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Cas Database |
| Name |
2-Bromo-4'-Benzyloxy-3'-nitroacetophenone |
EINECS | 610-115-3 |
| CAS No. | 43229-01-2 | Density | 1.518 g/cm3 |
| PSA | 72.12000 | LogP | 4.27460 |
| Solubility | N/A | Melting Point |
135-137 °C(Solv: ethanol (64-17-5)) |
| Formula | C15H12BrNO4 | Boiling Point | 465.239 °C at 760 mmHg |
| Molecular Weight | 350.169 | Flash Point | 235.168 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
2-Bromo-1-(3-nitro-4-benzyloxyphenyl)ethanone;Ethanone,2-bromo-1-[3-nitro-4-(phenylmethoxy)phenyl]-;4'-(Benzyloxy)-2-bromo-3'-nitroacetophenone; |
Article Data | 16 |
2-Bromo-4'-Benzyloxy-3'-nitroacetophenone Synthetic route
- 14347-05-8
4-benzyloxy-3-nitroacetophenone
- 43229-01-2
4-benzyloxy-3-nitrophenacyl bromide
| Conditions | Yield |
|---|---|
| With N,N,N-trimethylanilinium bromide In dichloromethane at 300℃; for 4h; | 98% |
| With phenyltrimethylammonium tribromide In methanol; dichloromethane at 20℃; | 97% |
| With bromine; acetic acid at 20℃; | 85% |
- 6322-56-1
4'-hydroxy-3'-nitroacetophenone
- 43229-01-2
4-benzyloxy-3-nitrophenacyl bromide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: TBAI, K2CO3 / acetone 2: Br2 / CHCl3 View Scheme | |
| Multi-step reaction with 2 steps 1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C 1.2: 3 h / 20 °C / Reflux 2.1: tetra-N-butylammonium tribromide / tetrahydrofuran; methanol / 4 h View Scheme | |
| Multi-step reaction with 2 steps 1.1: potassium carbonate / water; acetone / 20 °C 1.2: 17 h / Reflux 2.1: bromine / acetic acid / 20 °C View Scheme | |
| Multi-step reaction with 2 steps 1: potassium carbonate / acetone; water / 60 °C 2: bromine / acetic acid / 20 °C View Scheme | |
| Multi-step reaction with 2 steps 1: potassium carbonate; sodium iodide / acetone / 66 h / Heating / reflux 2: phenyltrimethylammonium tribromide / tetrahydrofuran / 12 h / 20 °C View Scheme |
- 99-93-4
4-Hydroxyacetophenone
- 43229-01-2
4-benzyloxy-3-nitrophenacyl bromide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: HNO3 / acetic acid / 0 °C 2: TBAI, K2CO3 / acetone 3: Br2 / CHCl3 View Scheme | |
| Multi-step reaction with 3 steps 1: HNO3 / acetic acid / -0.1 °C 2: TBAI, K2CO3 / acetone 3: Br2 / CHCl3 View Scheme |
- 100-39-0
benzyl bromide
- 43229-01-2
4-benzyloxy-3-nitrophenacyl bromide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C 1.2: 3 h / 20 °C / Reflux 2.1: tetra-N-butylammonium tribromide / tetrahydrofuran; methanol / 4 h View Scheme | |
| Multi-step reaction with 2 steps 1: potassium carbonate; sodium iodide / acetone / 66 h / Heating / reflux 2: phenyltrimethylammonium tribromide / tetrahydrofuran / 12 h / 20 °C View Scheme |
- 100-44-7
benzyl chloride
- 43229-01-2
4-benzyloxy-3-nitrophenacyl bromide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: potassium carbonate / water; acetone / 20 °C 1.2: 17 h / Reflux 2.1: bromine / acetic acid / 20 °C View Scheme | |
| Multi-step reaction with 2 steps 1: potassium carbonate / acetone; water / 60 °C 2: bromine / acetic acid / 20 °C View Scheme |
- 6322-56-1
4'-hydroxy-3'-nitroacetophenone
- 100-44-7
benzyl chloride
- 43229-01-2
4-benzyloxy-3-nitrophenacyl bromide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: sodium carbonate; N-benzyl-N,N,N-triethylammonium chloride / N,N-dimethyl-formamide / 4 h / 115 - 120 °C 2: 2,2'-azobis(isobutyronitrile); bromine / 4 h / 38 - 42 °C View Scheme |
- 43229-01-2
4-benzyloxy-3-nitrophenacyl bromide
- 188690-82-6
(R)-2-bromo-1-(4-benzyloxy-3-nitrophenyl)ethanol
| Conditions | Yield |
|---|---|
| With dimethylsulfide borane complex; (3aS-cis)-(-)-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d]oxazole-2-isopropylborane In tetrahydrofuran at -5 - 5℃; for 0.5h; Solvent; Temperature; | 99% |
| With oxazaborolidine from cis (1R,2S)-aminoindanol and trimethylboroxine; borane In tetrahydrofuran at -15℃; | 98% |
| With borane N,N-diethylaniline complex; (1R,2S)-1-Amino-2-indanol In tetrahydrofuran at 3 - 5℃; for 3.5h; optical yield given as %ee; | 95% |
- 43229-01-2
4-benzyloxy-3-nitrophenacyl bromide
- 193761-53-4
(S)-1-(4-(benzyloxy)-3-nitrophenyl)-2-bromoethanol
| Conditions | Yield |
|---|---|
| With oxazaborolidine from cis (1S,2R)-aminoindanol and trimethylboroxine; borane In tetrahydrofuran at -15℃; | 98% |
| With borane N,N-diethylaniline complex; (1S,2R)-1-amino-2-indanol In tetrahydrofuran at 0 - 5℃; for 2h; | 94% |
| With borane N,N-diethylaniline complex; (1S,2R)-1-amino-2-indanol In tetrahydrofuran at 0 - 5℃; for 2h; | 94% |
- 43229-01-2
4-benzyloxy-3-nitrophenacyl bromide
- 299964-35-5
(+/-)-2-bromo-1-(4-benzyloxy-3-nitrophenyl)ethanol
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; | 91% |
| With borane-THF In tetrahydrofuran at -20℃; Reduction; | 87% |
| With sodium tetrahydroborate In methanol | |
| With sodium tetrahydroborate In tetrahydrofuran |
- 43229-01-2
4-benzyloxy-3-nitrophenacyl bromide
- 653572-66-8
3,4-bis(3,4-dimethoxyphenyl)-1H-pyrrole-2,5-dione
| Conditions | Yield |
|---|---|
| With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 74.1% |
2-Bromo-4'-Benzyloxy-3'-nitroacetophenone Chemical Properties
Molecular Structure of 2-Bromo-4'-Benzyloxy-3'-nitroacetophenone (CAS NO.43229-01-2):
IUPAC: 1-[4-(Benzyloxy)-3-nitrophenyl]-2-bromoethanone
Molecular Formula: C15H12BrNO4
Molecular Weight: 350.16
Density: 1.518 g/cm3
Flash Point: 235.168oC
Boiling Point: 465.239oC at 760 mmHg
Index of Refraction: 1.627
Molar Volume: 230.691 cm3
Surface Tension: 55.231 dyne/cm
Enthalpy of Vaporization: 72.681 kJ/mol
SMILES: BrCC(=O)c2ccc(OCc1ccccc1)c(c2)N(=O)=O
InChI: InChI=1/C15H12BrNO4/c16-9-14(18)12-6-7-15(13(8-12)17(19)20)21-10-11-4-2-1-3-5-11/h1-8H,9-10H2
InChIKey: PBAAKBQGBSUCTG-UHFFFAOYAQ
2-Bromo-4'-Benzyloxy-3'-nitroacetophenone Uses
2-Bromo-4'-Benzyloxy-3'-nitroacetophenone (CAS NO. 43229-01-2) is used as a pharmaceutical intermediate .
2-Bromo-4'-Benzyloxy-3'-nitroacetophenone Specification
2-Bromo-4'-Benzyloxy-3'-nitroacetophenone (CAS NO.43229-01-2) is also known as 1-[4-(Benzyloxy)-3-nitrophenyl]-2-bromoethanone ; 2-Bromo-1-[3-nitro-4-(phenylmethoxy)phenyl]-ethanone ; Ethanone, 2-bromo-1-[3-nitro-4-(phenylmethoxy)phenyl]- ; 2-Bromo-4'-Benzyloxy-3'-nitroacetophenone . This compound should be stored in a cool, dry place when not in use.
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