CAS No.43229-01-2,2-Bromo-4'-Benzyloxy-3'-nitroacetophenone Suppliers

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Basic Information

Molecular Structure:
CAS No.:	43229-01-2
Name:	2-Bromo-4'-Benzyloxy-3'-nitroacetophenone
Article Data:	16

Formula:	C₁₅H₁₂BrNO₄
Molecular Weight:	350.169
Synonyms:	2-Bromo-1-(3-nitro-4-benzyloxyphenyl)ethanone;Ethanone,2-bromo-1-[3-nitro-4-(phenylmethoxy)phenyl]-;4'-(Benzyloxy)-2-bromo-3'-nitroacetophenone;
EINECS:	610-115-3
Density:	1.518 g/cm³
Melting Point:	135-137 °C(Solv: ethanol (64-17-5))
Boiling Point:	465.239 °C at 760 mmHg
Flash Point:	235.168 °C
PSA:	72.12000
LogP:	4.27460

Synthetic route

: 14347-05-8
4-benzyloxy-3-nitroacetophenone

: 43229-01-2
4-benzyloxy-3-nitrophenacyl bromide

Conditions

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

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

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

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

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

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

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

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

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

: 1-(2-(4-(benzyloxy)-3-nitrophenyl)-2-oxoethyl)-3,4-bis(3,4-dimethoxyphenyl)-1H-pyrrole-2,5-dione

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	74.1%

Raw Materials

100-39-0

6322-56-1

14347-05-8

100-44-7

99-93-4

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Chemistry

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: 235.168^oC
Boiling Point: 465.239^oC 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

Uses

2-Bromo-4'-Benzyloxy-3'-nitroacetophenone (CAS NO. 43229-01-2) is used as a pharmaceutical intermediate .

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.