2-Bromo-5-chlorobenzaldehyde supplier

Name
2-Bromo-5-chlorobenzaldehyde
EINECS 678-212-3
CAS No. 174265-12-4
Article Data17
CAS DataBase
Density 1.698 g/cm³
Solubility
Melting Point 66 °C
Formula C₇H₄BrClO
Boiling Point 257.7 °C at 760 mmHg
Molecular Weight 219.465
Flash Point 109.7 °C
Transport Information
Appearance
Safety 24/25
Risk Codes Xi:;
Molecular Structure
Hazard Symbols Xi
Synonyms Benzaldehyde,2-bromo-5-chloro-;5-Chloro-2-bromobenzaldehyde;
PSA 17.07000
LogP 2.91500

Synthetic route

: 60666-70-8
2-bromo-5-chlorobenzyl alcohol

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-chlorobenzyl alcohol With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 0.25h; Stage #2: With triethylamine In dichloromethane at -78 - 20℃;	96%
With triphenylmethyl alcohol; iron(III) chloride hexahydrate at 55℃; for 1h; Microwave irradiation;	85%
With triphenylmethyl alcohol; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) at 140℃; for 1h; Microwave irradiation;	85%
With Dess-Martin periodane In dichloromethane at 20℃; for 1h; Inert atmosphere;
Stage #1: 2-bromo-5-chlorobenzyl alcohol With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 0.0833333h; Stage #2: With triethylamine In dichloromethane at 0 - 20℃; for 4h;

: 1313762-49-0
1-bromo-4-chloro-2-dibromomethylbenzene

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

Conditions

Conditions	Yield
With sulfuric acid at 60℃; for 3h; Inert atmosphere;	95%

: 66192-24-3
2-bromo-5-chlorobenzyl bromide

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

Conditions

Conditions	Yield
With 4-methylmorpholine N-oxide In acetonitrile at 0℃; for 2h; Molecular sieve;	92%
With 4 A molecular sieve; 4-methylmorpholine N-oxide In acetonitrile at 0℃; for 2h;	65%

: 587-04-2
3-Chlorobenzaldehyde

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

Conditions

Conditions	Yield
With N-Bromosuccinimide; sulfuric acid; iodine at 10 - 25℃; for 3h; Reagent/catalyst;	90.1%
With N-Bromosuccinimide; 4-chloro-2-(trifluoromethyl)aniline; palladium diacetate In 1,2-dichloro-ethane; trifluoroacetic acid at 60℃; for 24h;	88%
With N-Bromosuccinimide; palladium diacetate; silver trifluoroacetate; toluene-4-sulfonic acid; trifluoroacetic acid; 4-Nitroanthranilic acid In 1,2-dichloro-ethane at 90℃; for 24h; Sealed tube;	80%
Multi-step reaction with 3 steps 1: pyridine / dichloromethane / 1 h / 20 °C 2: N-Bromosuccinimide; Ag(1-)*C2F3O2(1-); palladium diacetate / 1,2-dichloro-ethane / 24 h / 120 °C 3: formaldehyd; toluene-4-sulfonic acid / tetrahydrofuran; water / 0.25 h / 100 °C / Microwave irradiation View Scheme

: 2-bromo-5-chlorobenzaldehyde O-methyloxime

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

Conditions

Conditions	Yield
With formaldehyd; toluene-4-sulfonic acid In tetrahydrofuran; water at 100℃; for 0.25h; Microwave irradiation;	86%

: 882772-93-2
(2-bromo-5-chlorophenyl)methanediyl diacetate

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

Conditions

Conditions	Yield
With sulfuric acid In methanol; water for 0.5h; Reflux;	83%
With hydrogenchloride; water In 1,4-dioxane for 2.5h; Reflux;

3N-HCl: 3N-HCl

: 14495-51-3
2-bromo-5-chlorotoluene

: 1333-82-0
chromium(VI) oxide

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

Conditions

Conditions	Yield
With sulfuric acid In ethanol; water; acetic anhydride	77%

...Expand

: 14495-51-3
2-bromo-5-chlorotoluene

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / benzene / 16 h / Reflux; Inert atmosphere 2: sulfuric acid / 3 h / 60 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: chromium(VI) oxide; acetic acid; sulfuric acid / 2 h / 0 °C 2: sulfuric acid / methanol; water / 0.5 h / Reflux View Scheme

: 21739-93-5
2-bromo-5-chlorobenzoic acid

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: borane dimethyl sulphide complex / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere 2: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1.1: borane-THF / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere 2.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.25 h / -78 °C 2.2: -78 - 20 °C View Scheme

: 33499-36-4
3-chlorobenzaldehyde O-methyloxime

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; Ag(1-)*C2F3O2(1-); palladium diacetate / 1,2-dichloro-ethane / 24 h / 120 °C 2: formaldehyd; toluene-4-sulfonic acid / tetrahydrofuran; water / 0.25 h / 100 °C / Microwave irradiation View Scheme

: 7775-19-1
sodium metaborate

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

Conditions

Conditions	Yield
bis(triphenylphosphine)palladium(II)-chloride In water

: 13780-71-7
dihydroxyborane

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 60666-70-8
2-bromo-5-chlorobenzyl alcohol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h;	100%
With sodium hydride In methanol at 20℃;	95%
With sodium borohydrid In methanol; water; acetone	94%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 108-00-9
N,N-dimethylethylenediamine

: 886041-45-8
N'-(2-bromo-5-chlorobenzyl)-N,N-dimethylethane-1,2-diamine

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-chlorobenzaldehyde; N,N-dimethylethylenediamine With acetic acid In tetrahydrofuran at 20℃; for 1h; pH=5; Stage #2: With sodium cyanoborohydride In methanol at 20℃; for 3h; Stage #3: With water; sodium hydrogencarbonate In ethyl acetate	100%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1-bromo-4-chloro-2-vinylbenzene

Conditions

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 2h; Wittig Olefination; Stage #2: 2-bromo-5-chlorobenzaldehyde In tetrahydrofuran at 0 - 20℃; for 12h; Wittig Olefination;	100%
With potassium carbonate In 1,4-dioxane at 110℃; for 10h; Inert atmosphere;	79%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃; for 1.5h; Inert atmosphere; Stage #2: 2-bromo-5-chlorobenzaldehyde In tetrahydrofuran; hexane at 0 - 20℃; for 2h; Inert atmosphere;	60%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 1066-54-2
trimethylsilylacetylene

: 5-chloro-2-[2-(trimethylsilyl)ethynyl]benzaldehyde

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine at 20 - 70℃; Sonogashira Cross-Coupling; Inert atmosphere;	99%
Stage #1: 2-bromo-5-chlorobenzaldehyde With copper(l) iodide; triethylamine at 23℃; for 0.25h; Inert atmosphere; Stage #2: trimethylsilylacetylene With tetrakis(triphenylphosphine) palladium(0) at 20℃; Inert atmosphere;
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 12h;

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 10272-07-8
3,5-Dimethoxyaniline

: 7-chloro-1,3-dimethoxyacridine

Conditions

Conditions	Yield
Stage #1: 3.5-dimethoxyaniline With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate In toluene at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: 2-bromo-5-chlorobenzaldehyde In toluene at 80℃; for 12h; Inert atmosphere;	99%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 676578-20-4
2-(anthracene-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1301205-51-5
C21H13ClO

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water for 11h; Suzuki-Miyaura Coupling; Reflux;	98%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 149-73-5
trimethyl orthoformate

: 959687-69-5
2-bromo-5-chlorobenzaldehyde dimethyl acetal

Conditions

Conditions	Yield
With tropylium tetrafluoroborate In acetonitrile at 70℃; for 5h; Inert atmosphere; Green chemistry;	98%
With Montmollironite clay K-10 at 20℃; for 1.5h; Inert atmosphere;	77%
Stage #1: trimethyl orthoformate With montmorillonite clay k-10 at 20℃; for 0.333333h; Inert atmosphere; Stage #2: 2-bromo-5-chlorobenzaldehyde for 3h; Inert atmosphere;

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 107-21-1
ethylene glycol

: 1187647-98-8
2-(2-bromo-5-chlorophenyl)-1,3-dioxolane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 12h; Inert atmosphere; Dean-Stark; Reflux;	98%
With toluene-4-sulfonic acid In toluene Reflux;	59%
With toluene-4-sulfonic acid In toluene for 18h; Reflux; Inert atmosphere;

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 504-63-2
trimethyleneglycol

: 2-(2-bromo-5-chlorophenyl)-1,3-dioxane

Conditions

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

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 4009-98-7
(methoxymethyl)triphenylphosphonium chloride

: 1-bromo-4-chloro-2-(2-methoxyvinyl)benzene

Conditions

Conditions	Yield
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at -25℃; Inert atmosphere; Stage #2: 2-bromo-5-chlorobenzaldehyde In tetrahydrofuran at -25℃; for 2h; Temperature;	97%
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium hexamethylsilazane In toluene at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: 2-bromo-5-chlorobenzaldehyde In toluene at 0 - 20℃; for 7h; Inert atmosphere;
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: 2-bromo-5-chlorobenzaldehyde In tetrahydrofuran at 20℃; for 3h; Wittig reaction; Inert atmosphere;
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: 2-bromo-5-chlorobenzaldehyde In tetrahydrofuran at 0 - 24℃; for 24.5h; Inert atmosphere;

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 42973-56-8
2-(2-hydroxy-3-methoxyphenyl)acetonitrile

: 1446201-58-6
2-chloro-6-methoxydibenzo[b,f]oxepine-10-carbonitrile

Conditions

Conditions	Yield
With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide at 100℃; Inert atmosphere;	97%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 106-47-8
4-chloro-aniline

: 2,7-dichloroacridine

Conditions

Conditions	Yield
Stage #1: 4-chloro-aniline With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate In toluene at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: 2-bromo-5-chlorobenzaldehyde In toluene at 80℃; for 12h; Inert atmosphere; Stage #3: With aluminum (III) chloride In toluene at 80℃; for 12h;	97%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 75-64-9
tert-butylamine

: (E)-N-(2-bromo-5-chlorobenzylidene)-2-methylpropan-2-amine

Conditions

Conditions	Yield
at 80℃; for 17h; Sealed tube;	97%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 144025-03-6
2,4-difluorophenylboronic acid

: 4-chloro-2',4'-difluoro-[1,1'-biphenyl]-2-carbaldehyde

Conditions

Conditions	Yield
With potassium phosphate monohydrate; C66H84O10P2Pd In water; toluene at 45℃; for 3h; Reagent/catalyst; Solvent; Suzuki-Miyaura Coupling; Inert atmosphere;	97%
With potassium phosphate monohydrate; C50H64NO6PPdS In water at 45℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 4009-98-7
(methoxymethyl)triphenylphosphonium chloride

: 1-bromo-4-chloro-2-(2-methoxyvinyl)benzene

Conditions

Conditions	Yield
With potassium tert-butylate In Petroleum ether	97%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 98-80-6
phenylboronic acid

: 1198208-10-4
4-chloro-[1,1'-biphenyl]-2-carbaldehyde

Conditions

Conditions	Yield
With C35H47O3PC15H16N(1-)CH3O3S(1-)*Pd(2+); triethylamine In water at 45℃; for 24h; Suzuki-Miyaura Coupling;	96%
Stage #1: 2-bromo-5-chlorobenzaldehyde; phenylboronic acid With sodium carbonate In water; N,N-dimethyl-formamide for 0.0833333h; Stage #2: With palladium diacetate In water; N,N-dimethyl-formamide at 20℃;	91%
With C64H118O20; C54H72NO6PPdS; triethylamine In tetrahydrofuran; water at 45℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;	90%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 72824-04-5
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

A: (1R)-6-chloro-2,3-dihydro-3-(methylene)inden-1-ol

B: (1S)-6-chloro-2,3-dihydro-3-(methylene)inden-1-ol

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-chlorobenzaldehyde; 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With (R)-3,3′-bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate; potassium carbonate In water; toluene at -50 - 20℃; for 24h; Stage #2: With bis-triphenylphosphine-palladium(II) chloride; hydrazine hydrate In water; toluene at 100℃; for 20h; enantioselective reaction;	A 96% B n/a

...Expand

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 75-16-1
methylmagnesium bromide

: 1-(2′-bromo-5′-chlorophenyl)ethan-1-ol

Conditions

Conditions	Yield
In diethyl ether; dibutyl ether at -78 - 0℃; Inert atmosphere;	96%
In tetrahydrofuran at 0℃; Inert atmosphere;	83%
In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere;	81%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 343338-28-3
(S)-2-methylpropane-2-sulfinamide

: S-N-(2-bromo-5-chlorobenzylidene)-2-methylpropane-2-sulfinamide

Conditions

Conditions	Yield
With caesium carbonate In toluene at 40℃; for 2h; Temperature; Concentration; Solvent;	95.2%
With caesium carbonate In dichloromethane Reflux;

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 14714-50-2
2-hydroxybenzyl cyanide

: 1400574-15-3
2-chlorodibenzo[b,f]oxepine-10-carbonitrile

Conditions

Conditions	Yield
With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide at 100℃; Inert atmosphere;	95%
With caesium carbonate In toluene at 130℃; for 24h; Inert atmosphere; Molecular sieve;	93%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 942400-60-4
1-(2-bromo-5-chlorophenyl)methanamine

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-chlorobenzaldehyde With hydroxylamine In methanol at 20℃; for 4h; Stage #2: With acetic acid; zinc	95%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 2-(methylamino)-N’-phenylbenzohydrazide

: 1437780-46-5
2-(2-bromo-5-chlorophenyl)-1-methyl-3-(phenylamino)-2,3-dihydroquinazolin-4(1H)-one

Conditions

Conditions	Yield
With caesium carbonate; copper(I) bromide In 1,4-dioxane for 3h; Reflux;	95%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 201230-82-2
carbon monoxide

: 70097-46-0
3-hydroxy-5-chloroisobenzofuran-1(3H)-one

Conditions

Conditions	Yield
With water; palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran at 65℃; for 2h; Inert atmosphere;	95%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 100124-06-9
4-dibenzofurylboronic acid

: C19H11ClO2

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Reflux; Inert atmosphere;	93%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Inert atmosphere; Reflux;	93%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 24h; Reflux; Inert atmosphere;	77%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 14900-39-1
phenylvinylboronic acid

: 5-chloro-2-(1-phenylvinyl)benzaldehyde

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Reflux;	93%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 1261815-96-6
2-(5-bromo-2-hydroxyphenyl)acetonitrile

: 1446201-66-6
8-bromo-2-chlorodibenzo[b,f]oxepine-10-carbonitrile

Conditions

Conditions	Yield
With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide at 100℃; Inert atmosphere;	92%

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 30086-49-8
2-amino-N'-phenylbenzohydrazide

: 1437780-33-0
2-chloro-5-phenylindazolo[3,2-b]quinazolin-7(5H)-one

Conditions

Conditions	Yield
With caesium carbonate; copper(I) bromide In 1,4-dioxane for 15h; Reflux;	92%
Multi-step reaction with 2 steps 1: citric acid / ethanol / Reflux 2: copper(l) chloride; L-proline; caesium carbonate / dimethyl sulfoxide / 12 h / 90 °C / Inert atmosphere; Schlenk technique View Scheme

2-Bromo-5-chlorobenzaldehyde Chemical Properties

Molecular Formula: C₇H₄BrClO
Molecular Weight: 219.46g/mol
Density: 1.698 g/cm³
Melting Point: 66 °C
Boiling Point: 257.7 °C at 760 mmHg
Flash Point: 109.7 °C
Freely Rotating Bonds: 1
Polar Surface Area: 17.07Å²
Index of Refraction: 1.623
Molar Refractivity: 45.59 cm³
Molar Volume: 129.2 cm³
Polarizability: 18.07×10^-24 cm³
Surface Tension: 47.1 dyne/cm
Enthalpy of Vaporization: 49.53 kJ/mol
Vapour Pressure: 0.0143 mmHg at 25°C
Product categories of 2-Bromo-5-chlorobenzaldehyde (CAS NO.174265-12-4): Adehydes, Acetals & Ketones; Bromine Compounds and Chlorine Compounds
The molecular structure of 2-Bromo-5-chlorobenzaldehyde (CAS NO.174265-12-4):

2-Bromo-5-chlorobenzaldehyde Safety Profile

Hazard Codes: Irritant Xi

2-Bromo-5-chlorobenzaldehyde Specification

2-Bromo-5-chlorobenzaldehyde (CAS NO.174265-12-4) is also named as benzaldehyde, 2-bromo-5-chloro- ; 5-Chloro-2-bromobenzaldehyde .

Product Name

2-Bromo-5-chlorobenzaldehyde

Synthetic route

2-Bromo-5-chlorobenzaldehyde Chemical Properties

2-Bromo-5-chlorobenzaldehyde Safety Profile

2-Bromo-5-chlorobenzaldehyde Specification

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