2-Chloro-4-bromobenzaldehyde supplier

Name
2-Chloro-4-bromobenzaldehyde
EINECS
CAS No. 158435-41-7
Article Data16
CAS DataBase
Density 1.698 g/cm³
Solubility
Melting Point 74-76℃
Formula C₇H₄BrClO
Boiling Point 271.3 °C at 760 mmHg
Molecular Weight 219.465
Flash Point 117.9 °C
Transport Information
Appearance
Safety
Risk Codes C:Corrosive;
Molecular Structure
Hazard Symbols C
Synonyms 4-Bromo-2-chlorobenzaldehyde;
PSA 17.07000
LogP 2.91500

Synthetic route

: 960053-48-9
4-bromo-2-chloro-1-(dibromomethyl)benzene

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

Conditions

Conditions	Yield
With silver nitrate In ethanol; water for 1.33333h; Reflux;	99%
With silver nitrate In water for 1h; Heating / reflux;	97%

: 185315-48-4
(4-bromo-2-chlorophenyl)methanol

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

Conditions

Conditions	Yield
Stage #1: (4-bromo-2-chlorophenyl)methanol With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 2h; Swern Oxidation; Stage #2: With triethylamine In dichloromethane at 20℃; for 0.5h;	96%
	95%
With dipyridinium dichromate In dichloromethane Inert atmosphere;	88%

: 31928-47-9
4-bromo-2-chloroiodobenzene

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

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 4-bromo-2-chloroiodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -70 - -60℃; for 0.166667h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -60 - 20℃; for 1h;	67%

: 89-98-5
2-chloro-benzaldehyde

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

Conditions

Conditions	Yield
With sulfuric acid; C18H16Br4N2O3V; dihydrogen peroxide; potassium bromide In methanol; water at 20℃; for 2h; Catalytic behavior;	43.5%
With sulfuric acid; C20H22Br2N2O5V; dihydrogen peroxide In methanol; water at 20℃; for 1.08333h; Catalytic behavior;	41%

: 154607-01-9
4-bromo-2-chlorobenzonitrile

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 4-bromo-2-chlorobenzonitrile With diisobutylaluminium hydride In dichloromethane; toluene at -60 - 20℃; for 3.5h; Stage #2: With hydrogenchloride In dichloromethane; water; ethyl acetate; toluene at 0 - 20℃;
Stage #1: 4-bromo-2-chlorobenzonitrile With diisobutylaluminium hydride In toluene at -78 - -50℃; for 4h; Stage #2: With water In methanol; toluene at -50℃; for 0.166667h;

: 59748-90-2
4-Bromo-2-chloro-benzoic Acid

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: borane-THF / tetrahydrofuran / 0 - 40 °C 2: pyridinium chlorochromate / dichloromethane / 3 h / 25 °C View Scheme
Multi-step reaction with 2 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide / 17 h / 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Cooling with ice View Scheme
Multi-step reaction with 3 steps 1: hydrogenchloride / 12 h / Reflux; Inert atmosphere 2: lithium borohydride / tetrahydrofuran; methanol / 0 - 22 °C / Inert atmosphere 3: dipyridinium dichromate / dichloromethane / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: borane-THF / tetrahydrofuran / 4.33 h / 0 - 20 °C 2: dipyridinium dichromate / dichloromethane / 1 h / 20 °C View Scheme

: 25118-59-6
4-bromo-3-chlorobenzoic acid

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diborane / tetrahydrofuran / 0 - 40 °C 2: pyridinium chlorochromate / dichloromethane / 3 h / 25 °C View Scheme

: 875306-64-2
4-bromo-2-chloro-N-methoxy-N-methylbenzamide

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 1h; Cooling with ice;	4.05 g

: 1122-91-4
4-bromo-benzaldehyde

A: 111829-72-2
4-bromo-2,6-dichlorobenzaldehyde

B: 158435-41-7
4-bromo-2-chlorobenzaldehyde

Conditions

Conditions	Yield
With N-chloro-succinimide; palladium diacetate; silver trifluoroacetate; anthranilic acid; trifluoroacetic acid In 1,2-dichloro-ethane at 60℃; for 24h; Sealed tube; Overall yield = 72 %; Overall yield = 47 mg;

: 185312-82-7
4-bromo-2-chlorobenzoic acid methyl ester

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium borohydride / tetrahydrofuran; methanol / 0 - 22 °C / Inert atmosphere 2: dipyridinium dichromate / dichloromethane / Inert atmosphere View Scheme

: 89794-02-5
4-bromo-2-chlorotoluene

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: potassium permanganate / water; tert-butyl alcohol / 22 - 70 °C / Inert atmosphere 2: hydrogenchloride / 12 h / Reflux; Inert atmosphere 3: lithium borohydride / tetrahydrofuran; methanol / 0 - 22 °C / Inert atmosphere 4: dipyridinium dichromate / dichloromethane / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / dibenzoyl peroxide / tetrachloromethane / 6 h / Heating / reflux 2: silver nitrate / water / 1 h / Heating / reflux View Scheme

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 960053-48-9
4-bromo-2-chloro-1-(dibromomethyl)benzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 15h; Reflux;	100%

: 196929-78-9
(R)-2-methylpropane-2-sulfinamide

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 1051316-37-0
(R)-N-(4-bromo-2-chlorobenzylidene)-2-methylpropane-2-sulfinamide

Conditions

Conditions	Yield
With copper(II) sulfate In dichloromethane at 37℃; for 72h;	97%

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 185315-48-4
(4-bromo-2-chlorophenyl)methanol

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate at 0℃; for 0.583333h;	94.3%
With sodium tetrahydroborate In methanol at 0℃;	48 g
With methanol; sodium tetrahydroborate at 0℃; for 0.5h;	48 g
With sodium tetrahydroborate In methanol at 0℃; for 0.5h; Inert atmosphere;	48 g
With sodium tetrahydroborate In methanol at 0℃; for 0.5h;	48 g

: 877-88-3
3,5-dimethoxybenzyl bromide

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 5-[(1E)-2-(2-chloro-4-bromophenyl)ethenyl]-1,3-dimethoxybenzene

Conditions

Conditions	Yield
Stage #1: 3,5-dimethoxybenzyl bromide With triethyl phosphite at 150℃; for 4h; Wittig Olefination; Inert atmosphere; Stage #2: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Wittig Olefination; Inert atmosphere; Stage #3: 4-bromo-2-chlorobenzaldehyde In N,N-dimethyl-formamide; mineral oil at 0 - 22℃; Wittig Olefination;	91%

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 98-80-6
phenylboronic acid

: 79213-60-8
3-chloro-(1,1'-biphenyl)-4-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water for 5h; Suzuki Coupling; Reflux;	90%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 80℃; for 3h;	65%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 85℃; for 5h; Reflux;	60%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 4h; Suzuki Coupling; Reflux;

: 110-89-4
piperidine

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 1200131-41-4
1-(4-bromo-2-chlorobenzyl)piperidine

Conditions

Conditions	Yield
Stage #1: piperidine; 4-bromo-2-chlorobenzaldehyde With sodium tris(acetoxy)borohydride In dichloromethane at 0 - 20℃; Stage #2: With water In dichloromethane	87%

: 100-06-1
1-(4-methoxyphenyl)ethanone

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: (E)-1-(4-methoxyphenyl)-3-(4-bromo-2-chlorophenyl)prop-2-en-1-one

Conditions

Conditions	Yield
Stage #1: 1-(4-methoxyphenyl)ethanone With sodium hydroxide In ethanol; water at 20℃; for 0.0833333h; Claisen-Schmidt Condensation; Stage #2: 4-bromo-2-chlorobenzaldehyde at 20℃; Claisen-Schmidt Condensation;	86%

: 62290-17-9
ethyl 3-bromomethylbenzoate

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 3-[(1E)-2-(2-chloro-4-bromophenyl)ethenyl]benzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: ethyl 3-bromomethylbenzoate With triethyl phosphite at 150℃; for 4h; Wittig Olefination; Inert atmosphere; Stage #2: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Wittig Olefination; Inert atmosphere; Stage #3: 4-bromo-2-chlorobenzaldehyde In N,N-dimethyl-formamide; mineral oil at 0 - 22℃; Wittig Olefination; Inert atmosphere;	83%

: 79-46-9
2-nitropropane

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: (S)-2-methyl-2-nitro-1-(4-bromo-2-chlorophenyl)-1-propanol

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; C31H52CuN2O4 In propan-1-ol; tert-butyl methyl ether at 10℃; Henry Nitro Aldol Condensation; enantioselective reaction;	83%

: 75-16-1
methylmagnesium bromide

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 1002309-96-7
1-(4-bromo-2-chlorophenyl)ethan-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at -78 - 20℃; for 4.5h; Inert atmosphere;	81%
In tetrahydrofuran at -40 - 25℃; for 3h;	81%
In tetrahydrofuran; toluene at -78℃; for 2h; Inert atmosphere;	81%
In tetrahydrofuran at -40 - 25℃; for 3h;	81%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 74733-26-9
methyl 3-chloro-4-formyl-benzoate

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine at 60℃;	80%

...Expand

: 141-84-4
2-thioxo-4-thiazolidinone

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 5-(4-bromo-2-chlorobenzylidene)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol Reflux;	80%

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: (E)-1-(4-bromo-2-chlorophenyl)-N-hydroxymethanimine

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydrogencarbonate In methanol at 20℃; for 4h;	80%

: 126747-14-6
4-cyanophenylboronic acid

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 3'-chloro-4'-formyl-[1,1'-biphenyl]-4-carbonitrile

Conditions

Conditions	Yield
With potassium carbonate; palladium dichloride In water at 20℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere;	79%

: 4928-02-3
7-amino-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 7-{(E)-[(4-bromo-2-chlorophenyl)methylidene]amino}-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one

Conditions

Conditions	Yield
With acetic acid In ethanol at 78℃;	75%

: 1067-74-9
Methyl diethylphosphonoacetate

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 1380106-78-4
3-(4-bromo-2-chloro-phenyl)-acrylic acid methyl ester

Conditions

Conditions	Yield
Stage #1: Methyl diethylphosphonoacetate With sodium hexamethyldisilazane In tetrahydrofuran; N,N-dimethyl-formamide for 0.166667h; Stage #2: 4-bromo-2-chlorobenzaldehyde In tetrahydrofuran; N,N-dimethyl-formamide for 1h; Horner-Wadsworth-Emmons olefination;	73%

: 2033-24-1
cycl-isopropylidene malonate

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 3-(4-bromo-2-chlorophenyl)propanoic acid

Conditions

Conditions	Yield
With formic acid; triethylamine at 0 - 100℃; for 6h;	73%

: potassium trifluoro(methyl)boranuide

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: C8H6BrClO

Conditions

Conditions	Yield
With palladium diacetate; 1-fluoro-2,4,6-trimethylpyridin-1-ium tetrafluoroborate; trifluoroacetic acid at 90℃; for 24h; Inert atmosphere; Sealed tube; regioselective reaction;	73%

: 89720-77-4
4-bromo-1-bromomethyl-2-chlorobenzene

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 1,1'-(1E)-(1,2-ethenediyl)bis[2-chloro-4-bromobenzene]

Conditions

Conditions	Yield
Stage #1: 4-bromo-1-bromomethyl-2-chlorobenzene With triethyl phosphite at 150℃; for 4h; Wittig Olefination; Inert atmosphere; Stage #2: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Wittig Olefination; Inert atmosphere; Stage #3: 4-bromo-2-chlorobenzaldehyde In N,N-dimethyl-formamide; mineral oil at 0 - 22℃; Wittig Olefination; Inert atmosphere;	72%

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

: 105-56-6
ethyl 2-cyanoacetate

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: C21H15BrClNO5

Conditions

Conditions	Yield
Stage #1: ethyl 2-cyanoacetate; 4-bromo-2-chlorobenzaldehyde With guanine-functionalized mesoporous silica In ethanol at 20℃; for 0.333333h; Knoevenagel Condensation; Green chemistry; Stage #2: 4-hydroxy[1]benzopyran-2-one In ethanol at 80℃; for 4.5h; Michael Addition; Green chemistry;	70%

...Expand

: 823-78-9
meta-bromobenzyl bromide

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 2-chloro-1-[(1E)-2-(3-bromophenyl)ethenyl]-4-bromobenzene

Conditions

Conditions	Yield
Stage #1: meta-bromobenzyl bromide With triethyl phosphite at 150℃; for 4h; Wittig Olefination; Inert atmosphere; Stage #2: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Wittig Olefination; Inert atmosphere; Stage #3: 4-bromo-2-chlorobenzaldehyde In N,N-dimethyl-formamide; mineral oil at 0 - 22℃; Wittig Olefination; Inert atmosphere;	69%

: 352-24-9
ethyl 4,4-difluoro-3-oxobutyrate

: 631-61-8
ammonium acetate

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 1253075-37-4
diethyl 2,6-bis(difluoromethyl)-4-(4-bromo-2-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Conditions

Conditions	Yield
at 100℃; Hantzsch pyridine synthesis;	65%

...Expand

: 149104-88-1
4-methanesulphonylphenylboronic acid

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 2-chloro-4-[4-(methanesulfonyl)phenyl]benzaldehyde

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 80℃; for 2h; Inert atmosphere;	58%

: 13922-41-3
1-Naphthylboronic acid

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 2-chloro-4-(naphthalen-1-yl)benzaldehyde

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran for 20h; Suzuki Coupling; Inert atmosphere; Reflux;	57%

: 623-47-2
propynoic acid ethyl ester

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: ethyl 4-(4-bromo-2-chlorophenyl)-4-hydroxybut-2-ynoate

Conditions

Conditions	Yield
Stage #1: propynoic acid ethyl ester With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: 4-bromo-2-chlorobenzaldehyde In tetrahydrofuran; hexane at -78℃;	54%

: 75-89-8
2,2,2-trifluoroethanol

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 4-bromo-2-chloro-6-(2,2,2-trifluoroethoxy)benzaldehyde

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; L-valine; palladium diacetate; trifluoroacetic acid at 80℃; for 12h; Sealed tube;	52%

: 79-24-3
Nitroethane

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 960053-49-0
4-bromo-2-chloro-1-((E)-2-nitro-propenyl)-benzene

Conditions

Conditions	Yield
Stage #1: 4-bromo-2-chlorobenzaldehyde With ammonium acetate; acetic acid at 0℃; for 0.166667h; Stage #2: Nitroethane at 110℃; for 0.5h;	50%

2-Chloro-4-bromobenzaldehyde Chemical Properties

Molecular Structure of 2-Chloro-4-bromobenzaldehyde (CAS No.158435-41-7):

Molecular Formula: C₇H₄BrClO
Molecular Weight: 219.4631
CAS No: 158435-41-7
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 17.07 Å²
Index of Refraction: 1.623
Molar Refractivity: 45.59 cm³
Molar Volume: 129.2 cm³
Surface Tension: 47.1 dyne/cm
Density: 1.698 g/cm³
Flash Point: 117.9 °C
Enthalpy of Vaporization: 50.95 kJ/mol
Boiling Point: 271.3 °C at 760 mmHg
Vapour Pressure: 0.0065 mmHg at 25°C
InChI: InChI=1/C₇H₄BrClO/c8-6-2-1-5(4-10)7(9)3-6/h1-4H
InChIKey: DHGPLNJITGVCSG-UHFFFAOYAB
Std. InChI: InChI=1S/C₇H₄BrClO/c8-6-2-1-5(4-10)7(9)3-6/h1-4H
Std. InChIKey: DHGPLNJITGVCSG-UHFFFAOYSA-N
Product Categories: Adehydes, Acetals Ketones;Bromine Compounds;Chlorine Compounds

2-Chloro-4-bromobenzaldehyde Safety Profile

Hazard Codes: C
Hazard Note: Corrosive

2-Chloro-4-bromobenzaldehyde Specification

2-Chloro-4-bromobenzaldehyde (CAS No.158435-41-7), its synonyms are 4-Bromo-2-chlorobenzaldehyde ; Benzaldehyde, 4-bromo-2-chloro- ; 2-Chloro-4-bromobenzaldehyde .

Product Name

2-Chloro-4-bromobenzaldehyde

Synthetic route

2-Chloro-4-bromobenzaldehyde Chemical Properties

2-Chloro-4-bromobenzaldehyde Safety Profile

2-Chloro-4-bromobenzaldehyde Specification

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