1,3-Dibromo-5,5-dimethylhydantoin - 97%, high purity , CAS No.77-48-5

  • ≥97%
Item Number
D118556
Grouped product items
SKUSizeAvailabilityPrice Qty
D118556-25g
25g
In stock
$9.90
D118556-100g
100g
In stock
$21.90
D118556-500g
500g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$48.90

Basic Description

SynonymsDBDMH | Dibromantin | Bromodan
Specifications & Purity≥97%
Storage TempArgon charged
Shipped InNormal
Product Description

1,3-Dibromo-5,5-dimethylhydantoin is useful in aromatic bromination of alkoxybenzoic acids and in bromofluorination of alkenes.
A positively charged free radical brominating agent

Names and Identifiers

IUPAC Name 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione
INCHI InChI=1S/C5H6Br2N2O2/c1-5(2)3(10)8(6)4(11)9(5)7/h1-2H3
InChi Key VRLDVERQJMEPIF-UHFFFAOYSA-N
Canonical SMILES CC1(C(=O)N(C(=O)N1Br)Br)C
Isomeric SMILES CC1(C(=O)N(C(=O)N1Br)Br)C
WGK Germany 3
RTECS MU0686000
PubChem CID 6479
Molecular Weight 285.93
Beilstein 146024
Reaxy-Rn 146024

Certificates

Certificate of Analysis(COA)

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Find and download the COA for your product by matching the lot number on the packaging.

14 results found

Lot NumberCertificate TypeDateItem
C2430006Certificate of AnalysisMar 20, 2024 D118556
C2430007Certificate of AnalysisMar 20, 2024 D118556
J2431169Certificate of AnalysisMar 20, 2024 D118556
C2426161Certificate of AnalysisMar 08, 2024 D118556
C2426169Certificate of AnalysisMar 08, 2024 D118556
A2218321Certificate of AnalysisOct 12, 2023 D118556
A2218327Certificate of AnalysisOct 12, 2023 D118556
A2218331Certificate of AnalysisOct 12, 2023 D118556
F2109135Certificate of AnalysisMar 13, 2023 D118556
F2109132Certificate of AnalysisMar 13, 2023 D118556
F2109133Certificate of AnalysisMar 13, 2023 D118556
E2006052Certificate of AnalysisApr 13, 2022 D118556
B2418174Certificate of AnalysisDec 17, 2021 D118556
H2202291Certificate of AnalysisDec 17, 2021 D118556

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Chemical and Physical Properties

SolubilitySoluble in Alcohol, Ether, Benzene. Insoluble in Water. Solubility in hot Toluene almost transparency.
SensitivityMoisture sensitive.
Flash Point(°F)311°F
Flash Point(°C)155°
Boil Point(°C)376 °C
Melt Point(°C)198°C

Safety and Hazards(GHS)

Pictogram(s) GHS06,   GHS09,   GHS05,   GHS07,   GHS03
Signal Danger
Hazard Statements

H319:Causes serious eye irritation

H301:Toxic if swallowed

H314:Causes severe skin burns and eye damage

H302:Harmful if swallowed

H317:May cause an allergic skin reaction

H400:Very toxic to aquatic life

H272:May intensify fire; oxidizer

H410:Very toxic to aquatic life with long lasting effects

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P273:Avoid release to the environment.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378:In case of fire: Use ... to extinguish.

P210:Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P220:Keep away from clothing and other combustible materials.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P270:Do not eat, drink or smoke when using this product.

P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P363:Wash contaminated clothing before reuse.

P272:Contaminated work clothing should not be allowed out of the workplace.

P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

P362+P364:Take off contaminated clothing and wash it before reuse.

P391:Collect spillage.

P330:Rinse mouth.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P301+P316:IF SWALLOWED: Get emergency medical help immediately.

P301+P317:IF SWALLOWED: Get medical help.

P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.

P337+P317:If eye irritation persists: Get medical help.

P302+P361+P354:IF ON SKIN: Take off Immediately all contaminated clothing. Immediately rinse with water for several minutes.

P316:Get emergency medical help immediately.

WGK Germany 3
RTECS MU0686000
Reaxy-Rn 146024
Merck Index 3017

Related Documents

Citations of This Product

1. Huihui Zhao, Linyan Yang, Xueming Chen, Mei Sheng, Guomin Cao, Lankun Cai, Shujuan Meng, Chuyang Y. Tang.  (2021)  Degradation of Polyamide Nanofiltration Membranes by Bromine: Changes of Physiochemical Properties and Filtration Performance.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,  55  (9): (6329–6339).  [PMID:33848140] [10.1021/acs.est.1c00206]
2. Xiu E Feng, Ke Meng Cui, Qing Shan Li, Zi Cheng Wu, Fei Lei.  (2020)  Process Development and Synthesis of Process-Related Impurities of an Efficient Scale-Up Preparation of 5,2′-Dibromo-2,4′,5′-Trihydroxy Diphenylmethanone as a New Acute Pyelonephritis Candidate Drug.  MOLECULES,  25  (3): (468).  [PMID:31979084] [10.3390/molecules25030468]
3. Rong Bai, Qing Zhang, Lanlan Li, Ping Li, Yan-Jie Wang, Oudjaniyobi Simalou, Yanling Zhang, Ge Gao, Alideertu Dong.  (2016)  N-Halamine-Containing Electrospun Fibers Kill Bacteria via a Contact/Release Co-Determined Antibacterial Pathway.  ACS Applied Materials & Interfaces,  (46): (31530–31540).  [PMID:27808500] [10.1021/acsami.6b08431]

References

1. A el-Brashy,F Belal,M I Walash,M Rizk.  (1988-04-22)  Titrimetric determination of acetylenic hyponotics using organic brominating agents..  Pharmaceutisch weekblad. Scientific edition,  10  ((2)): (90-92).  [PMID:3393424]
2. M Hilp,S Senjuk.  (2001-05-30)  Determination of iodide with 1,3-dibromo-5,5-dimethylhydantoin (DBH) in comparison with the ICl-method. Analytical methods of pharmacopeias with DBH in respect to environmental and economical concern. Part 3..  Journal of pharmaceutical and biomedical analysis,  25  ((3-4)): (363-377).  [PMID:11377015]
3. M Hilp.  (2001-08-08)  Identification of lactate. Analytical methods of pharmacopoeias with DBH in respect to environmental and economical concern, Part 4..  Die Pharmazie,  56  ((7)): (548-551).  [PMID:11487973]
4. Manfred Hilp.  (2002-04-04)  Determination of selenium sulfide using 1,3-dibromo-5,5-dimethylhydantoin (DBH). Analytical methods of pharmacopeias with DBH in respect to environmental and economical concern Part 11..  Journal of pharmaceutical and biomedical analysis,  28  ((2)): (337-343).  [PMID:11929677]
5. M Hilp.  (2002-04-06)  Colour reactions of PH. EUR. for identification of drugs using 1,3-dibromo-5,5-dimethylhydantoin (DBH) instead of elemental bromine. Analytical methods of pharmacopoeias with DBH in respect to environmental and economical concern, Part 10..  Die Pharmazie,  57  ((3)): (172-175).  [PMID:11933844]
6. M Hilp.  (2002-06-14)  Application of 1,3-dibromo-5,5-dimethylhydantoin (DBH) instead of bromine gas or bromine water decolorization for drug identification according to PH. EUR. Analytical methods of pharmacopoeias with DBH in respect to environmental and economical concern, Part 14..  Die Pharmazie,  57  ((5)): (316-319).  [PMID:12061255]
7. M Hilp.  (2002-08-10)  Determination of organically bound iodine by reductive mineralization with aluminium powder. Analytical methods of pharmacopoeias with DBH in respect to environmental and economical concern. Part 16..  Die Pharmazie,  57  ((7)): (471-473).  [PMID:12168528]
8. M Hilp.  (2002-09-14)  Determination of iodine values using 1,3-dibromo-5,5-dimethylhydantoin (DBH) without the employment of chlorinated hydrocarbons. Analytical methods of pharmacopoeias with DBH in respect to environmental and economical concern. Part 17..  Die Pharmazie,  57  ((8)): (538-542).  [PMID:12227193]
9. M Hilp.  (2004-09-24)  Determination of iodine values using 1,3-dibromo-5,5-dimethylhydantoin (DBH) and ethyl acetate as solvent. Analytical methods with DBH in respect to environmental and economical concern, part 18..  Die Pharmazie,  59  ((8)): (612-614).  [PMID:15378849]
10. M Hilp,S Zembatova.  (2004-09-24)  Cetylpyridinium tetrachlorozincate as standard for tenside titration. Analytical methods with 1,3-dibromo-5,5-dimethylhydantoin (DBH) in respect to environmental and economical concern, part 19..  Die Pharmazie,  59  ((8)): (615-617).  [PMID:15378850]
11. Soni Kamlesh Madhusudan,Anup Kumar Misra.  (2005-02-01)  Facile exchange of glycosyl S,S-acetals to their O,O-acetals and preparation of glycofuranosides from acyclic glycosyl S,S-acetals under metal-free reaction conditions in the presence of 1,3-dibromo-5,5-dimethylhydantoin..  Carbohydrate research,  340  ((3)): (497-502).  [PMID:15680606]
12. Gloria Hernández-Torres,Bin Tan,Carlos F Barbas.  (2012-03-27)  Organocatalysis as a safe practical method for the stereospecific dibromination of unsaturated compounds..  Organic letters,  14  ((7)): (1858-1861).  [PMID:22443632]
13. J Kasai,F Ando,M Kuwashima.  (1989-08-01)  [Isolation of Legionella spp. from cooling tower water and the effect of microbicides]..  Rinsho byori. The Japanese journal of clinical pathology,  37  ((8)): (918-922).  [PMID:2585755]
14. M Hilp.  (2002-02-12)  Determination of iron limiting values according to PH. EUR. using 1,3-dibromo-5,5-dimethylhydantoin (DBH) instead of elemental bromine. Analytical methods of pharmacopoeias with DBH in respect to environmental and economical concern. Part 8..  Die Pharmazie,  57  ((1)): (45-48).  [PMID:11836930]
15. Manfred Hilp.  (2002-02-28)  Determination of iodine values according to Hanus using 1,3-dibromo-5,5-dimethylhydantoin (DBH): analytical methods of pharmacopeias with DBH: part 7..  Journal of pharmaceutical and biomedical analysis,  28  ((1)): (81-86).  [PMID:11861111]
16. Manfred Hilp.  (2002-04-04)  Determination of propylthiouracil using 1,3-dibromo-5,5-dimethylhydantoin (DBH): analytical methods of pharmacopeias with DBH in respect to environmental and economical concern: part 9..  Journal of pharmaceutical and biomedical analysis,  28  ((2)): (303-309).  [PMID:11929673]
17. M Hilp.  (2002-07-16)  1,3-Dibromo-5,5-dimethylhydantoin (DBH) as oxidant and precipitant for drug identification according to PH. EUR Analytical methods of pharmacopoeias with DBH in respect of environmental and economical concern, Part 15(1)..  Die Pharmazie,  57  ((6)): (393-395).  [PMID:12116875]
18. Mi Hee Lim.  (2007-04-05)  Preparation of a copper-based fluorescent probe for nitric oxide and its use in mammalian cultured cells..  Nature protocols,  ((2)): (408-415).  [PMID:17406602]
19. Norasak Kalchayanand,Terrance M Arthur,Joseph M Bosilevac,Dayna M Brichta-Harhay,Michael N Guerini,Steven D Shackelford,Tommy L Wheeler,Mohammad Koohmaraie.  (2009-02-12)  Effectiveness of 1,3-dibromo-5,5 dimethylhydantoin on reduction of Escherichia coli O157:H7- and Salmonella-inoculated fresh meat..  Journal of food protection,  72  ((1)): (151-156).  [PMID:19205477]
20. Huihui Zhao, Linyan Yang, Xueming Chen, Mei Sheng, Guomin Cao, Lankun Cai, Shujuan Meng, Chuyang Y. Tang.  (2021)  Degradation of Polyamide Nanofiltration Membranes by Bromine: Changes of Physiochemical Properties and Filtration Performance.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,  55  (9): (6329–6339).  [PMID:33848140] [10.1021/acs.est.1c00206]
21. Xiu E Feng, Ke Meng Cui, Qing Shan Li, Zi Cheng Wu, Fei Lei.  (2020)  Process Development and Synthesis of Process-Related Impurities of an Efficient Scale-Up Preparation of 5,2′-Dibromo-2,4′,5′-Trihydroxy Diphenylmethanone as a New Acute Pyelonephritis Candidate Drug.  MOLECULES,  25  (3): (468).  [PMID:31979084] [10.3390/molecules25030468]
22. Rong Bai, Qing Zhang, Lanlan Li, Ping Li, Yan-Jie Wang, Oudjaniyobi Simalou, Yanling Zhang, Ge Gao, Alideertu Dong.  (2016)  N-Halamine-Containing Electrospun Fibers Kill Bacteria via a Contact/Release Co-Determined Antibacterial Pathway.  ACS Applied Materials & Interfaces,  (46): (31530–31540).  [PMID:27808500] [10.1021/acsami.6b08431]

Solution Calculators