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| CAS No.: | 1450-75-5 |
|---|---|
| Name: | 5-Bromo-2-hydroxyacetophenone |
| Article Data: | 69 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H7BrO2 |
| Molecular Weight: | 215.046 |
| Synonyms: | Acetophenone,5'-bromo-2'-hydroxy- (6CI,7CI,8CI);1-(5-Bromo-2-hydroxyphenyl)ethanone;2-Acetyl-4-bromophenol;3-Bromo-6-hydroxyphenyl methyl ketone;5'-Bromo-o-hydroxyacetophenone;NSC 46621; |
| EINECS: | 604-457-2 |
| Density: | 1.586 g/cm3 |
| Melting Point: | 58-61 °C |
| Boiling Point: | 282.6 °C at 760 mmHg |
| Flash Point: | 124.7 °C |
| Appearance: | white crystalline solid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 37.30000 |
| LogP: | 2.35730 |
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| Conditions | Yield |
|---|---|
| With aluminium trichloride at 100℃; for 2h; | 100% |
| With hydrogenchloride; AlCl3 | 76% |
| With aluminium trichloride at 180℃; | 75% |
| Conditions | Yield |
|---|---|
| With sulfuric acid; C18H16Br4N2O3V; dihydrogen peroxide; potassium bromide In methanol; water at 20℃; for 0.333333h; Catalytic behavior; | 100% |
| With perchloric acid; dihydrogen peroxide; potassium bromide In water at 20℃; for 3h; | 99% |
| With o-xylylene bis(triethylammonium tribromide) In acetonitrile at 20℃; for 0.116667h; regioselective reaction; | 90% |
- 16740-73-1
5-bromo-2-methoxyacetophenone
- 1450-75-5
5-Bromo-2-hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In dichloromethane at -5 - 25℃; | 98% |
| Conditions | Yield |
|---|---|
| aluminium trichloride | 89% |
- 42524-21-0
1-(5-bromo-2-hydroxyphenyl)ethan-1-one oxime
- 1450-75-5
5-Bromo-2-hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With sodium perborate In acetic acid for 5h; deoximation; Heating; | 88% |
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride at 130℃; for 2h; | 87% |
| With aluminum (III) chloride Friedel-Crafts Acylation; | 79% |
| Stage #1: 4-bromo-phenol; acetyl chloride Heating; Stage #2: With aluminium trichloride at 125 - 1300℃; |
- 1450-75-5
5-Bromo-2-hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With hydrogenchloride | 79% |
| Conditions | Yield |
|---|---|
| Stage #1: 4-bromo-phenol; acetic anhydride Stage #2: With boron trifluoride diacetate In neat (no solvent) Fries Phenol Ester Rearrangement; | 77% |
| With aluminium trichloride In nitrobenzene for 4h; 1.) to 120 deg C, 1 h, 2.) 150 deg C, 3 h; | 51% |
- 118-93-4
o-hydroxyacetophenone
A
- 22362-66-9
3,5-dibromo-2-hydroxyacetophenone
B
- 1450-75-5
5-Bromo-2-hydroxyacetophenone
| Conditions | Yield |
|---|---|
| Stage #1: o-hydroxyacetophenone In acetonitrile at 80℃; for 0.166667h; Stage #2: With N-Bromosuccinimide In acetonitrile at 80℃; for 8h; regioselective reaction; | A 6 %Chromat. B 77% |
| Conditions | Yield |
|---|---|
| Stage #1: 4-bromophenyl acetate With aluminum (III) chloride at 150℃; for 3h; Stage #2: ethyl acetate In water | 70% |
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Chemistry
Molecular Structure of 5-Bromo-2-hydroxyacetophenone (CAS NO.1450-75-5):
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IUPAC Name: 1-(5-bromo-2-hydroxyphenyl)ethanone
Empirical Formula: C8H7BrO2
Molecular Weight: 215.044
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 26.3Å2
Index of Refraction: 1.591
Molar Refractivity: 45.85 cm3
Molar Volume: 135.5 cm3
Surface Tension: 48.5 dyne/cm
Density: 1.586 g/cm3
Flash Point: 124.7 °C
Enthalpy of Vaporization: 54.24 kJ/mol
Boiling Point: 282.6 °C at 760 mmHg
Vapour Pressure: 0.00194 mmHg at 25°C
Melting point: 58-61 °C(lit.)
InChI
InChI=1/C8H7BrO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3
Smiles
c1(C(=O)C)c(ccc(c1)Br)O
Product Categories: Aromatic Acetophenones & Derivatives (substituted); Adehydes, Acetals & Ketones; Bromine Compounds; Phenols; C7 to C8; Carbonyl Compounds; Ketones
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | > 1gm/kg (1000mg/kg) | Indian Journal of Chemistry, Section B: Organic Chemistry, Including Medicinal Chemistry. Vol. 20, Pg. 480, 1981. |
Safety Profile
Hazard Codes: 
Xi
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
RTECS: KM5556350
Hazard Note: Irritant
HazardClass: Irritant
Specification
5-Bromo-2-hydroxyacetophenone , with CAS number of 1450-75-5, can be called 5'-Bromo-o-hydroxyacetophenone ; Acetophenone,5'-bromo-2'-hydroxy- (6CI,7CI,8CI) ; 1-(5-Bromo-2-hydroxyphenyl)ethanone ; 2-Acetyl-4-bromophenol ; 2'-Hydroxy-5'-bromoacetophenone .