5,5-Dimethylhydantoin Chemical Properties

Melting point:

174-177 °C (lit.)

Boiling point:

237.54°C (rough estimate)

Density 

1.2864 (rough estimate)

refractive index 

1.4730 (estimate)

Flash point:

193°C

storage temp. 

Sealed in dry,Room Temperature

solubility 

H₂O: 0.1 g/mL hot, clear

pka

pKa 8.1 (Uncertain)

form 

Crystalline Powder or Crystals

color 

White to off-white

Water Solubility 

soluble

BRN 

2827

Cosmetics Ingredients Functions

HAIR CONDITIONING
VISCOSITY CONTROLLING

InChI

1S/C5H8N2O2/c1-5(2)3(8)6-4(9)7-5/h1-2H3,(H2,6,7,8,9)

InChIKey

YIROYDNZEPTFOL-UHFFFAOYSA-N

SMILES

CC1(C)NC(=O)NC1=O

LogP

-0.480

CAS DataBase Reference

77-71-4(CAS DataBase Reference)

NIST Chemistry Reference

2,4-Imidazolidinedione, 5,5-dimethyl-(77-71-4)

EPA Substance Registry System

5,5-Dimethylhydantoin (77-71-4)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-36/37-26

WGK Germany 

2

RTECS 

MU0977000

TSCA 

TSCA listed

HS Code 

29332100

Storage Class

11 - Combustible Solids

Hazardous Substances Data

77-71-4(Hazardous Substances Data)

Toxicity

LD50 oral in rabbit: 12660mg/kg

MSDS

• Language:English Provider:5,5-Dimethylhydantoin
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

5,5-Dimethylhydantoin Usage And Synthesis

Chemical Properties

white to off-white crystals or crystalline powder

Uses

5,5-Dimethylhydantoin is part of a group of hydantoin compounds that are being evaluated for their anticonvulsant and central nervous system antitumour properties.

Definition

ChEBI: 5,5-Dimethylhydantoin is an imidazolidine-2,4-dione.

Synthesis

a. Add 600-800 parts of ammonium bicarbonate and 500-700 parts of acetone cyanohydrin to water and stir to fully dissolve, and then seal it when heated to 10??;

b. Then pass 30 to 50 parts of ammonia into the substance made by step a, slowly increase the temperature to 50 to 65 ??, constant temperature for 1 to 2 hours, and stirring;

c. The substance made by step b was heated to 75??85??, induced air for 30??50 minutes, then cooled to room temperature and filtered, i.e., the crude dimethylhydantoin and the mother liquor were made;

d, the dimethylhydantoin crude product 950 to 1150 parts produced by step c is put into 150 to 300 parts of water and 700 to 900 parts of mother liquor mixture, stirring while putting, heating to 80 to 98 ?? and then adding 3 to 8 parts of activated carbon, decoloration for 20 to 40 minutes, filtration to remove the activated carbon, and then cooled to crystallize, centrifugal filtration and drying, i.e., the finished product of dimethylhydantoin is produced.

Purification Methods

Crystallise the hydantoin from EtOH and sublime it in vacuo. [Beilstein 24 III/IV 1097.]

5,5-Dimethylhydantoin(77-71-4)Related Product Information

• Iprodione
• Dimethyl carbonate
• Dimethyl fumarate
• Dimethyl ether
• Dimethyl phthalate
• Dimethyl sebacate
• ETHANE
• N,N-Dimethylformamide
• Dimethyl sulfoxide
• Bromo-1-chloro-5,5-dimethylhydantoin, 3-: (Bromo-1-chloro-5.5-dimethyl-2,4-imidazokidinedione),3-BROMO-1-CHLORO-5,5-DIMETHYLHYDANTOIN
• (S)-MEPHENYTOIN
• 1,3-DIAZASPIRO[4.5]DECANE-2,4-DIONE
• 5-(4-METHYLPHENYL)-5-PHENYLHYDANTOIN
• 1-(HYDROXYMETHYL)-5,5-DIMETHYLHYDANTOIN,1-METHYLOL-5,5-DIMETHYLHYDANTOIN,1,1-METHYLOL-5,5-DIMETHYLHYDANTOIN
• 1-BROMO-3-CHLORO-5,5-DIMETHYLHYDANTOIN 96+%,1-Bromo-3-chloro-5,5-dimethylhydantoin
• 1,3-DICHLORO-5,5-DIMETHYLHYDANTOIN
• 5,5-Diphenylhydantoin
• 5-METHYL-5-PHENYLHYDANTOIN