3,5-Dibromosalicylaldehyde supplier

Name
3,5-Dibromosalicylaldehyde
EINECS 202-003-4
CAS No. 90-59-5
Article Data67
CAS DataBase
Density 2.122 g/cm³
Solubility Soluble in methanol 25 mg/mL. Insoluble in water.
Melting Point 82-83.5 °C(lit.)
Formula C₇H₄Br₂O₂
Boiling Point 261.2 °C at 760 mmHg
Molecular Weight 279.916
Flash Point 111.7 °C
Transport Information
Appearance yellow to yellow-brown crystalline powder
Safety 26-37/39-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Salicylaldehyde,3,5-dibromo- (6CI,7CI,8CI);1-Formyl-2-hydroxy-3,5-dibromobenzene;2,4-Dibromo-6-formylphenol;2-Hydroxy-3,5-dibromobenzaldehyde;3,5-Dibromo-2-hydroxybenzaldehyde;4,6-Dibromo-2-formylphenol;Dalyde;NSC 6221;
PSA 37.30000
LogP 2.72970

Synthetic route

: 90-02-8
salicylaldehyde

: 90-59-5
3,5-Dibromosalicylaldehyde

Conditions

Conditions	Yield
With bromine	97%
With bromine; calcium bromide In water at 25℃; for 0.333333h; regioselective reaction;	96%
With bromine In water at 20℃; for 0.25h;	96%

: 89-95-2
2-methyl-benzyl alcohol

: 90-59-5
3,5-Dibromosalicylaldehyde

Conditions

Conditions	Yield
With sodium perborate; potassium bromide; sodium vanadate In acetic acid at 20℃; for 3h; Bromination;	96%
With pyridinium hydrobromide perbromide In pyridine at 45℃; for 2h; Bromination;	85%

: 1262020-28-9
2,4-dibromo-6-(1-hydroxy-3-phenylprop-2-yn-1-yl)phenol

A: 90-59-5
3,5-Dibromosalicylaldehyde

B: 886-66-8
1,4-diphenyl-1,3-butadiyne

Conditions

Conditions	Yield
With copper(II) acetate monohydrate In N,N-dimethyl-formamide at 110℃; for 5h;	A n/a B 82%

: 35280-46-7
acetic acid-(2,4-dibromo-6-bromomethyl-phenyl ester)

: 90-59-5
3,5-Dibromosalicylaldehyde

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; dimethyl selenoxide In 1,2-dichloro-ethane for 2h; Heating;	77%

: 90-02-8
salicylaldehyde

A: 90-59-5
3,5-Dibromosalicylaldehyde

B: 1761-61-1
5-bromosalicyclaldehyde

Conditions

Conditions	Yield
With perchloric acid; C72H100N4O7V2; dihydrogen peroxide; potassium bromide In tetrahydrofuran; methanol; water at 25℃; for 12h; Kinetics; Catalytic behavior; Time; Reagent/catalyst; Solvent;	A 13% B 77%
With perchloric acid; C74H104N4O7V2; dihydrogen peroxide; potassium bromide In tetrahydrofuran; methanol; water at 25℃; for 12h; Catalytic behavior; Reagent/catalyst; Time;	A n/a B 74%
With dihydrogen peroxide; sodium bromide In acetic acid at 20℃; Green chemistry;	A 40% B 60%

: 90-02-8
salicylaldehyde

A: 90-59-5
3,5-Dibromosalicylaldehyde

B: 2,3,5-tribromo-6-hydroxybenzaldehyde

C: 1761-61-1
5-bromosalicyclaldehyde

Conditions

Conditions	Yield
With perchloric acid; C36H50ClN2O3V; dihydrogen peroxide; potassium bromide In tetrahydrofuran; methanol; water at 25℃; for 12h; Kinetics; Catalytic behavior; Time; Reagent/catalyst; Solvent;	A 8% B n/a C 73%

...Expand

: 21524-15-2
6,8-dibromo-2H-chromen-2-one

alkaline permanganate solution: alkaline permanganate solution

: 90-59-5
3,5-Dibromosalicylaldehyde

Conditions

Conditions	Yield
anschliessend Oxidation zu 3.5-Dibrom-salicylsaeure;

: 252-72-2
6H,12H-6,12-epoxydibenzo[b,f][1,5]dioxocine

: 7726-95-6
bromine

: 64-19-7
acetic acid

A: 90-59-5
3,5-Dibromosalicylaldehyde

B: 1761-61-1
5-bromosalicyclaldehyde

C anhydro-bis-<5-bromo-salicylaldehyde >: anhydro-bis-<5-bromo-salicylaldehyde >

...Expand

: 7732-18-5
water

: 90-02-8
salicylaldehyde

: 90-59-5
3,5-Dibromosalicylaldehyde

Conditions

Conditions	Yield
Rate constant; Bromierung;

: 7732-18-5
water

: 7726-95-6
bromine

: 90-02-8
salicylaldehyde

: 90-59-5
3,5-Dibromosalicylaldehyde

...Expand

: 90-02-8
salicylaldehyde

excessive bromine: excessive bromine

: 90-59-5
3,5-Dibromosalicylaldehyde

: 7726-95-6
bromine

: 90-02-8
salicylaldehyde

: 64-19-7
acetic acid

A: 90-59-5
3,5-Dibromosalicylaldehyde

B: 1761-61-1
5-bromosalicyclaldehyde

...Expand

: 505093-10-7
2-diazidomethyl-4,6-dibromo-phenol

: 7664-41-7
ammonia

: 90-59-5
3,5-Dibromosalicylaldehyde

: 861315-28-8
2,4-dibromo-6-dichloromethyl-phenol

alkali: alkali

: 90-59-5
3,5-Dibromosalicylaldehyde

: 505093-10-7
2-diazidomethyl-4,6-dibromo-phenol

alkali: alkali

: 90-59-5
3,5-Dibromosalicylaldehyde

: 7732-18-5
water

: 4-(3-formyl-4-hydroxy-phenylazo)-benzenesulfonic acid ; sodium salt

bromine water: bromine water

: 90-59-5
3,5-Dibromosalicylaldehyde

...Expand

: 886504-46-7
3,4,5-tribromo-2-hydroxy-benzaldehyde

: 64-19-7
acetic acid

chromium trioxide: chromium trioxide

: 90-59-5
3,5-Dibromosalicylaldehyde

...Expand

: 89-95-2
2-methyl-benzyl alcohol

A: 90-59-5
3,5-Dibromosalicylaldehyde

B: 118-79-6
2,4,6-tribromophenol

Conditions

Conditions	Yield
With pyridinium hydrobromide perbromide In pyridine at 50℃; for 2h;

: 548756-59-8
tert-butyl 3-(3,5-dibromo-2-hydroxyphenyl)-3-hydroxy-2-methylenenpropanoate

A: 90-59-5
3,5-Dibromosalicylaldehyde

B: 1663-39-4
tert-Butyl acrylate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In chloroform-d1 retro-Baylis-Hillman reaction;

: 89-95-2
2-methyl-benzyl alcohol

A: 90-59-5
3,5-Dibromosalicylaldehyde

B: 1761-61-1
5-bromosalicyclaldehyde

Conditions

Conditions	Yield
With sulfuric acid; dihydrogen peroxide; potassium bromide; polystyrene-anchored [MoO2(fsal-ohyba)*DMF] In water at 20℃; for 2h; Product distribution; Further Variations:; Catalysts; reagent ratios;	A 14.03 % Chromat. B 83.44 % Chromat.

: 90-59-5
3,5-Dibromosalicylaldehyde

: 78-90-0, 10424-38-1
1,2-diaminopropan

: C17H14Br4N2O2

Conditions

Conditions	Yield
In ethanol for 3h; Heating;	100%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 108-00-9
N,N-dimethylethylenediamine

: 118091-50-2
2,4-dibromo-6-[(2-dimethylaminoethylimino)methyl]phenol

Conditions

Conditions	Yield
In methanol for 12h; Reflux;	100%
In methanol at 20℃; for 0.5h;	98%
In methanol

: 1072-67-9
5-methylisoxazol-3-ylamine

: 90-59-5
3,5-Dibromosalicylaldehyde

: 116808-16-3
C11H8Br2N2O2

Conditions

Conditions	Yield
Reflux;	100%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 109-85-3
2-methoxyethylamine

: 847753-50-8
C10H11Br2NO2

Conditions

Conditions	Yield
In methanol for 12h; Reflux;	100%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 4760-34-3
N-methyl-1,2-phenylenediamine

: 2,4-dibromo-6-(((2-(methylamino)phenyl)imino)methyl)phenol

Conditions

Conditions	Yield
In ethanol for 2h;	100%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 18531-95-8, 18741-85-0, 4488-22-6
(R),(+)-1,1'-binaphthalene-2,2'-diamine

: 7732-18-5
water

: 71-48-7, 917-69-1, 5931-89-5, 55881-15-7, 68931-68-0, 68931-69-1, 93029-27-7
cobalt(II) acetate

: ((2,2'-([(M)-[1,1'-binaphthalene]-2,2'-diyl]bis[(nitrilo-κN)methylidyne])bis[4,6-dibromophenolato-κO])(2-))cobalt*0.5H2O

Conditions

Conditions	Yield
In ethanol to soln. diamine in EtOH, aldehyde was added and stirred for 6 h at roomtemp., ppt. was filtered off, dried in vacuo, and added to soln. Co(OAc )2 in EtOH, react. mixt. was heated at 90°C for 6 h and cooled toroom temp.; ppt. was filtered off, washed with degassed EtOH under N2, and dried in vacuo; elem. anal.;	99%

...Expand

: 675-10-5
4-hydroxy-6-methyl-2-pyron

: 90-59-5
3,5-Dibromosalicylaldehyde

: 98253-83-9
6,8-dibromo-3-acetoacetylcoumarin

Conditions

Conditions	Yield
With 1-n-butyl-3-methylimidazolim bromide at 90℃; for 4h;	99%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 498-66-8
norbornene

: C14H14Br2O2

Conditions

Conditions	Yield
With [(1,5-cyclooctadiene)(OH)iridium(I)]2 In 1,4-dioxane at 60℃; for 6h; Inert atmosphere; Schlenk technique; Sealed tube; diastereoselective reaction;	99%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 1413732-47-4
(2,2'-bipyride-kN1,kN1')(1,1,1-trifluoromethanethiolato-kS)-copper

: 5-bromo-2,2-difluorobenzo[d][1,3]oxathiole-7-carbaldehyde

Conditions

Conditions	Yield
With potassium fluoride In acetonitrile at 100℃; for 16h; Industrial scale;	99%
With potassium fluoride In acetonitrile at 100℃; for 3h; Sealed tube; Glovebox; Inert atmosphere;	99%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 59282-61-0
chinoline-3-carbohydrazide

: N'-(3,5-dibromo-2-hydroxybenzylidene)quinolin-3-ylhydrazide

Conditions

Conditions	Yield
With acetic acid In methanol at 20℃;	99%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 19353-92-5
4-(dimethylamino)benzohydrazide

: 4-dimethylamino-N'-(3,5-dibromo-2-hydroxybenzylidene)benzohydrazide

Conditions

Conditions	Yield
With acetic acid In methanol at 20℃;	99%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 3-difluoromethoxybenzohydrazide

: 3-difluoromethoxy-N'-(3,5-dibromo-2-hydroxybenzylidene)benzohydrazide

Conditions

Conditions	Yield
With acetic acid In methanol at 20℃;	99%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 77-78-1
dimethyl sulfate

: 61657-65-6
3,5-dibromo-2-methoxybenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate	98%
With alkali

: 90-59-5
3,5-Dibromosalicylaldehyde

: 106-95-6
allyl bromide

: 181280-07-9
2-allyloxy-3,5-dibromo-benzaldehyde

Conditions

Conditions	Yield
With sodium hydroxide; benzyltri(n-butyl)ammonium chloride In dichloromethane Ambient temperature;	98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	88%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;

: 90-59-5
3,5-Dibromosalicylaldehyde

: 109-77-3
malononitrile

: 175136-96-6
C13H6Br2N4O

Conditions

Conditions	Yield
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide In ethanol; water at 20℃; for 1.5h;	98%

: H2NC5H3NNHC(S)NHP(S)(OC3H7)2

: 90-59-5
3,5-Dibromosalicylaldehyde

: C19H23Br2N4O3PS2

Conditions

Conditions	Yield
In ethanol for 2.5h; Reflux;	98%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 339-59-3
4-(trifluoromethyl)benzoic acid hydrazide

: 4-trifluoromethyl-N'-(3,5-dibromo-2-hydroxybenzylidene)benzohydrazide

Conditions

Conditions	Yield
With acetic acid In methanol at 20℃;	98%
In methanol for 1h; Reflux;	80%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 2,3-dibromobenzohydrazide

: 2,3-dibromo-N'-(3,5-dibromo-2-hydroxybenzylidene)benzohydrazide

Conditions

Conditions	Yield
With acetic acid In methanol at 20℃;	98%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 23933-57-5
dimethyl 2,2’-diamino-[1,1’-biphenyl]-4,4’-dicarboxylate

: C30H20Br4N2O6

Conditions

Conditions	Yield
With formic acid In ethanol for 24h; Reflux;	98%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 67-64-1
acetone

: (E)-4-(3,5-dibromo-2-hydroxyphenyl)but-3-en-2-one

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; Claisen-Schmidt condensation;	97%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 19522-67-9
N-isopropylethane-1,2-diamine

: 1174288-06-2
2,4-dibromo-6-[(2-isopropylaminoethylimino)methyl]phenol

Conditions

Conditions	Yield
In methanol at 20℃;	97%

: 5762-45-8, 7542-91-8, 90608-65-4
(E)-methyl 3-(piperidin-1-yl)acrylate

: 90-59-5
3,5-Dibromosalicylaldehyde

: methyl 6,8-dibromo-2-(piperidin-1-yl)-2H-chromene-3-carboxylate

Conditions

Conditions	Yield
In ethanol at 120℃; for 1h; Microwave irradiation; Green chemistry;	97%

: 584-13-4
4-amino-1,2,4-triazole

: 90-59-5
3,5-Dibromosalicylaldehyde

: 35546-71-5
2-(((4H-1,2,4-triazol-4-yl)imino)methyl)-4,6-dibromophenol

Conditions

Conditions	Yield
In ethanol at 80℃; for 2h;	97%
In ethanol for 2h; Reflux;	96%
In ethanol for 2h; Reflux;	94%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 456-06-4
4-fluorobenzoyl hydrazide

: 4-fluoro-N'-(3,5-dibromo-2-hydroxybenzylidene)benzohydrazide

Conditions

Conditions	Yield
With acetic acid In methanol at 20℃;	97%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 551-16-6
6-Aminopenicillanic Acid

: (2S,5R,6R)-6-{[1-(3,5-Dibromo-2-hydroxy-phenyl)-meth-(Z)-ylidene]-amino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

Conditions

Conditions	Yield
In ethanol; acetic acid at 40℃; for 72h;	96%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 21860-03-7
2,5-di-tert-butylaniline

: 2,4-dibromo-6-[(2,5-di-tert-butyl-phenylimino)-methyl]-phenol

Conditions

Conditions	Yield
In methanol at 45℃;	96%

: 31329-64-3
3,5-dimethylisoxazol-4-amine

: 90-59-5
3,5-Dibromosalicylaldehyde

: 1085234-39-4
C12H10Br2N2O2

Conditions

Conditions	Yield
In ethanol for 2h; Heating;	96%

: 1076-38-6
4-hydroxy[1]benzopyran-2-one

: 90-59-5
3,5-Dibromosalicylaldehyde

: 2841-87-4
9,11-dibromo-7-(4-hydroxy-2-oxo-2H-chromen-3-yl)-6H,7H-chromeno[4,3-b]chromen-6-one

Conditions

Conditions	Yield
With TiO2-carbon nanotubes nanocomposite In water at 60℃; for 1.5h; Reagent/catalyst; Solvent; Temperature; Green chemistry;	96%
at 80℃; for 2h;	93%
at 90℃; for 6h; Ionic liquid; chemoselective reaction;	90%

3,5-Dibromosalicylaldehyde Chemical Properties

Product Name: Benzaldehyde,3,5-dibromo-2-hydroxy- (CAS NO.90-59-5)

Molecular Formula: C₇H₄Br₂O₂
Molecular Weight: 279.91g/mol
Mol File: 90-59-5.mol
EINECS: 202-003-4
Appearance: yellow to yellow-brown crystalline powder
Melting Point: 82-83.5 °C(lit.)
Sensitive: Air Sensitive
Index of Refraction: 1.687
Molar Refractivity: 50.26 cm³
Molar Volume: 131.8 cm³
Surface Tension: 60.8 dyne/cm
Density: 2.122 g/cm³
Flash Point: 111.7 °C
Enthalpy of Vaporization: 51.9 kJ/mol
Boiling Point: 261.2 °C at 760 mmHg
Vapour Pressure: 0.00722 mmHg at 25°C
XLogP3-AA: 3
H-Bond Donor: 1
H-Bond Acceptor: 2
Structure Descriptors of Benzaldehyde,3,5-dibromo-2-hydroxy- (CAS NO.90-59-5):
IUPAC Name: 3,5-dibromo-2-hydroxybenzaldehyde
Canonical SMILES: C1=C(C=C(C(=C1Br)O)C=O)Br
InChI: InChI=1S/C7H4Br2O2/c8-5-1-4(3-10)7(11)6(9)2-5/h1-3,11H
InChIKey: JHZOXYGFQMROFJ-UHFFFAOYSA-N
Product Categories: Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde; Adehydes, Acetals & Ketones; Bromine Compounds; Phenols; Aldehydes; C7; Carbonyl Compounds

3,5-Dibromosalicylaldehyde Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	250mg/kg (250mg/kg)		Chemical and Pharmaceutical Bulletin. Vol. 10, Pg. 528, 1962.

3,5-Dibromosalicylaldehyde Safety Profile

Safety Information of Benzaldehyde,3,5-dibromo-2-hydroxy- (CAS NO.90-59-5):
Hazard Codes: Xi Irritant
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-24/25
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.
WGK Germany: 3
RTECS: CU5609000

3,5-Dibromosalicylaldehyde Specification

Benzaldehyde,3,5-dibromo-2-hydroxy- , its CAS NO. is 90-59-5, the synonyms are 3,5-Dibromo-2-hydroxybenzaldehyde ; 3,5-Dibromosalicylaldeyde ; 2-Hydroxy-3,5-dibromobenzaldehyde .

Product Name

3,5-Dibromosalicylaldehyde

Synthetic route

3,5-Dibromosalicylaldehyde Chemical Properties

3,5-Dibromosalicylaldehyde Toxicity Data With Reference

3,5-Dibromosalicylaldehyde Safety Profile

3,5-Dibromosalicylaldehyde Specification

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