16079-88-2

Basic information

• Product Name: 1-Bromo-3-chloro-5,5-dimethylhydantoin
• Synonyms: AGRIBROM;1-BROMO-3-CHLORO-5,5-DIMETHYL-2,4-IMIDAZOLIDINEDIONE;BROMO-CHLORO-5,5-DIMETHYLHYDANTOIN;HALOGENE(R);HALOBROM(R);1-bromo-3-chloro-5,5-dimethyl;1-bromo-3-chloro-5,5-dimethyl-4-imidazolidinedione;1-bromo-3-chloro-5,5-dimethyl-hydantoi
• CAS NO: 16079-88-2
• Molecular Formula: C₅H₆BrClN₂O₂
• Molecular Weight: 241.47
• EINECS: 240-230-0
• Product Categories: INORGANIC & ORGANIC CHEMICALS;Miscellaneous;Water treatment chemicals;water treatment
• Mol File: 16079-88-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 159-163 °C
• Boiling Point: 232.7 °C at 760 mmHg
• Flash Point: 94.5 °C
• Appearance: slightly yellow crystalline powder
• Density: 1.91 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -3.44±0.40(Predicted)
• Stability: Stable, but contact with combustible material may lead to fire. Incompatible with acids, organic materials, finely powdered meta
• CAS DataBase Reference: 1-Bromo-3-chloro-5,5-dimethylhydantoin(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-3-chloro-5,5-dimethylhydantoin(16079-88-2)
• EPA Substance Registry System: 1-Bromo-3-chloro-5,5-dimethylhydantoin(16079-88-2)

Safety Data

• Hazard Codes: O,C
• Statements: 8-31-34
• Safety Statements: 8-17-26-36/37/39-41-45
• RIDADR: UN 3085 5.1/PG 2
• WGK Germany: 2
• RTECS: MT9195400
• F: 21
• HazardClass: 5.1
• PackingGroup: II
• Hazardous Substances Data: 16079-88-2(Hazardous Substances Data)

Usage

Chemical Properties

slightly yellow crystalline powder

Uses

Agricultural chemical.

Hazard

Moderately toxic by ingestion and skin con- tact.

Contact allergens

This chlorinated and brominated product is employed in agriculture as a fungicide, for wood preservation. When used to sanitize pools and spas, releasing both chlorine and bromine derivatives, it can induce irritant or allergic contact dermatitis.

InChI:InChI=1/C5H6BrClN2O2/c1-5(2)3(10)8(7)4(11)9(5)6/h1-2H3

Synthetic route

5,5-dimethyl-imidazolidine-2,4-dione (77-71-4) → N-bromo-N'-chloro-5,5-dimethylhydantoin (16079-88-2)

Conditions	Yield
Stage #1: 5,5-dimethyl-imidazolidine-2,4-dione With bromine; sodium hydroxide In water at 5 - 10℃; for 0.25h; Large scale; Stage #2: With chlorine In water for 0.5h; Temperature; Reagent/catalyst; Large scale;	96.3%
With sodium hydroxide; bromine; chlorine In dichloromethane; water
With sodium hydroxide; bromine; chlorine In dichloromethane

Upstream product

• 77-71-4 5,5-dimethyl-imidazolidine-2,4-dione 

Downstream Products

• 77-71-4 5,5-dimethyl-imidazolidine-2,4-dione 

Relevant articles and documents

Tail gas treatment process in synthesis process of bromochlorohydantoin

The invention relates to a tail gas treatment process in the synthesis process of bromochlorohydantoin. The tail gas treatment process includes the first step of taking 5,5-dimethylhydantoin as a rawmaterial to prepare bromochlorohydantoin in a synthesis kettle; leading synthesis kettle tail gas into a tail gas absorption kettle, and evacuating the tail gas absorption kettle through an environmental protection absorption tower; wherein tail gas absorption liquid is disposed in the tail gas absorption tank and is aqueous solution of 5,5-dimethylhydantoin and sodium hydroxide or mixed liquid of5,5-dimethylhydantoin and dibromohydantoin mother solution of sodium hydroxide; leaching absorption liquid is disposed in the environmental protection absorption tower and is sodium hydroxide aqueoussolution and a mixture of sodium hydroxide and dibromohydantoin mother solution; the second step of transferring the tail gas absorption liquid in the tail gas absorption kettle into the synthesis kettle after the synthesis kettle is empty, transferring the leaching absorption liquid in the environmental protection absorption tower into the tail gas absorption kettle, and adding 5,5-dimethylhydantoin. According to the tail gas treatment process, the tail gas generated by the synthesis process of bromochlorohydantoin undergoes two-stage absorption by the tail gas absorption kettle and the environmental protection absorption tower and meets the requirements of environmental protection discharge.

Method of preparing N-halogenated organic heterocyclic compounds

A method of preparing N-halogenated organic heterocyclic compounds by reacting in an aqueous mixture under alkaline conditions (e.g. NaOH) and in the presence of a halogenated organic compound (e.g. methylene chloride), a N-hydrogen organic heterocyclic compound containing at least one NH group (e.g. 5,5-dimethylhydantoin) and a halogen-producing chemical (e.g. Br2).