- 2-Bromobenzaldehyde
- 2-Bromobenzaldehyde diethyl acetal
- 66304-01-63H-1,2-Benzodithiol-3-one,1,1-dioxide
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Cas Database |
| Name |
2-Bromobenzaldehyde |
EINECS | 229-622-2 |
| CAS No. | 6630-33-7 | Density | 1.58 g/cm3 |
| PSA | 17.07000 | LogP | 2.26160 |
| Solubility | Soluble in alcohol and benzene. Insoluble in water. | Melting Point |
21-22 °C |
| Formula | C7H5BrO | Boiling Point | 230.8 °C at 760 mmHg |
| Molecular Weight | 185.02 | Flash Point | 96.2 °C |
| Transport Information | UN 2810 6.1/PG 3 | Appearance | clear yellow liquid after melting |
| Safety | 26-36 | Risk Codes | 36/37/38-22 |
| Molecular Structure |
|
Hazard Symbols |
 Xi, Xn
|
| Synonyms |
Benzaldehyde,o-bromo- (6CI,7CI,8CI);1-Bromo-2-formylbenzene;2-Bromobenzenecarboxaldehyde;NSC 60390;o-Bromobenzaldehyde; |
Article Data | 248 |
2-Bromobenzaldehyde Synthetic route
- 18982-54-2
o-bromobenzyl alcohol
- 6630-33-7
ortho-bromobenzaldehyde
| Conditions | Yield |
|---|---|
| With 1H-imidazole; sodium periodate; manganese(III)-porphyrin complex immobilized on polystyrene In water; acetonitrile at 20℃; for 1.16667h; | 100% |
| With 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxygen; copper(I) bromide dimethylsulfide complex In chlorobenzene at 90℃; for 5h; | 100% |
| With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; silica gel; potassium bromide In dichloromethane at 0℃; for 1h; pH=9.1; Anelli oxidation; | 99% |
| Conditions | Yield |
|---|---|
| With sulfuric acid; C18H16Br4N2O3V; dihydrogen peroxide; potassium bromide In methanol; water at 20℃; for 2.33333h; Catalytic behavior; | A 100% B n/a |
- 34824-58-3
2-(2-bromophenyl)-1,3-dioxolan
- 6630-33-7
ortho-bromobenzaldehyde
| Conditions | Yield |
|---|---|
| With water at 90℃; for 2h; Green chemistry; chemoselective reaction; | 98% |
| With hyper-cross-linked polymer nanospheres with acid sites In nitromethane at 80℃; for 6h; Henry Nitro Aldol Condensation; | 97% |
| With trifluoroacetic acid In chloroform at 25℃; for 40h; | 93% |
| Conditions | Yield |
|---|---|
| With oxygen; 2,2,6,6-tetramethyl-piperidine-N-oxyl; copper(I) bromide dimethylsulfide complex; bis(3-(perfluorooctyl)butyl)-2,2'-bipyridine In chlorobenzene at 90℃; for 3h; Oxidation; | 96% |
| Conditions | Yield |
|---|---|
| With iron(III) trifluoromethanesulfonate; 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine; oxygen In 1,2-dichloro-ethane at 70℃; under 760.051 Torr; for 6h; Green chemistry; chemoselective reaction; | 96% |
| With eosin Y; oxygen In dimethyl sulfoxide at 20℃; for 11h; Irradiation; Green chemistry; | 86% |
| With tetrabutylammonium perchlorate; oxygen; platinum In acetonitrile at 20℃; Electrolysis; | 84% |
| With bismuth vanadate; oxygen In water at 20℃; Irradiation; | 82% |
| With dihydrogen peroxide; [Co4(SO4)3(F)3(2,4,6-tris-(4-pyridyl)-1,3,5-triazine)2(tatb)] In ethanethiol at 60℃; | 90 %Spectr. |
- 59184-20-2
2-bromo-(trimethylsilyloxymethyl)benzene
- 6630-33-7
ortho-bromobenzaldehyde
| Conditions | Yield |
|---|---|
| With silica chromate; silica gel In dichloromethane at 20℃; for 0.5h; | 95% |
| With trinitratocerium(IV) bromate for 0.7h; Heating; | 95% |
| With copper(II) nitrate trihydrate; water; silica gel; potassium bromide at 90℃; for 0.75h; Neat (no solvent); | 87% |
- 35822-58-3
2-bromobenzaldehyde diethyl acetal
- 6630-33-7
ortho-bromobenzaldehyde
| Conditions | Yield |
|---|---|
| In(OSO2CF3)3 In acetone at 20℃; for 0.5h; | 94% |
| With iron(III) p-toluenesulfonate hexahydrate In water for 2.5h; Reflux; | 86% |
| With 1-diphenylphosphino-8-triphenylstibonium-naphthalene triflate; water In chloroform-d1 at 70℃; for 0.5h; Inert atmosphere; Schlenk technique; Green chemistry; |
- 131496-49-6
2-(2-bromophenyl)-1,3-oxathiolane
- 6630-33-7
ortho-bromobenzaldehyde
| Conditions | Yield |
|---|---|
| With t-butyl thionitrite In acetonitrile at 0℃; for 0.3h; | 93% |
| With Iron(III) nitrate nonahydrate at 90℃; for 0.05h; | 90% |
| With eosin Y disodium salt In acetonitrile at 20℃; for 3h; Irradiation; | 80% |
- 130614-23-2
C6H4(2-Br)(CHSCH2CH2CH2S-cyclic)
- 6630-33-7
ortho-bromobenzaldehyde
| Conditions | Yield |
|---|---|
| With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In neat (no solvent) at 20℃; for 1h; Milling; | 93% |
| With eosin y In water; acetonitrile at 20℃; for 3h; Irradiation; | 90% |
- 17100-66-2
2-(tetrahydropyranyloxy)methylbromobenzene
- 6630-33-7
ortho-bromobenzaldehyde
| Conditions | Yield |
|---|---|
| With dipotassium peroxodisulfate; molybdenum trioxide In water; acetonitrile for 1.5h; Reflux; | 92% |
| With trichloroisocyanuric acid In acetonitrile Reflux; |
2-Bromobenzaldehyde Specification
The IUPAC name of this chemical is 2-bromobenzaldehyde. With the CAS registry number 6630-33-7, it is also named as Benzaldehyde, o-bromo-. The product's categories are Aromatic Compounds; Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde; Adehydes, Acetals & Ketones; Bromine Compounds; Aldehydes; C7; Carbonyl Compounds. It is clear yellow liquid after melting which is sensitive to air.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.45; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.45; (4)ACD/LogD (pH 7.4): 2.45; (5)#H bond acceptors: 1; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 1; (8)Index of Refraction: 1.61; (9)Molar Refractivity: 40.69 cm3; (10)Molar Volume: 117.2 cm3; (11)Polarizability: 16.13×10-24 cm3; (12)Surface Tension: 44.4 dyne/cm; (13)Enthalpy of Vaporization: 46.74 kJ/mol; (14)Vapour Pressure: 0.0646 mmHg at 25°C; (15)Rotatable Bond Count: 1; (16)Exact Mass: 183.952377; (17)MonoIsotopic Mass: 183.952377; (18)Topological Polar Surface Area: 17.1; (19)Heavy Atom Count: 9; (20)Complexity: 103.
Preparation of 2-Bromobenzaldehyde: It can be obtained by 1-bromo-2-methyl-benzene. This reaction needs reagent pyridinium chlorochromate and solvent acetonitrile by heating. The reaction time is 8 hours. The yield is 10%.
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Uses of 2-Bromobenzaldehyde: It is used in organic synthesis. For example: it can react with trichloromethane to get 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol. This reaction needs reagent KOH and solvent dimethylformamide, methanol at temperature of -10 °C. The reaction time is 1 hours. The yield is 95%.
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When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.
People can use the following data to convert to the molecule structure.
1. SMILES:O=Cc1ccccc1Br
2. InChI:InChI=1/C7H5BrO/c8-7-4-2-1-3-6(7)5-9/h1-5H
3. InChIKey:NDOPHXWIAZIXPR-UHFFFAOYAE
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