3,5-Dibromobenzaldehyde supplier

Name
3,5-Dibromobenzaldehyde
EINECS -0
CAS No. 56990-02-4
Article Data32
CAS DataBase
Density 1.977 g/cm³
Solubility insoluble in water
Melting Point 84-88 °C(lit.)
Formula C₇H₄Br₂O
Boiling Point 287.221 °C at 760 mmHg
Molecular Weight 263.916
Flash Point 113.496 °C
Transport Information UN 3261 8/PG 2
Appearance White powder
Safety 26-36/37/39-45
Risk Codes 34
Molecular Structure
Hazard Symbols C
Synonyms Benzaldehyde,3,5-dibromo-
PSA 17.07000
LogP 3.02410

Synthetic route

: 626-39-1
1,3,5-trisbromobenzene

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 1,3,5-trisbromobenzene With magnesium In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; Large scale; Stage #2: With methylmagnesium chloride In tetrahydrofuran for 3.5h; Reflux; Inert atmosphere; Large scale; Stage #3: N,N-dimethyl-formamide In tetrahydrofuran at 0 - 10℃; for 2h; Temperature; Reagent/catalyst; Inert atmosphere; Large scale;	95%
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In diethyl ether; hexane at -78℃; Stage #2: N,N-dimethyl-formamide In diethyl ether; hexane at -78 - 0℃; Further stages.;	94%
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In diethyl ether at -78℃; Stage #2: N,N-dimethyl-formamide In diethyl ether for 1h; Stage #3: With hydrogenchloride In diethyl ether; water	70%

: 56908-88-4
3,5-dibromobenzyl bromide

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
With 4-methylmorpholine N-oxide In tetrahydrofuran for 12h; Reflux;	92%

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 3,5-dibromophenyllithium

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
In diethyl ether at -78℃; for 1h;	86%

: 1611-92-3
3,5-dibromotoluene

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
With C15H11ClN4SZn; p-benzoquinone In tert-butyl alcohol for 8h; Reagent/catalyst;	83%
With bromine at 180 - 200℃; Erwaermen des Reaktionsprodukts mit konz. Schwefelsaeure auf 70-80grad;
Multi-step reaction with 2 steps 1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 24 h / Reflux 2: 4-methylmorpholine N-oxide / tetrahydrofuran / 12 h / Reflux View Scheme

: C13H9Br2NO

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
With hydrogenchloride In water; N,N-dimethyl-formamide at 50℃; for 1h;	82%
With hydrogenchloride; water at 50℃; for 1h;	82%

: 3,5-dibromophenylboronic acid

: 298-12-4
Glyoxilic acid

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
With 1,2,3,4-tetrahydroisoquinoline In acetonitrile at 20℃; Green chemistry;	50%

: 626-39-1
1,3,5-trisbromobenzene

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
With magnesium In hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide	45%
With magnesium In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide

: 19752-57-9
1,3-dibromo-5-iodobenzene

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 1,3-dibromo-5-iodobenzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 20℃;	28%

: 42460-62-8
4-amino-3,5-dibromo-benzaldehyde

A: 6311-60-0
3,5-dibromonitrobenzene

B: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
With potassium disulphite; nitric acid Erwaermen der mit Eiswasser verd. Diazoniumsalz-Loesung mit Alkohol in Gegenwart von Kupfersulfat;

: 1611-92-3
3,5-dibromotoluene

: 108-24-7
acetic anhydride

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
With chromium(VI) oxide; sulfuric acid; acetic acid anschl. Erhitzen mit wss. H2SO4;

diazotized 3.5-dibromo-4-amino-benzaldehyde: diazotized 3.5-dibromo-4-amino-benzaldehyde

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
With ethanol

: 42460-62-8
4-amino-3,5-dibromo-benzaldehyde

: 7697-37-2
nitric acid

K2S2O5: K2S2O5

A: 6311-60-0
3,5-dibromonitrobenzene

B: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
at 0℃; anschliessend Erwaermen mit waessrig-alkoholischer Kupfersulfat-Loesung.Diazotization;

...Expand

: 145691-59-4
(3,5-dibromophenyl)methanol

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
With pyridinium chlorochromate In dichloromethane at 40℃;

: 6311-60-0
3,5-dibromonitrobenzene

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 89 percent / SnCl2*2H2O / ethanol; tetrahydrofuran / 20 h / 20 °C 2.1: H2SO4; NaNO2 / 2 h / 0 °C 2.2: 70 percent / KI / 0.25 h / 80 °C 3.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C 3.2: 28 percent / tetrahydrofuran / -78 - 20 °C View Scheme

: 626-40-4
3,5-dibromoaniline

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: H2SO4; NaNO2 / 2 h / 0 °C 1.2: 70 percent / KI / 0.25 h / 80 °C 2.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C 2.2: 28 percent / tetrahydrofuran / -78 - 20 °C View Scheme

: 827-94-1
2,6-dibromo-4-nitroaniline

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 80 percent / H2SO4; NaNO2 / ethanol / 36 h / 90 °C 2.1: 89 percent / SnCl2*2H2O / ethanol; tetrahydrofuran / 20 h / 20 °C 3.1: H2SO4; NaNO2 / 2 h / 0 °C 3.2: 70 percent / KI / 0.25 h / 80 °C 4.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C 4.2: 28 percent / tetrahydrofuran / -78 - 20 °C View Scheme

: 100-01-6
4-nitro-aniline

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 97 percent / Br2 / acetic acid / 4 h / 65 °C 2.1: 80 percent / H2SO4; NaNO2 / ethanol / 36 h / 90 °C 3.1: 89 percent / SnCl2*2H2O / ethanol; tetrahydrofuran / 20 h / 20 °C 4.1: H2SO4; NaNO2 / 2 h / 0 °C 4.2: 70 percent / KI / 0.25 h / 80 °C 5.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C 5.2: 28 percent / tetrahydrofuran / -78 - 20 °C View Scheme

: 618-58-6
3,5-dibromobenzoic acid

: 56990-02-4
3,5-dibromobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H3B*S(CH3)2 / tetrahydrofuran / 70 °C 2: PCC / CH2Cl2 / 40 °C View Scheme

: 56990-02-4
3,5-dibromobenzaldehyde

: 145691-59-4
(3,5-dibromophenyl)methanol

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol; dichloromethane at 20℃; for 3h;	100%
With sodium tetrahydroborate In methanol at 0 - 20℃;	95%
With sodium tetrahydroborate In ethanol; dichloromethane at 20℃; for 3h;	93%

: 56990-02-4
3,5-dibromobenzaldehyde

: 107-21-1
ethylene glycol

: 773094-77-2
2-(3,5-dibromophenyl)-1,3-dioxolane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 1h; Heating / reflux;	100%
With toluene-4-sulfonic acid In benzene Heating;	98%
With toluene-4-sulfonic acid In toluene at 110℃; for 4h; Inert atmosphere;	83.6%
With toluene-4-sulfonic acid In benzene for 5h; Heating;
With toluene-4-sulfonic acid In toluene for 5h; Reflux; Dean-Stark;	6.27 g

: 56990-02-4
3,5-dibromobenzaldehyde

: 126-30-7
2,2-Dimethyl-1,3-propanediol

: 213622-10-7
2-(3,5-Dibromo-phenyl)-5,5-dimethyl-[1,3]dioxane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In tetrahydrofuran for 8h; Reflux;	100%
With toluene-4-sulfonic acid In benzene for 48h; Reflux; Inert atmosphere;	97%
With toluene-4-sulfonic acid In benzene Dean-Stark;	97%
With toluene-4-sulfonic acid In tetrahydrofuran for 8h; Reflux;

: 56990-02-4
3,5-dibromobenzaldehyde

: 106-49-0
p-toluidine

: (E)-N-(3,5-dibromobenzylidene)-4-methylaniline

Conditions

Conditions	Yield
In neat (no solvent) at 20℃; Green chemistry;	99%
In dichloromethane at 27℃; for 0.0833333h;

: 92-91-1
biphenyl-4-acetaldehyde

: 56990-02-4
3,5-dibromobenzaldehyde

: 1-[1,10-biphenyl]-4-yl-3-(3,5-dibromophenyl)-2-propen-1-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 2h;	99%
In ethanol; water at 20℃; for 2h;	98%
With sodium t-butanolate In ethanol at 25℃; Inert atmosphere;	98.49%

: sodium 2'‐(dicyclohexylphosphaneyl)‐2,6‐diisopropyl‐[1,1'‐biphenyl]‐3‐sulfonate

: 225931-80-6
bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II)

: 56990-02-4
3,5-dibromobenzaldehyde

: C59H72Br2O11P2Pd2S2(2-)*2Na(1+)

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 1h;	99%

...Expand

: 56990-02-4
3,5-dibromobenzaldehyde

: C23H37N2OP

: C30H41Br2N2O2P

Conditions

Conditions	Yield
In toluene at 20℃; for 3h;	99%

: 56990-02-4
3,5-dibromobenzaldehyde

: 13331-27-6
m-nitrobenzene boronic acid

: 3,5-di(3-nitrophenyl)-benzaldehyde

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 90℃; for 24h; Schlenk technique; Inert atmosphere;	99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 90℃; for 24h; Inert atmosphere;	80%

: 56990-02-4
3,5-dibromobenzaldehyde

: 98-80-6
phenylboronic acid

: 220955-80-6
[1,1′:3′,1″-terphenyl]-5′-carbaldehyde

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water; toluene at 105℃; for 120h; Suzuki-Miyaura cross-coupling reaction;	98%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 90℃; Suzuki Coupling; Inert atmosphere;	98%
With palladium diacetate; sodium carbonate; triphenylphosphine In ethanol; toluene at 100℃; for 24h; Suzuki Coupling; Inert atmosphere; Sealed tube;	93%

: 56990-02-4
3,5-dibromobenzaldehyde

: 536-74-3
phenylacetylene

: (-)-(1S)-1-(3,5-dibromophenyl)-3-phenylprop-2-yn-1-ol

Conditions

Conditions	Yield
Stage #1: phenylacetylene With (-)-N-methylephedrine; triethylamine; zinc trifluoromethanesulfonate In toluene for 0.25h; Stage #2: 3,5-dibromobenzaldehyde In toluene Further stages.;	98%

: 1122-62-9
2-acetylpyridine

: 56990-02-4
3,5-dibromobenzaldehyde

: C14H9Br2NO

Conditions

Conditions	Yield
In ethanol; water at 20℃; for 2h;	98%

: 56990-02-4
3,5-dibromobenzaldehyde

: 27841-33-4
4,5-dimethoxybenzene-1,2-diamine

: C15H12Br2N2O2

Conditions

Conditions	Yield
With sodium hydrogensulfite In ethanol; water for 48h; Reflux;	98%

: 22665-67-4
2-methoxyisobutanol

: 56990-02-4
3,5-dibromobenzaldehyde

: 213622-10-7
2-(3,5-Dibromo-phenyl)-5,5-dimethyl-[1,3]dioxane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating;	97%

: 56990-02-4
3,5-dibromobenzaldehyde

: 79887-10-8
1-ethynyl-4-(n-pentyl)benzene

: 496043-84-6
3,5-bis-(4-pentyl-phenylethynyl)-benzaldehyde

Conditions

Conditions	Yield
With 4 A molecular sieve; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In N,N-dimethyl-formamide at 60℃; for 7h; Sonogashira coupling;	97%

: 56990-02-4
3,5-dibromobenzaldehyde

: 32316-92-0
naphthalene-2-boronic acid

: 3,5-di(naphthalen-2-yl)benzaldehyde

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran for 19h; Inert atmosphere;	97%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 120℃; Inert atmosphere;	95%

: 56990-02-4
3,5-dibromobenzaldehyde

: 762-04-9
phosphonic acid diethyl ester

: 109-77-3
malononitrile

: [1-(3,5-dibromophenyl)-2,2-dicyanoethyl]phosphonic acid diethyl ester

Conditions

Conditions	Yield
With 1,4-diazabicyclo[2.2.2]octane hydroacetate In neat (no solvent) at 25℃; for 0.666667h; Green chemistry;	97%

...Expand

: 56990-02-4
3,5-dibromobenzaldehyde

: 7480-35-5, 13286-59-4, 74165-73-4, 126456-43-7, 136030-00-7, 140632-19-5, 140632-20-8
(1S,2R)-1-amino-2-indanol

: pinacol homoallenylboronate

: (1S,2R)-1-((1-(3,5-dibromophenyl)-2-methylenebut-3-en-1-yl)amino)-2,3-dihydro-1H-inden-2-ol

Conditions

Conditions	Yield
Stage #1: 3,5-dibromobenzaldehyde; (1S,2R)-1-amino-2-indanol In methanol; dimethyl sulfoxide at 20℃; for 2h; Petasis Reaction; Schlenk technique; Stage #2: pinacol homoallenylboronate In methanol; dimethyl sulfoxide at 20℃; for 48h; Petasis Reaction; Schlenk technique; regioselective reaction;	97%

...Expand

: C72H110O4

: 56990-02-4
3,5-dibromobenzaldehyde

: C151H222O9

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine; copper(l) iodide In tetrahydrofuran at 65℃; Sonogashira reaction;	96%

: 56990-02-4
3,5-dibromobenzaldehyde

: 1066-54-2
trimethylsilylacetylene

: 153390-73-9
3,5‐bis((trimethylsilyl)ethynyl)benzaldehyde

Conditions

Conditions	Yield
With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; diisopropylamine; triphenylphosphine In 1,4-dioxane at 20℃; Inert atmosphere;	95%
With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; diisopropylamine; triphenylphosphine In 1,4-dioxane at 20℃;	95%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran Sonogashira Cross-Coupling;	95%

: 56990-02-4
3,5-dibromobenzaldehyde

: 256386-08-0
5-dibromomethyl-1,3-dibromobenzene

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at 20℃; for 24h; Inert atmosphere;	95%
With boron tribromide In dichloromethane at 20℃; for 24h;	80%
With boron tribromide In dichloromethane at 20℃; Substitution;

: 558-13-4
carbon tetrabromide

: 56990-02-4
3,5-dibromobenzaldehyde

: C8H4Br4

Conditions

Conditions	Yield
Stage #1: carbon tetrabromide With triphenylphosphine; zinc In dichloromethane at 20℃; for 24h; Stage #2: 3,5-dibromobenzaldehyde In dichloromethane at 0 - 20℃; Further stages.;	95%

: 56990-02-4
3,5-dibromobenzaldehyde

: 21204-67-1
methyl (triphenylphosphoranylidene)acetate

: 2-propenoic acid, 3-(3,5-dibromophenyl)-methyl ester

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 7h; Inert atmosphere;	95%

: 110-91-8
morpholine

: 56990-02-4
3,5-dibromobenzaldehyde

: 536-74-3
phenylacetylene

: C19H17Br2NO

Conditions

Conditions	Yield
With catena-poly[di-μ-iodido-bis[(1,2-bis(4-chlorophenylthio)propane)copper(I)]] In neat (no solvent) at 80℃; for 4h;	95%

...Expand

: 56990-02-4
3,5-dibromobenzaldehyde

: 74258-81-4
3-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazol-5-amine

: 123-54-6
acetylacetone

: 1-[7-(3,5-dibromophenyl)-5-methyl-2-(3,4,5-trimethoxyphenyl)-1,7-dihydro-[1,2,4]triazolo [1,5-a]pyrimidin-6-yl]ethanone

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 90℃; for 12h;	95%

...Expand

: 56990-02-4
3,5-dibromobenzaldehyde

: 615-13-4
2-indanone

: C16H10Br2O

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 3h;	94%

: 56990-02-4
3,5-dibromobenzaldehyde

: 504-02-9
1,3-cylohexanedione

: 74258-81-4
3-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazol-5-amine

: 9-(3,5-dibromophenyl)-2-(3,4,5-trimethoxyphenyl)-5,6,7,9-tetrahydro-1H-[1,2,4]triazolo [5,1-b]quinazolin-8-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 90℃; for 12h;	94%

...Expand

: 56990-02-4
3,5-dibromobenzaldehyde

: C14H10Br4O2

Conditions

Conditions	Yield
With isonicotinate tert-butyl ester; bis(pinacol)diborane for 6h; Reflux;	94%

: 627-19-0
1-Pentyne

: 56990-02-4
3,5-dibromobenzaldehyde

: 618119-37-2
3,5-bis(pentynyl)benzaldehyde

Conditions

Conditions	Yield
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 80℃; for 48h; Sonogashira coupling;	93%

: 56990-02-4
3,5-dibromobenzaldehyde

: 363622-48-4
1,3-dibromo-5-[(diethylphosphonyl)methyl]benzene

: (E)-1,2-bis(3,5-dibromophenyl)ethene

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 3h; Wittig reaction; Inert atmosphere;	93%
With potassium tert-butylate In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;	81%

3,5-Dibromobenzaldehyde Chemical Properties

IUPAC Name: 3,5-Dibromobenzaldehyde
The MF of 3,5-Dibromobenzaldehyde (56990-02-4) is C₇H₄Br₂O.

The MW of 3,5-Dibromobenzaldehyde (56990-02-4) is 263.91.
Synonyms of 3,5-Dibromobenzaldehyde (56990-02-4): 3,5-Dibrombenzolcarbaldehyd ; Benzaldehyde, 3,5-dibromo- ; 3,5-Dibromobenzaldehyde ; TL8001017
Product Categories: Aromatic Aldehydes & Derivatives;Benzaldehyde;Adehydes, Acetals & Ketones;Bromine Compounds;Building Blocks for Dendrimers
Index of Refraction: 1.645
Apperance: White powder
Density: 1.977 g/ml
Flash Point: 113.5 °C
Boiling Point: 287.2 °C
Melting Point: 89-93 °C
Water Solubility: insoluble
Sensitive: Air Sensitive
BRN: 2573432

3,5-Dibromobenzaldehyde Uses

3,5-Dibromobenzaldehyde (56990-02-4) is used as pharmaceutical intermediates.

3,5-Dibromobenzaldehyde Safety Profile

Safety information of 3,5-Dibromobenzaldehyde (56990-02-4):
Hazard Codes C
Risk Statements
34 Causes burns
Safety Statements
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39
45 If swallowed, seek medical advice immediately and show this container or label
RIDADR UN 3261 8/PG 2
WGK Germany 3

Product Name

3,5-Dibromobenzaldehyde

Synthetic route

3,5-Dibromobenzaldehyde Chemical Properties

3,5-Dibromobenzaldehyde Uses

3,5-Dibromobenzaldehyde Safety Profile

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