2-Bromo-2',4'-dichloroacetophenone supplier

Name
2-Bromo-2',4'-dichloroacetophenone
EINECS 220-116-7
CAS No. 2631-72-3
Article Data60
CAS DataBase
Density 1.695 g/cm³
Solubility
Melting Point 25-29 ºC
Formula C8H5 Br Cl2 O
Boiling Point 296.7 °C at 760 mmHg
Molecular Weight 267.937
Flash Point 133.3 °C
Transport Information
Appearance White to brown low melting solid
Safety S26;S36 25 28A 36 37 39 45
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols
Synonyms Acetophenone,2-bromo-2',4'-dichloro- (7CI); 2,4-Dichlorophenacyl bromide; 2,4-Dichlorophenylbromomethyl ketone; 2-Bromo-1-(2,4-dichlorophenyl)ethan-1-one;2-Bromo-1-(2,4-dichlorophenyl)ethanone; 2-Bromo-2',4'-dichloroacetophenone;2',4'-Dichloro-2-bromoacetophenone; a-Bromo-2,4-dichloroacetophenone; w-Bromo-2,4-dichloroacetophenone
PSA 17.07000
LogP 3.57100

Synthetic route

: 2234-16-4
1-(2,4-dichlorophenyl)ethan-1-one

: 2631-72-3
2,4-dichlorophenacyl bromide

Conditions

Conditions	Yield
With bromine In 1,4-dioxane; diethyl ether for 0.5h; Ambient temperature;	100%
With copper(ll) bromide In chloroform; ethyl acetate at 40℃; for 2h;	100%
With dihydrogen peroxide; bromine; sodium carbonate In dichloromethane at 20 - 40℃; Green chemistry;	91.4%

: 2234-16-4
1-(2,4-dichlorophenyl)ethan-1-one

A: 24123-68-0
2,2-dibromo-1-(2,4-dichlorophenyl)ethanone

B: 2631-72-3
2,4-dichlorophenacyl bromide

Conditions

Conditions	Yield
With trimethylsilyl bromide; potassium nitrate In dichloromethane at 20℃; for 48h;	A n/a B 72%

: 24123-68-0
2,2-dibromo-1-(2,4-dichlorophenyl)ethanone

: 121-45-9
phosphorous acid trimethyl ester

A: 2631-72-3
2,4-dichlorophenacyl bromide

B: 68107-01-7
O,O-dimethyl-O-<1-(2,4-dichlorophenyl)-2-bromo>vinyl phosphate (isomer Z)

Conditions

Conditions	Yield
In methanol for 0.25h; Heating; Title compound not separated from byproducts;	A 45% B 10%

...Expand

: 2234-16-4
1-(2,4-dichlorophenyl)ethan-1-one

A: 60208-07-3
α-bromo-2,4-dibromoacetophenone

B: 2631-72-3
2,4-dichlorophenacyl bromide

Conditions

Conditions	Yield
With bromine In acetic acid at 35 - 40℃; for 2h;

: 60-29-7
diethyl ether

: 7732-18-5
water

: 2234-16-4
1-(2,4-dichlorophenyl)ethan-1-one

: 2631-72-3
2,4-dichlorophenacyl bromide

Conditions

Conditions	Yield
With bromine

...Expand

: 13094-51-4
bromoacetic anhydride

: 541-73-1
1,3-Dichlorobenzene

: 2631-72-3
2,4-dichlorophenacyl bromide

Conditions

Conditions	Yield
Stage #1: bromoacetic anhydride With aluminum (III) chloride In dichloromethane at 25℃; for 0.5h; Stage #2: 1,3-Dichlorobenzene In dichloromethane for 16h; Reflux;

: 598-21-0
2-Bromoacetyl bromide

: 541-73-1
1,3-Dichlorobenzene

: 2631-72-3
2,4-dichlorophenacyl bromide

Conditions

Conditions	Yield
Stage #1: 2-Bromoacetyl bromide With aluminum (III) chloride In dichloromethane at 25℃; for 0.5h; Stage #2: 1,3-Dichlorobenzene In dichloromethane for 16h; Reflux;

: 541-73-1
1,3-Dichlorobenzene

: 2631-72-3
2,4-dichlorophenacyl bromide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / 1,2-dichloro-benzene / 0.33 h 1.2: Cooling with ice 2.1: aluminum (III) chloride; bromine / diethyl ether / Cooling with ice View Scheme
Multi-step reaction with 2 steps 1: calcium chloride; hydrogenchloride; aluminum (III) chloride / water / 0.83 h 2: aluminum (III) chloride; bromine / diethyl ether / Cooling with ice View Scheme
Multi-step reaction with 2 steps 1: 4 h / 60 °C / Ionic liquid; Green chemistry 2: dihydrogen peroxide; sodium carbonate; bromine / dichloromethane / 20 - 40 °C / Green chemistry View Scheme

: 22118-09-8
2-bromoacetyl chloride

: 541-73-1
1,3-Dichlorobenzene

: 2631-72-3
2,4-dichlorophenacyl bromide

Conditions

Conditions	Yield
With aluminum (III) chloride for 0.666667h; Friedel-Crafts Acylation; Cooling with ice; Inert atmosphere;

: 2631-72-3
2,4-dichlorophenacyl bromide

: 63698-52-2
2-mercapto-5-(3,4-methylenedioxyphenyl)-1,3,4-oxadiazole

: 146942-90-7
2-(5-Benzo[1,3]dioxol-5-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-1-(2,4-dichloro-phenyl)-ethanone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol	98%

: 2631-72-3
2,4-dichlorophenacyl bromide

: 187164-20-1
(S)-2-bromo-1-(2,4-dichlorophenyl)ethan-1-ol

Conditions

Conditions	Yield
With B-chlorodiisopinocampheylborane In tetrahydrofuran at -25℃; for 16h;	98%
Stage #1: 2,4-dichlorophenacyl bromide With borane Ν,Ν-diethylaniline complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran; toluene at 20 - 30℃; for 1h; Stage #2: With methanol In tetrahydrofuran; toluene Cooling;	72%

: 2631-72-3
2,4-dichlorophenacyl bromide

: 95-54-5
1,2-diamino-benzene

: 930781-40-1
2-(2, 4-dichlorophenyl)quinoxaline

Conditions

Conditions	Yield
With polymeric resin-bound hexafluorophosphate ion In methanol; water at 20℃; for 6.5h;	98%
With potassium fluoride on basic alumina at 20℃; for 2h;	93%
With γ-maghemite-silica nanocomposite In neat (no solvent) for 6h; Green chemistry;	88%

: 2631-72-3
2,4-dichlorophenacyl bromide

: 109-77-3
malononitrile

: 141776-18-3
2-(2-(3,4-dichlorophenyl)-2-oxoethyl)malononitrile

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran	97.5%

: 2631-72-3
2,4-dichlorophenacyl bromide

: 4-fluoro-3-hydroxy benzonitrile

: 3-(2-(2,4-dichlorophenyl)-2-oxoethoxy)-4-fluorobenzonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 1.8h;	97%

: 104-87-0
4-methyl-benzaldehyde

: 2631-72-3
2,4-dichlorophenacyl bromide

: 1750-12-5
Purpald(R)

: (E)-(2,4-dichlorophenyl)(3-(2-(4-methylbenzylidene)hydrazinyl)-6-(p-tolyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)methanone

Conditions

Conditions	Yield
With triethylamine In ethanol for 4h; Reflux;	97%

...Expand

: 107-21-1
ethylene glycol

: 2631-72-3
2,4-dichlorophenacyl bromide

: 2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 30h; Reflux;	96%
With toluene-4-sulfonic acid In butan-1-ol; benzene for 6h; Reflux;	92.54%
With toluene-4-sulfonic acid In butan-1-ol; benzene at 87 - 88.5℃; for 5h; Reagent/catalyst; Solvent; Temperature;	83.22%

: 79-19-6
thiosemicarbazide

: 2631-72-3
2,4-dichlorophenacyl bromide

: 529-34-0
3,4-dihydronaphthalene-1(2H)-one

: 4-(2,4-dichlorophenyl)-2-(2-(3,4-dihydronaphthalen-1(2H)-ylidene)hydrazinyl)thiazole

Conditions

Conditions	Yield
In neat (no solvent) at 20℃; for 0.0833333h; Solvent; Temperature; regioselective reaction;	96%

...Expand

: 504-29-0
2-aminopyridine

: 2631-72-3
2,4-dichlorophenacyl bromide

: C13H7BrCl2N2

Conditions

Conditions	Yield
With tert.-butylhydroperoxide In ethyl acetate at 90℃; for 3h;	96%

: 2631-72-3
2,4-dichlorophenacyl bromide

: 23269-92-3
5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole-2-thiol

: 146942-88-3
1-(2,4-Dichloro-phenyl)-2-[5-(3,4,5-trimethoxy-phenyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-ethanone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol	95%
In acetone at 40℃; for 1h;	80%

: 2631-72-3
2,4-dichlorophenacyl bromide

: 37687-24-4
diethyl 1H-pyrazole-3,5-dicarboxylate

: 1101323-82-3
diethyl 1-[2-(2,4-dichlorophenyl)-2-oxoethyl]-1H-pyrazole-3,5-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 12h;	94%

: 2631-72-3
2,4-dichlorophenacyl bromide

: 53066-15-2
2-bromo-1-(2,4-dichlorophenyl)ethanol

Conditions

Conditions	Yield
Stage #1: 2,4-dichlorophenacyl bromide With sodium tetrahydroborate In methanol at 0 - 20℃; for 1.5h; Inert atmosphere; Stage #2: With water In methanol	94%
With sodium tetrahydroborate In isopropyl alcohol at 3 - 20℃; for 2h;	57%

: 418776-10-0
5-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-4-phenyl-4H-1,2,4-triazole-3-thiol

: 2631-72-3
2,4-dichlorophenacyl bromide

: 1-(2,4-dichlorophenyl)-2-[(5-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-4-phenyl-4H-1,2,4-triazol-3-yl)thio]ethanone

Conditions

Conditions	Yield
Stage #1: 5-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-4-phenyl-4H-1,2,4-triazole-3-thiol With sodium ethanolate In ethanol for 0.0666667h; Sonication; Green chemistry; Stage #2: 2,4-dichlorophenacyl bromide In ethanol for 0.1h; Sonication; Green chemistry;	94%

: 5-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-4-benzyl-4H-1,2,4-triazole-3-thiol

: 2631-72-3
2,4-dichlorophenacyl bromide

: 2-[(4-benzyl-5-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-4H-1,2,4-triazol-3-yl)thio]-1-(2,4-dichlorophenyl)ethanone

Conditions

Conditions	Yield
Stage #1: 5-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-4-benzyl-4H-1,2,4-triazole-3-thiol With sodium ethanolate In ethanol for 0.0666667h; Sonication; Green chemistry; Stage #2: 2,4-dichlorophenacyl bromide In ethanol for 0.1h; Sonication; Green chemistry;	94%

: 51-17-2
benzoimidazole

: 2631-72-3
2,4-dichlorophenacyl bromide

: 2-(1H-benzo[d]imidazol-1-yl)-1-(2,4-dichlorophenyl)ethan-1-one

Conditions

Conditions	Yield
With triethylamine In acetone at 55℃; for 0.333333h; Sonication; Green chemistry;	94%

: 1718-39-4
(4-aminosulfonylphenyl)thiourea

: 2631-72-3
2,4-dichlorophenacyl bromide

: 4-(4-(2,4-dichlorophenyl)thiazol-2-ylamino)benzenesulfonamide

Conditions

Conditions	Yield
In ethanol; N,N-dimethyl-formamide at 80℃; for 5h;	93%

: 79-19-6
thiosemicarbazide

: 2631-72-3
2,4-dichlorophenacyl bromide

: 121-89-1
3-Nitroacetophenone

: N-[4-(2,4-dichlorophenyl)thiazol-2-yl]-N'-[1-(3-nitrophenyl)ethylidine]hydrazine

Conditions

Conditions	Yield
Stage #1: thiosemicarbazide; 3-Nitroacetophenone With acetic acid at 70 - 75℃; for 1.3h; Green chemistry; Stage #2: 2,4-dichlorophenacyl bromide at 70 - 75℃; for 0.416667h; Green chemistry;	93%

...Expand

: 74227-66-0
1-indanone thiosemicarbazone

: 2631-72-3
2,4-dichlorophenacyl bromide

: N-indan-1-ylidene-N'-[4-(2,4-dichloro-phenyl)-thiazol-2-yl]-hydrazine

Conditions

Conditions	Yield
With triethylamine In ethanol at 80℃;	93%

: 288-32-4
1H-imidazole

: 2631-72-3
2,4-dichlorophenacyl bromide

: 46503-52-0
1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanone

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 10℃; Reagent/catalyst;	92%
In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere;	87%
With potassium carbonate at 20℃;	78%

: 4-(4-methoxyphenylsulfanyl)benzaldehyde thiosemicarbazone

: 2631-72-3
2,4-dichlorophenacyl bromide

: 4-(4-methoxyphenylsulfanyl)benzaldehyde [4-(2,4-dichlorophenyl)-1,3-thiazol-2-yl]hydrazone

Conditions

Conditions	Yield
In ethanol at 100℃; under 7500.75 Torr; for 0.0833333h; Hantzsch Thiazole Synthesis; Microwave irradiation;	92%

: 14063-77-5, 88438-06-6
(Z)-3-chloro-3-(4-chlorophenyl)acrylaldehyde

: 79-19-6
thiosemicarbazide

: 2631-72-3
2,4-dichlorophenacyl bromide

: 2-{(2E)-2-[(2Z)-3-chloro-3-(4-chlorophenyl)prop-2-en-1-ylidene]hydrazinyl}-4-(2,4-dichlorophenyl)-1,3-thiazole

Conditions

Conditions	Yield
Stage #1: (Z)-3-chloro-3-(4-chlorophenyl)acrylaldehyde; thiosemicarbazide With acetic acid at 70 - 75℃; Green chemistry; Stage #2: 2,4-dichlorophenacyl bromide Heating; Green chemistry;	92%

...Expand

: 57-55-6
propylene glycol

: 2631-72-3
2,4-dichlorophenacyl bromide

: 2-(2,4-dichlorophenyl)-2-bromomethyl-4-methyl-1,3-dioxolane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 4h; Reflux; Green chemistry;	91.9%

: 5343-92-0
1,2-pentanediol

: 2631-72-3
2,4-dichlorophenacyl bromide

: 2-(bromomethyl)-2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 4h; Reflux;	91.65%

: C22H25FN6O2S

: 2631-72-3
2,4-dichlorophenacyl bromide

: ethyl 4-(4-{[(5-{[2-(2,4-dichlorophenyl)-2-oxoethyl]thio}-4-phenyl-4H-1,2,4-triazol-3-yl)methyl]amino}-2-fluorophenyl)piperazin-1-carboxylate

Conditions

Conditions	Yield
Stage #1: C22H25FN6O2S With sodium ethanolate In ethanol for 0.0666667h; Sonication; Green chemistry; Stage #2: 2,4-dichlorophenacyl bromide In ethanol for 0.1h; Sonication; Green chemistry;	91%

: 2631-72-3
2,4-dichlorophenacyl bromide

: 63698-51-1
5-(4-ethoxy-3,5-dimethoxy-phenyl)-3H-[1,3,4]oxadiazole-2-thione

: 146942-94-1
1-(2,4-Dichloro-phenyl)-2-[5-(4-ethoxy-3,5-dimethoxy-phenyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-ethanone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol	90%

: 2631-72-3
2,4-dichlorophenacyl bromide

: ethyl 3-amino-3-(4-phenylpiperazino)propenoate

: 5-(2,4-Dichloro-phenyl)-2-(4-phenyl-piperazin-1-yl)-1H-pyrrole-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol 15-20 min, reflux, 1-2 h, r.t.;	90%

: 2631-72-3
2,4-dichlorophenacyl bromide

: 121-45-9
phosphorous acid trimethyl ester

A: 68107-01-7
O,O-dimethyl-O-<1-(2,4-dichlorophenyl)-2-bromo>vinyl phosphate (isomer Z)

B: 2,4-dichlorophenacyl-O,O-dimethylphosphonate

C: 2234-16-4
1-(2,4-dichlorophenyl)ethan-1-one

Conditions

Conditions	Yield
In methanol for 0.25h; Title compound not separated from byproducts;	A 90% B 3.3% C 3.3%
In methanol for 0.25h; Mechanism; Heating; other phenacyl and phenacylidene halides;

...Expand

: 219474-93-8
4-amino-3-(D-glucoheptonic-hexitol-1-yl)-1H-1,2,4-triazole-5-thione

: 2631-72-3
2,4-dichlorophenacyl bromide

: 1027801-77-9
6-(2,4-dichlorophenyl)-3-(D-glucoheptonic-hexitol-1-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine

Conditions

Conditions	Yield
In ethanol for 4h; Heating;	90%

: 30748-47-1
5-acetyl-4-methylthiazole-2-amine

: 2631-72-3
2,4-dichlorophenacyl bromide

: 1-(6-(2,4-dichlorophenyl)-3-methylimidazo[2,1-b]thiazol-2-yl)ethanone

Conditions

Conditions	Yield
With polyethylene glycol (PEG-400) In water for 0.133333h; Microwave irradiation; Green chemistry;	90%

2-Bromo-2',4'-dichloroacetophenone Chemical Properties

Molecular Structure of 2-Bromo-2',4'-dichloroacetophenone (CAS NO.2631-72-3):

IUPAC: 2-Bromo-1-(2,4-dichlorophenyl)ethanone
Molecular Formula: C₈H₅BrCl₂O
Molecular Weight: 267.93
EINECS: 220-116-7
Product Categories: C7 to C8;Carbonyl Compounds;Ketones;Acetophenone series
Melting Point: 25-29^oC(lit.)
Density: 1.695 g/cm³
Flash Point: 133.3^oC
Boiling Point: 296.7^oC at 760 mmHg
Sensitive: Lachrymatory
Index of Refraction: 1.596
Molar Volume: 158 cm³
Surface Tension: 48.1 dyne/cm
Molar Refractivity: 53.8 cm³
Enthalpy of Vaporization: 53.65 kJ/mol
Vapour Pressure: 0.00141 mmHg at 25^oC
SMILES: O=C(c1ccc(Cl)cc1Cl)CBr
InChI: InChI=1/C8H5BrCl2O/c9-4-8(12)6-2-1-5(10)3-7(6)11/h1-3H,4H2
InChIKey: DASJDMQCPIDJIF-UHFFFAOYAW

2-Bromo-2',4'-dichloroacetophenone Safety Profile

Safety Information of 2-Bromo-2',4'-dichloroacetophenone (CAS NO.2631-72-3):
Hazard Codes: Xi Irritant ,C Corrosive
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Corrosive/Lachrymatory

2-Bromo-2',4'-dichloroacetophenone Specification

2-Bromo-2',4'-dichloroacetophenone with cas registry number of 2631-72-3 is also known as 2-Brom-1-(2,4-dichlorphenyl)ethanon ; 2-Bromo-1-(2,4-dichlorophenyl)ethanone ; Ethanone, 2-bromo-1-(2,4-dichlorophenyl)- ; 2,4-Dichlorophenacyl bromide ; 2-Bromo-1-(2,4-dichlorophenyl)ethan-1-one ; 2-Bromo-2',4'-dichloroacetophenone . It is a carbonyl compound with the appearance of white to brown low melting solid . It should be stored below 4^oC in a dry,corrosives area and stored under argon . The raw materials are Chloroform , Aluminium chloride , 1,3-Dichlorobenzene . 2-Bromo-2',4'-dichloroacetophenone with cas registry number of 2631-72-3 is used as a pharmaceutical intermediate .

Product Name

2-Bromo-2',4'-dichloroacetophenone

Synthetic route

2-Bromo-2',4'-dichloroacetophenone Chemical Properties

2-Bromo-2',4'-dichloroacetophenone Safety Profile

2-Bromo-2',4'-dichloroacetophenone Specification

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