaldehyde released. Despite this, it is still approved for use in cosmetics and personal care products in many countries.

InChI:InChI=1/C7H12N2O3/c1-7(2)5(11)9(3-4-10)6(12)8-7/h10H,3-4H2,1-2H3,(H,8,12)

Upstream product

• 77-71-4 5,5-dimethyl-imidazolidine-2,4-dione 
• 540-51-2 2-bromoethanol 

Downstream Products

• 53066-53-8 3-(2'-chloroethyl)-5, 5-dimethylhydantoin 

Relevant articles and documents

Synthesis of zwitterionic N-chlorohydantoins for antibacterial applications

Two novel zwitterionic N-chlorohydantoin biocides, containing an N-chlorohydantoin unit and a sulfobetaine unit or a carboxybetaine unit, were chemically synthesized and characterized. Using the quaternary ammonium N-chlorohydantoin as control, the antibacterial activity of synthetic zwitterionic N-chlorohydantoins was challenged and the antibacterial data showed that carboxybetaine N-chlorohydantoin exhibited distinctively higher biocidal efficacy than QA counterpart, while sulfobetaine N-chlorohydantoin displayed slightly inferior antimicrobial efficacy. Our results may inspire further exploration of more zwitterionic N-chlorohydantoin analogs for antibacterial application.

Intramolecular cyclizations leading to bridgehead bicyclics 2. 5,5 dialkylhydantoin derivatives

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