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2'-Bromoacetophenone

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Name

2'-Bromoacetophenone

EINECS 218-398-1
CAS No. 2142-69-0 Density 1.451 g/cm3
PSA 17.07000 LogP 2.65170
Solubility practically insoluble in water Melting Point °C
Formula C8H7BrO Boiling Point 249 °C at 760 mmHg
Molecular Weight 199.047 Flash Point 86.6 °C
Transport Information N/A Appearance Clear pale yellow to orange liquid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2142-69-0 (2'-Bromoacetophenone) Hazard Symbols IrritantXi
Synonyms

Acetophenone,2'-bromo- (7CI,8CI);1-(2-Bromophenyl)ethanone;1-Acetyl-2-bromobenzene;2-Acetylbromobenzene;2-Bromophenyl methyl ketone;NSC155380;o-Bromoacetophenone;o-Bromophenyl methyl ketone;

Article Data 114

2'-Bromoacetophenone Synthetic route

1025869-90-2

(1-(2-bromophenyl)ethoxy)trimethylsilane

2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With nitrogen dioxide at 20℃; for 1h;100%
1973-22-4

1-bromo-2-ethylbenzene

2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate; 1-hydroxy-pyrrolidine-2,5-dione; oxygen In benzonitrile at 90℃; for 21h;99%
With Iron(III) nitrate nonahydrate; N-hydroxyphthalimide In benzonitrile at 100℃; for 20h;95%
With oxygen; silica gel; 4-aminoperbenzoic acid In dichloromethane at 20℃; for 12h;73%
2042-37-7

o-cyanobromobenzene

75-16-1

methylmagnesium bromide

2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water; toluene at 20 - 25℃; for 2h; Friedel-Crafts Acylation;96.5%
5411-56-3

1-(2-bromophenyl)ethanol

2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With silica gel; pyridinium chlorochromate In dichloromethane at 20℃; for 2h; Inert atmosphere;96%
With silica gel; pyridinium chlorochromate In dichloromethane at 20℃; for 2h; Inert atmosphere;95%
With C53H46ClN3P2Ru; potassium tert-butylate; acetone at 56℃; under 750.075 Torr; for 3h; Oppenauer Oxidation;94%
766-46-1

2-bromo-1-ethynylbenzene

2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With water at 80℃; for 2h; Temperature; Green chemistry;86%
With iron(III) chloride; water; silver(I) triflimide In 1,4-dioxane at 80℃; for 60h; regioselective reaction;84%
With water at 80℃; for 15h;84%
75-16-1

methylmagnesium bromide

7154-66-7

2-bromobenzoic acid chloride

A

2142-69-0

2-bromophenyl methyl ketone

B

577-16-2, 122382-54-1

2-Methylacetophenone

Conditions
ConditionsYield
With iron(III)-acetylacetonate In tetrahydrofuran at -78℃;A 85%
B 7 % Chromat.
60199-33-9

ortho-bromobenzenesulfonyl hydrazide

75-05-8

acetonitrile

2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With 1,10-Phenanthroline; water; palladium diacetate at 100℃; under 760.051 Torr; for 6h;82%
98-86-2

acetophenone

2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With trifluoromethanesulfonic acid anhydride; magnesium bromide In diethyl ether at 0℃; for 0.166667h;79%
With N-Bromosuccinimide; silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate In 1,2-dichloro-ethane at 120℃; for 21h; Inert atmosphere; regioselective reaction;50%
With tetra-n-butylammonium tribromide In methanol; diethyl ether; dichloromethane
With N-Bromosuccinimide; C18H24I2N5Pd(1+) In acetonitrile at 95℃; for 24h; Reagent/catalyst; Sealed tube;22 %Chromat.
With N-Bromosuccinimide; 2Ru(2+)*4F6P(1-)*C47H34N8*Pd(2+)*C2H6OS*2I(1-) In 1,2-dichloro-ethane at 95℃; for 16h; Sealed tube;57 %Chromat.
294881-08-6

3-(2-bromophenyl)-3-oxopropionic acid methyl ester

2142-69-0

2-bromophenyl methyl ketone

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 70℃; for 6h;76%
108-86-1

bromobenzene

75-36-5

acetyl chloride

A

2142-69-0

2-bromophenyl methyl ketone

B

99-90-1

para-bromoacetophenone

Conditions
ConditionsYield
With iron(III) sulfate In hexane at 20℃; for 0.75h; Friedel-Crafts acylation; Sonication;A 5.2%
B 74%
With poly(4-vinylpyridine) supported trifluoromethanesulfonic acid at 0 - 20℃; for 6h; Friedel-Crafts Acylation; Overall yield = 20 %;

2'-Bromoacetophenone Specification

The Ethanone,1-(2-bromophenyl)-, with CAS registry number 2142-69-0, belongs to the following product categories: (1)Carbonyl Compounds; (2)Aromatic Acetophenones & Derivatives (substituted); (3)Benzene series; (4)Adehydes, Acetals & Ketones; (5)Bromine Compounds; (6)Acetophenone series. It has the systematic name of 1-(2-bromophenyl)ethanone. This chemical is a kind of clear pale yellow to orange liquid. What's more, its EINECS is 218-398-1.

Physical properties of Ethanone,1-(2-bromophenyl)-: (1)ACD/LogP: 2.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.28; (4)ACD/LogD (pH 7.4): 2.28; (5)ACD/BCF (pH 5.5): 31.64; (6)ACD/BCF (pH 7.4): 31.64; (7)ACD/KOC (pH 5.5): 412.57; (8)ACD/KOC (pH 7.4): 412.57; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.554; (14)Molar Refractivity: 43.97 cm3; (15)Molar Volume: 137.1 cm3; (16)Polarizability: 17.43×10-24cm3; (17)Surface Tension: 39 dyne/cm; (18)Enthalpy of Vaporization: 48.62 kJ/mol; (19)Vapour Pressure: 0.0235 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-(2-bromo-phenyl)-ethanol. This reaction will need reagent PCC.

Uses of Ethanone,1-(2-bromophenyl)-: it can be used to produce 1-methyl-3H-2-benzazepine. This reaction will need reagent Pd(PPh3)4 and solvent toluene. The reaction time is 24 hour(s). The yield is about 86%.

When you are using this chemical, please be cautious about it as the following:
The Ethanone,1-(2-bromophenyl)- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1ccccc1Br)C
(2)InChI: InChI=1/C8H7BrO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,1H3
(3)InChIKey: PIMNFNXBTGPCIL-UHFFFAOYAO
(4)Std. InChI: InChI=1S/C8H7BrO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,1H3
(5)Std. InChIKey: PIMNFNXBTGPCIL-UHFFFAOYSA-N

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