| Identification | More | [Name]
3,5-Dibromosalicylaldehyde | [CAS]
90-59-5 | [Synonyms]
3,5-DIBROMO-2-HYDROXYBENZALDEHYDE
3,5-DIBROMOSALICYLADEHYDE
3,5-DIBROMOSALICYLALDEHYDE
3,5-DIBROMOSILICYLALDEHYDE
AKOS B028985
AKOS BBS-00003256
LABOTEST-BB LT00137784
OTAVA-BB BB7018801957
SALOR-INT L497649-1EA
2-Hydroxy-3,5-dibromobenzaldehyde
3,5-dibromo-2-hydroxy-benzaldehyd
3,5-Dibromosalicylaldeyde
Benzaldehyde, 3,5-dibromo-2-hydroxy-
Dalyde
Salicylaldehyde, 3,5-dibromo- | [EINECS(EC#)]
202-003-4 | [Molecular Formula]
C7H4Br2O2 | [MDL Number]
MFCD00003318 | [Molecular Weight]
279.91 | [MOL File]
90-59-5.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow to yellow-brown crystalline powder | [Melting point ]
82-83.5 °C (lit.) | [Boiling point ]
261.2±35.0 °C(Predicted) | [density ]
1.9661 (rough estimate) | [refractive index ]
1.4970 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
methanol: soluble25mg/mL, clear, yellow to brown | [form ]
Crystalline Powder | [pka]
6.08±0.23(Predicted) | [color ]
Yellow to yellow-brown | [Water Solubility ]
Soluble in methanol 25 mg/mL. Insoluble in water. | [Sensitive ]
Air Sensitive | [Merck ]
14,3027 | [BRN ]
1424739 | [InChI]
1S/C7H4Br2O2/c8-5-1-4(3-10)7(11)6(9)2-5/h1-3,11H | [InChIKey]
JHZOXYGFQMROFJ-UHFFFAOYSA-N | [SMILES]
Oc1c(Br)cc(Br)cc1C=O | [CAS DataBase Reference]
90-59-5(CAS DataBase Reference) | [NIST Chemistry Reference]
3,5-Dibromosalicylaldehyde(90-59-5) | [EPA Substance Registry System]
90-59-5(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS07,GHS09 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335-H400 | [Precautionary statements ]
P273-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
UN 3077 9 / PGIII | [WGK Germany ]
3
| [RTECS ]
CU5609000
| [REACH Registrations]
Active | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29130000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
5-Bromosalicylaldehyde-->Benzenemethanol, 3,5-dibromo-2-hydroxy-α-(2-phenylethynyl)--->Salicylaldehyde-->Copper (II) acetate monohydrate-->N,N-Dimethylformamide | [Preparation Products]
3,5-Dibromo-2-ethoxybenzaldehyde-->6,8-Dibromo-2H-chromene-3-carbaldehyde-->3,5-Dibromo-2-methoxybenzaldehyde-->2-(Benzyloxy)-3,5-dibromobenzaldehyde-->3,5-DibroMobenzene-1,2-diol-->Ethyl 5,7-Dibromo-1-Benzofuran-2-Carboxylate-->2-(2-Amino-6,8-dibromo-3-cyano-4H-chromen-4-yl)malononitrile-->2H-1-Benzopyran-3-carboxylic acid, 6,8-dibromo-2-(trifluoromethyl)--->6,8-DibroMo-3-acetylcouMarin-->2,4-Dibromo-6-([(4-fluorophenyl)imino]methyl)benzenol-->3,5-Dibromosalicylaldoxime |
| Hazard Information | Back Directory | [Chemical Properties]
yellow to yellow-brown crystalline powder | [Uses]
3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes. It can be used in the synthesis of Schiff base and can be used as reactant for synthesis of Schiff base ligands which forms mononuclear complexes with copper(II), nickel(II), zinc(II) and cobalt(II). | [General Description]
3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes. | [Synthesis]
3,5-Dibromosalicylaldehyde was obtained in nearly quantitative yield by dissolving 20 g. of salicylaldehyde in 100 cc. of glacial acetic acid, and adding a solution of 20 cc in small portions. of bromine in 100 cc. of glacial acetic acid[1].
| [References]
[1] Brewster, C. M. “SCHIFF’S BASES FROM 3,5-DIBROMO-SALICYLALDEHYDE.” Journal of the American Chemical Society 46 11 (1924): 2463–2468.
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Alfa Aesar
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Energy Chemical
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