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1,3-Dibromo-5,5-dimethylhydantoin

Industrial brominating agent and disinfectant Physical and Chemical Properties Sterilization Mechanism Synthesis of 1,3-Dibromo-5,5-dimethylhydantoin Uses Chemical Properties Production method Category Toxicity grading Acute toxicity Flammability and hazard characteristics Storage properties Extinguishing media
1,3-Dibromo-5,5-dimethylhydantoin
1,3-Dibromo-5,5-dimethylhydantoin
CAS No.
77-48-5
Chemical Name:
1,3-Dibromo-5,5-dimethylhydantoin
Synonyms
DDH;DBDMH;DBNPA;77-48-5;BROMTOIN;Bromotoin;DIBROMATIN;DIBROMANTIN;3-DibroMo-5;dibromantine
CBNumber:
CB8772842
Molecular Formula:
C5H6Br2N2O2
Formula Weight:
285.92
MOL File:
77-48-5.mol

1,3-Dibromo-5,5-dimethylhydantoin Properties

Melting point:
197-199 °C (dec.)(lit.)
Density 
1.00 g/cm3 (25℃)
refractive index 
1.6220 (estimate)
Flash point:
155 °C
storage temp. 
0-6°C
solubility 
1g/l
form 
Powder
color 
Cream or light yellow
Water Solubility 
Soluble in Alcohol, Ether, Benzene. Insoluble in Water.
Sensitive 
Moisture Sensitive
Decomposition 
197-199 ºC
Merck 
14,3017
BRN 
146024
CAS DataBase Reference
77-48-5(CAS DataBase Reference)
EPA Substance Registry System
2,4-Imidazolidinedione, 1,3-dibromo-5,5-dimethyl-(77-48-5)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  O,C,N,Xi
Risk Statements  8-22-35-50/53-50-34
Safety Statements  17-26-36/37/39-45-60-61
RIDADR  UN 3087 5.1/PG 2
WGK Germany  3
RTECS  MU0686000
Hazard Note  Harmful/Irritant
TSCA  Yes
HazardClass  5.1
PackingGroup  II
HS Code  29332100
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H272 May intensify fire; oxidizer Oxidising liquids;Oxidising solids Category 2
Category 3
Danger
Warning
P210, P220, P221P280, P370+P378,P501
H301 Toxic if swalloed Acute toxicity,oral Category 3 Danger P264, P270, P301+P310, P321, P330,P405, P501
H314 Causes severe skin burns and eye damage Skin corrosion/irritation Category 1A, B, C Danger P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H317 May cause an allergic skin reaction Sensitisation, Skin Category 1 Warning P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H318 Causes serious eye damage Serious eye damage/eye irritation Category 1 Danger P280, P305+P351+P338, P310
H400 Very toxic to aquatic life Hazardous to the aquatic environment, acute hazard Category 1 Warning P273, P391, P501
H410 Very toxic to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 1 Warning P273, P391, P501
Precautionary statements:
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P220 Keep/Store away from clothing/…/combustible materials.
P221 Take any precaution to avoid mixing with combustibles/…
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P273 Avoid release to the environment.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P391 Collect spillage. Hazardous to the aquatic environment
P303+P361+P353 IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P370+P378 In case of fire: Use … for extinction.
P405 Store locked up.
P501 Dispose of contents/container to..…

1,3-Dibromo-5,5-dimethylhydantoin price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 157902 1,3-Dibromo-5,5-dimethylhydantoin 98% 77-48-5 25g $19.6 2018-11-13 Buy
Sigma-Aldrich 157902 1,3-Dibromo-5,5-dimethylhydantoin 98% 77-48-5 500g $53.4 2018-11-13 Buy
TCI Chemical D1265 1,3-Dibromo-5,5-dimethylhydantoin >97.0%(T) 77-48-5 25g $18 2018-11-22 Buy
TCI Chemical D1265 1,3-Dibromo-5,5-dimethylhydantoin >97.0%(T) 77-48-5 500g $105 2018-11-22 Buy
Alfa Aesar A15510 1,3-Dibromo-5,5-dimethylhydantoin, 98% 77-48-5 100g $20.3 2018-11-13 Buy

1,3-Dibromo-5,5-dimethylhydantoin Chemical Properties,Uses,Production

Industrial brominating agent and disinfectant

1, 3-Dibromo-5, 5-dimethylhydantoin is primarily used as an industrial brominating agent and antiseptic disinfectant. It is a very useful kind of brominating agent. Compared with brominating agent such as N-bromoacetamide, N-bromosuccinimide, etc. it has a lot of advantages including high content of active bromine, excellent storage stability, and economic application. Therefore, it is widely applied to chemical and pharmaceutical industry such as being used for the bromination of allyl and benzyl compounds as well as aromatic ring, the addition reaction of the bromine in double bond and hydrogen bromide as well as the selective oxidation of secondary alcohols; in addition, it is also a kind of efficient and safe disinfectant with a strong efficacy in killing fungi, bacteria and viruses as well as in killing the adverse algae in the water. It can be applied to the prevention and treatment of many kinds of diseases in aquaculture related to fish, shrimp, frogs and turtles as well as the disinfection of swimming pool, fruit preservation and algae killing via industrial recycled water algae and daily disinfection. For example, the experts in the Beijing SARS prevention and control working panel had proposed for using the 1, 3-Dibromo-5, 5-dimethylhydantoin solution with effective bromine being 500~1000mg/L for spray, mopping and cleaning, having the disinfection for 10~15min to prevent SARS.

Physical and Chemical Properties

1, 3-Dibromo-5, 5-dimethylhydantoin has the English abbreviation be DBDMH with pure product being white solid and the mp being 196~198 ℃. The industrial products appear as a pale yellow solid with a mp of 194~197 ℃; it is soluble in chloroform, ethanol, acetone and other organic solvents, slightly soluble in water with 1 L water being able to dissolve 2.2 g of DBDMH at 20℃ with the pH of 0.1% aqueous solution being 2.6; It is prone to be subject to decomposition in strong acid or alkali; it is stable when dry and is easy to absorb moisture with partially hydrolysis after moisture absorption; it has a slight pungent odor with the active bromine content being 54% to 55%.

Sterilization Mechanism

DBDMH, upon hydrolysis in water, can mainly form hypobromous acid and can release bromine in the form of hypobromous acid. DBDMH, due to able to release bromine in a high reaction rate, can continuously release Br-ions in the water, further playing a bactericidal effect. However, other kinds of halogenated hydantoin, such as 1, 3-Dibromo-5, 5-dimethylhydantoin or bromochlorohydantoin, release the chlorine in a very slow rate, leading to that the time for reaching the peak of sterilization in the water is lagging behind, therefore, DBDMH usually has a higher efficiency than other kind of halogenated hydantoin at relatively rapid bactericidal conditions.

Synthesis of 1,3-Dibromo-5,5-dimethylhydantoin

Adding an appropriate amount of water to dimethyl hydantoin, control the temperature at about 30 ℃ for stirring of 30min until all the dimethyl hydantoin is dissolved. Add drop wise of appropriate amount of bromine within a certain period of time and then have reaction for several hours. After the completion of the reaction, cool the solution, crystallize using ethanol, filter, and dry with the light-yellow solid being finished product of DBDMH.

The optimal condition for experimentally determination and synthesis of DBDMH is: the optimum molar ratio of DMH to bromine is 1: 2.0; the solvent amount is 80 mL (water) /0.1mol (Hein); the reaction temperature should be about 30 ℃; Reaction time is around 5min with the yield of 1,3-dibromo-5,5-dimethylhydantoin being up to 80%.

Uses

DBDMH is an important chemical product and has been widely applied in chemical, pharmaceutical and agricultural industries with various kinds of advantages including excellent stability, high content of bromine and high reactive activity. Currently, the combined formulation between DBDMH and other halogenated hydantoin for application has become a hotspot in recent years such as the combined application of BCDMH and DBDMH as well as the combined application of DCDMH and DBDMH. For the combined formulation of DBDMH and other halogenated hydantoin, one critical factor is the ratio between effective chlorine and effective bromine. For example, at pH 7.1, compound formulation with the same dose of BCDMH and DBDMH has a significantly higher bactericidal efficacy than DBDMH alone or BCDMH alone. Many domestic and foreign experts believe that the most significant oxidizing biocide is the compound halogenated compound formulation combining BCDMH and DBDMH. In agriculture, DBDMH is mainly used for aquaculture including pond disinfection, prevention of water disinfection, disease treatment, etc., and is not affected by water quality, salinity, pH, temperature, and other organic compounds during usage. In addition, there has been already cases in which people has applied DBDMH as high-efficiency and low-toxicity disinfectant for combined formulation with stearic acid monoglyceride and Tween-80 and applied to the surface of the orange for preventing mold and preservation, and has already achieved excellent results. We can expect that this preservative can also be used for storage and preservation of other fruits and vegetables. Therefore, with the continuous development of chemical and pharmaceutical industry and increasing people's living standards, it is expected that the application range and demand of DBDMH will increase greatly.

Chemical Properties

It appears as white or light yellow crystalline powder.

Production method

It is obtained through the bromination of 5, 5-dimethyl hydantoin. Mix the 5, 5-dimethyl hydantoin, sodium carbonate, sodium hydroxide and water together, add bromine slowly under cooling. After the addition, it was poured into water with the crystal filtered out after standing being the crude product. The crude product was further dissolved in acetone for decolorizing and filtrating. The filtrate was poured into water to give white crystalline which is the finished product.

Category

Pesticide

Toxicity grading

Highly toxic

Acute toxicity

Oral-rat LD50: 250 mg/kg.

Flammability and hazard characteristics

It is flammable with burning discharging spicy smoke of bromide and nitrogen oxides.

Storage properties

Warehouse: cold, ventilated and dry; store it separately from food raw materials.

Extinguishing media

Water, carbon dioxide, dry, sandy soil.

Chemical Properties

solid

Uses

Brominating agent. Analytical reagent for determination of iodide and organic iodine, and for identification tests.

Purification Methods

Recrystallise it from H2O. Its solubility in CCl4 is 0.003 mol/L at 25o and 0.024 mol/L at 76.5o. [Beilstein 24 III/IV 1101.]

1,3-Dibromo-5,5-dimethylhydantoin Preparation Products And Raw materials

Raw materials

Preparation Products


1,3-Dibromo-5,5-dimethylhydantoin Suppliers

Global( 323)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
+86 (0)571-855 867 18
+86 (0)571-858 647 95 sales@capotchem.com China 19958 60
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 22063 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20795 55
Shanghai Time Chemicals CO., Ltd.
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+86-021-57951555 jack.li@time-chemicals.com CHINA 1374 55
Mainchem Co., Ltd.
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career henan chemical co
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Kono Chem Co., Ltd
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Shanghai LanRun Chemical Co., Ltd. 021-69515658 ; 69515628
021-69515998 longrunchem@163.com China 5966 50
Quzhou AMK BioTech Co., Ltd 86-570-3081766 18357083060
0570-3072337 sales@qzamkbio.com China 741 55
Porton Fine Chemicals 17323603126,18623025712
023-86083200-6830 yan.shangguan@porton.cn China 166 58

View Lastest Price from 1,3-Dibromo-5,5-dimethylhydantoin manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-17 1,3-Dibromo-5,5-dimethylhydantoin
77-48-5
US $7.00 / kg 1kg 99% 100kg career henan chemical co

1,3-Dibromo-5,5-dimethylhydantoin Spectrum


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