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2-Bromo-5-chlorobenzaldehyde
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Name

2-Bromo-5-chlorobenzaldehyde

 EINECS 678-212-3
CAS No. 174265-12-4 Density 1.698 g/cm3
PSA 17.07000 LogP 2.91500
Solubility N/A 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 N/A Appearance N/A
Safety 24/25 Risk Codes  Xi:;
Molecular Structure Molecular Structure of 174265-12-4 (2-Bromo-5-chlorobenzaldehyde) Hazard Symbols IrritantXi
Synonyms

Benzaldehyde,2-bromo-5-chloro-;5-Chloro-2-bromobenzaldehyde;

Article Data 17

2-Bromo-5-chlorobenzaldehyde Synthetic route

60666-70-8

2-bromo-5-chlorobenzyl alcohol

174265-12-4

2-bromo-5-chlorobenzaldehyde

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sulfuric acid In ethanol; water; acetic anhydride77%
14495-51-3

2-bromo-5-chlorotoluene

174265-12-4

2-bromo-5-chlorobenzaldehyde

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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

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:  IrritantXi

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 .

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