Product Name

  • Name

    4-Bromo-2-nitrobenzaldehyde

  • EINECS
  • CAS No. 5551-12-2
  • Article Data31
  • CAS DataBase
  • Density 1.781g/cm3
  • Solubility
  • Melting Point 95.0 to 99.0 °C
  • Formula C7H4 Br N O3
  • Boiling Point 334.4°Cat760mmHg
  • Molecular Weight 230.018
  • Flash Point 156.1°C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes 22-36/37/38-43-50
  • Molecular Structure Molecular Structure of 5551-12-2 (4-Bromo-2-nitrobenzaldehyde)
  • Hazard Symbols
  • Synonyms 2-Nitro-4-bromobenzaldehyde;4-Bromo-2-nitrobenzaldehyde
  • PSA 62.89000
  • LogP 2.69300

Synthetic route

4-bromo-2-nitrobenzylidene diethanoate
135308-80-4

4-bromo-2-nitrobenzylidene diethanoate

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With sulfuric acid In ethanol for 1.5h; Heating;93%
With sulfuric acid
With sulfuric acid In ethanol
With hydrogenchloride In ethanol; water for 0.75h; Reflux;
With hydrogenchloride; water In ethanol for 0.75h; Reflux;
(4-bromo-2-nitrophenyl)methanol
22996-19-6

(4-bromo-2-nitrophenyl)methanol

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With manganese(IV) oxide In dichloromethane at 20℃; for 12h;78%
1-[(E)-2-(4-bromo-2-nitrophenyl)vinyl]pyrrolidine

1-[(E)-2-(4-bromo-2-nitrophenyl)vinyl]pyrrolidine

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With sodium periodate In tetrahydrofuran; water at 0 - 25℃; for 18h;74%
With sodium periodate In tetrahydrofuran; water for 2h;9.58 g
With sodium periodate In tetrahydrofuran; water at 0℃; for 15h;
1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
Stage #1: 1,4-dibromo-2-nitrobenzene With phenyllithium In tetrahydrofuran
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 0℃;
Stage #3: With sulfuric acid In water at 0℃;
71%
With phenyllithium 1) THF, benzene, ether, 25 min, -105 deg C, 2) 0.5 h, -78 deg C; Yield given. Multistep reaction;
Stage #1: 1,4-dibromo-2-nitrobenzene With phenyllithium In tetrahydrofuran at -105℃; for 0.5h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -105 - -20℃;
4-bromo-1-(bromomethyl)-2-nitrobenzene
82420-34-6

4-bromo-1-(bromomethyl)-2-nitrobenzene

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With sodium hydrogencarbonate; dimethyl sulfoxide at 80℃; for 12h;68%
2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With N-Bromosuccinimide; sulfuric acid at 25℃; for 3h;60%
4-bromo-2-nitrotoluene
60956-26-5

4-bromo-2-nitrotoluene

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
Stage #1: 4-bromo-2-nitrotoluene With chromium(VI) oxide; sulfuric acid; acetic anhydride at 0 - 10℃; for 1h;
Stage #2: With sodium carbonate In water
Stage #3: With hydrogenchloride; water In ethanol for 0.75h;
45%
Multi-step reaction with 2 steps
1: dimethylformamide / 18 h / 120 °C
2: NaIO4 / tetrahydrofuran; H2O / 2 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: pyrrolidine / Heating
2: sodium periodate / H2O; dimethylformamide / 20 °C
View Scheme
2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

B

4,5-dibromo-2-nitrobenzaldehyde
56990-05-7

4,5-dibromo-2-nitrobenzaldehyde

C

5-bromo-2-nitrobenzaldehyde
20357-20-4

5-bromo-2-nitrobenzaldehyde

D

2-bromo-6-nitrobenzaldehyde
20357-21-5

2-bromo-6-nitrobenzaldehyde

Conditions
ConditionsYield
With N-Bromosuccinimide; sulfuric acid at 25℃; for 3h;A 19%
B 1%
C 12%
D 24%
2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

B

4,5-dibromo-2-nitrobenzaldehyde
56990-05-7

4,5-dibromo-2-nitrobenzaldehyde

C

5-bromo-2-nitrobenzaldehyde
20357-20-4

5-bromo-2-nitrobenzaldehyde

D

2-bromo-6-nitrobenzaldehyde
20357-21-5

2-bromo-6-nitrobenzaldehyde

E

3,4-dibromo-2-nitrobenzaldehyde
1559060-83-1

3,4-dibromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With N-Bromosuccinimide; sulfuric acid at 25℃; for 3h;A 21%
B 1%
C 9%
D 20%
E 5%
2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

3-bromo-2-nitrobenzaldehyde
882772-99-8

3-bromo-2-nitrobenzaldehyde

B

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

C

4,5-dibromo-2-nitrobenzaldehyde
56990-05-7

4,5-dibromo-2-nitrobenzaldehyde

D

5-bromo-2-nitrobenzaldehyde
20357-20-4

5-bromo-2-nitrobenzaldehyde

E

2-bromo-6-nitrobenzaldehyde
20357-21-5

2-bromo-6-nitrobenzaldehyde

F

3,4-dibromo-2-nitrobenzaldehyde
1559060-83-1

3,4-dibromo-2-nitrobenzaldehyde

G

3,6-dibromo-2-nitrobenzaldehyde

3,6-dibromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With N-Bromosuccinimide; sulfuric acid at 25℃; for 3h;A 8%
B 20%
C 9%
D 8%
E 14%
F 12%
G 13%
2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

B

4,5-dibromo-2-nitrobenzaldehyde
56990-05-7

4,5-dibromo-2-nitrobenzaldehyde

C

2-bromo-6-nitrobenzaldehyde
20357-21-5

2-bromo-6-nitrobenzaldehyde

D

3,4-dibromo-2-nitrobenzaldehyde
1559060-83-1

3,4-dibromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With N-Bromosuccinimide; sulfuric acid at 60℃; for 3h;A 10%
B 2%
C 8%
D 9%
4-bromo-2-nitro-benzaldehyde-oxime

4-bromo-2-nitro-benzaldehyde-oxime

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride
With iron (III)-ammonium sulfate; sulfuric acid
4-amino-2-nitro-benzaldehyde-oxime
959089-98-6

4-amino-2-nitro-benzaldehyde-oxime

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With water; hydrogen bromide; iron(III) chloride
With iron(III) sulfate; hydrogen bromide
With hydrogen bromide Diazotization.Versetzen mit Kupferpaste und Destillieren mit Wasserdampf oder Verkochen der Diazoniumsalzloesung mit Kupferbromuer;
4-amino-2-nitro-benzaldehyde-oxime
959089-98-6

4-amino-2-nitro-benzaldehyde-oxime

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

ferrisulfate

ferrisulfate

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

β-dimethylamino-2-nitrostyrene
78508-22-2

β-dimethylamino-2-nitrostyrene

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With sodium periodate In water; N,N-dimethyl-formamide at 20℃;
(E)-2-(4-bromo-2-nitrophenyl)-N,N-dimethylethyleneamine
99474-21-2

(E)-2-(4-bromo-2-nitrophenyl)-N,N-dimethylethyleneamine

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With sodium periodate In tetrahydrofuran; water at 20℃; for 2h;
With sodium periodate In tetrahydrofuran; water pH=7.2; Aqueous phosphate buffer;
p-toluidine
106-49-0

p-toluidine

C7H9N+H3PO4

C7H9N+H3PO4

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 64 percent / H2SO4; HNO3 / -5 °C
2.1: HBr; NaNO2 / H2O / 0 °C
2.2: 58 percent / CuBr; HBr / H2O
3.1: 65 percent / H2SO4; CrO3 / acetic acid; H2O / 9 h / 5 - 10 °C
4.1: 93 percent / H2SO4 / ethanol / 1.5 h / Heating
View Scheme
3-nitro-4-methylphenylammonium hydrogensulfate

3-nitro-4-methylphenylammonium hydrogensulfate

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: HBr; NaNO2 / H2O / 0 °C
1.2: 58 percent / CuBr; HBr / H2O
2.1: 65 percent / H2SO4; CrO3 / acetic acid; H2O / 9 h / 5 - 10 °C
3.1: 93 percent / H2SO4 / ethanol / 1.5 h / Heating
View Scheme
4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous H2SO4; aqueous NaNO2-solution; CuBr
2: ethanolic sodium ethylate solution
3: concentrated aqueous hydrochloric acid
View Scheme
1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With phenyllithium In tetrahydrofuran; N,N-dimethyl-formamide at -100℃; for 1.5h;3.53 g
4-bromo-2-nitrobenzaldoxime
408526-96-5

4-bromo-2-nitrobenzaldoxime

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
With ammonium iron(III) sulfate dodecahydrate In water for 1.5h; Reflux;
4-bromo-2-nitrobenzoic acid
99277-71-1

4-bromo-2-nitrobenzoic acid

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: borane / tetrahydrofuran / 48 h / 0 - 20 °C
1.2: 0 °C
2.1: manganese(IV) oxide / dichloromethane / 12 h / 20 °C
View Scheme
3-(triphenylphosphoranyliden)dihydro-2(3H)-furanone
34932-07-5

3-(triphenylphosphoranyliden)dihydro-2(3H)-furanone

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

3-[1-(4-Bromo-2-nitro-phenyl)-meth-(E)-ylidene]-dihydro-furan-2-one

3-[1-(4-Bromo-2-nitro-phenyl)-meth-(E)-ylidene]-dihydro-furan-2-one

Conditions
ConditionsYield
In toluene for 2h; Heating;100%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

2-(tri-n-butylstannyl)thiazole
121359-48-6

2-(tri-n-butylstannyl)thiazole

2-nitro-4-(thiazol-2-yl)benzaldehyde
942614-28-0

2-nitro-4-(thiazol-2-yl)benzaldehyde

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 80℃;100%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

2-amino-1-benzylamine
4403-69-4

2-amino-1-benzylamine

2-(4-bromo-2-nitrophenyl)-1,2,3,4-tetrahydroquinazoline

2-(4-bromo-2-nitrophenyl)-1,2,3,4-tetrahydroquinazoline

Conditions
ConditionsYield
With ammonium chloride In ethanol at 20℃;98%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl (2Z)-3-(4-bromo-2-nitrophenyl)-2-cyanoprop-2-enoate

ethyl (2Z)-3-(4-bromo-2-nitrophenyl)-2-cyanoprop-2-enoate

Conditions
ConditionsYield
With morpholine In water at 20℃; for 1h;97.3%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

(4-bromo-2-nitrophenyl)methanol
22996-19-6

(4-bromo-2-nitrophenyl)methanol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol; water at 0℃; for 17.5h;97%
With sodium tetrahydroborate In tetrahydrofuran at 0℃; for 0.25h;80%
3-aminoazetidine-1-carboxylic acid tert-butyl ester
193269-78-2

3-aminoazetidine-1-carboxylic acid tert-butyl ester

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

tert-butyl 3-((4-bromo-2-nitrobenzyl)amino)azetidine-1-carboxylate

tert-butyl 3-((4-bromo-2-nitrobenzyl)amino)azetidine-1-carboxylate

Conditions
ConditionsYield
With methanol; sodium cyanoborohydride; acetic acid at 50℃;95%
Stage #1: 3-aminoazetidine-1-carboxylic acid tert-butyl ester; 4-bromo-2-nitrobenzaldehyde With acetic acid In methanol at 20℃; for 0.166667h;
Stage #2: With sodium cyanoborohydride In methanol at 50℃; for 16h;
95%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

1-pentanol, 5-[[(4-bromo-2-nitrophenyl)methyl]amino]-
807639-63-0

1-pentanol, 5-[[(4-bromo-2-nitrophenyl)methyl]amino]-

Conditions
ConditionsYield
Stage #1: 5-hydroxypentylamine; 4-bromo-2-nitrobenzaldehyde With titanium(IV) isopropylate In ethanol at 20 - 50℃; for 1.5h;
Stage #2: With sodium tetrahydroborate In ethanol at 20℃;
93%
Stage #1: 5-hydroxypentylamine; 4-bromo-2-nitrobenzaldehyde With titanium(IV) isopropylate In ethanol at 20 - 50℃; for 1.5h;
Stage #2: With sodium tetrahydroborate In ethanol at 20℃;
93%
Stage #1: 5-hydroxypentylamine; 4-bromo-2-nitrobenzaldehyde; titanium(IV) isopropylate In ethanol at 20 - 50℃; for 1.5h;
Stage #2: With sodium tetrahydroborate In ethanol at 20℃;
Stage #3: With water In ethanol for 0.333333h;
93%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

2,2-diethoxy-ethanamine
645-36-3

2,2-diethoxy-ethanamine

(4-bromo-2-nitrobenzalamino)acetaldehyde diethyl acetal

(4-bromo-2-nitrobenzalamino)acetaldehyde diethyl acetal

Conditions
ConditionsYield
With 4 A molecular sieve In 1,2-dichloro-benzene at 110 - 120℃; for 24h;92%
ethyl 3,3-diethoxypropanoate
10601-80-6

ethyl 3,3-diethoxypropanoate

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

7-bromoquinoline-3-carboxylic acid ethyl ester
1226762-74-8

7-bromoquinoline-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With tin(II) chloride dihdyrate In ethanol at 90℃; for 12h;92%
With tin(II) chloride dihdyrate In ethanol at 90℃; for 4h; reductive Friedlander reaction; Inert atmosphere;85%
With tin(II) chloride dihdyrate In ethanol at 90℃; for 4h;21.5%
With tin(II) chloride dihdyrate In ethanol at 90℃; for 4h;
morpholine
110-91-8

morpholine

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

4-(4-bromo-2-nitrobenzyl)morpholine

4-(4-bromo-2-nitrobenzyl)morpholine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 3h;92%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

4-chlorophenylacetic acid sodium salt
25307-03-3

4-chlorophenylacetic acid sodium salt

(2E)-3-(4-bromo-2-nitrophenyl)-2-(4-chlorophenyl)prop-2-enoic acid
929606-23-5

(2E)-3-(4-bromo-2-nitrophenyl)-2-(4-chlorophenyl)prop-2-enoic acid

Conditions
ConditionsYield
With acetic anhydride Perkin condensation; Heating;91%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]thiophene
376584-76-8

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]thiophene

C15H9NO3S

C15H9NO3S

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In toluene Suzuki Coupling;91%
[4-(pyrrolidin-1-ylcarbonyl)phenyl]boronic acid
389621-81-2

[4-(pyrrolidin-1-ylcarbonyl)phenyl]boronic acid

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

3-nitro-4'-(pyrrolidine-1-carbonyl)biphenyl-4-carbaldehyde
1268163-44-5

3-nitro-4'-(pyrrolidine-1-carbonyl)biphenyl-4-carbaldehyde

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 100℃; for 18h; Product distribution / selectivity;90%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 100℃; for 18h; Product distribution / selectivity;90%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 100℃; for 18h;
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

methyl (triphenylphosphoranylidene)acetate
21204-67-1

methyl (triphenylphosphoranylidene)acetate

(Z)-methyl 2-bromo-3-(4-bromo-2-nitrophenyl)acrylate
1586740-47-7

(Z)-methyl 2-bromo-3-(4-bromo-2-nitrophenyl)acrylate

Conditions
ConditionsYield
Stage #1: methyl (triphenylphosphoranylidene)acetate With dimethylbromosulphonium bromide In dichloromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: 4-bromo-2-nitrobenzaldehyde With triethylamine In dichloromethane at -78 - 20℃; Inert atmosphere;
90%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

C35H28NO3PS
1445973-83-0

C35H28NO3PS

(E)-1-(2-(4-bromo-2-nitrostyryl)-1-phenylsulfonyl-1H-indol-3-yl)ethanone

(E)-1-(2-(4-bromo-2-nitrostyryl)-1-phenylsulfonyl-1H-indol-3-yl)ethanone

Conditions
ConditionsYield
In chloroform for 10h; Wittig Olefination; Inert atmosphere; Reflux;90%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl 2-amino-7-bromoquinoline-3-carboxylate

methyl 2-amino-7-bromoquinoline-3-carboxylate

Conditions
ConditionsYield
With ammonium chloride; zinc In neat (no solvent) for 0.075h; Microwave irradiation;90%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

6-amino-1H-indazole
6967-12-0

6-amino-1H-indazole

1,3-dimethyl-5-pyrazolone
2749-59-9

1,3-dimethyl-5-pyrazolone

7',9'-bis(4-bromo-2-nitrophenyl)-1,3-dimethyl-1',6',7',9'-tetrahydrospiro[pyrazole-4,8'-pyrazolo[3,4-f]quinolin]-5(1H)-one

7',9'-bis(4-bromo-2-nitrophenyl)-1,3-dimethyl-1',6',7',9'-tetrahydrospiro[pyrazole-4,8'-pyrazolo[3,4-f]quinolin]-5(1H)-one

Conditions
ConditionsYield
In ethanol Reflux;89%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

2-(tri-n-butyltin)benzothiazole
105445-58-7

2-(tri-n-butyltin)benzothiazole

C14H8N2O3S

C14H8N2O3S

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In toluene Stille Cross Coupling;89%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

ethyl 3-cyano-2-(triphenylphosphoranylidene)propanoate
174362-09-5

ethyl 3-cyano-2-(triphenylphosphoranylidene)propanoate

2-[1-(4-bromo-2-nitrophenyl)-(E)-methylidene]-3-cyanopropionic acid ethyl ester
926927-55-1

2-[1-(4-bromo-2-nitrophenyl)-(E)-methylidene]-3-cyanopropionic acid ethyl ester

Conditions
ConditionsYield
In toluene at 20 - 25℃; Product distribution / selectivity; Wittig Reaction;87%
In toluene at 110℃; for 3h;83%
In toluene at 25℃; for 18h;78%
In toluene at 25℃; for 18h;78%
In toluene for 2.5h; Reflux;
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

methyl trans-4-amino-cyclohexanecarboxylate
62456-15-9

methyl trans-4-amino-cyclohexanecarboxylate

methyl (1r,4r)-4-(6-bromo-2H-indazol-2-yl)cyclohexanecarboxylate

methyl (1r,4r)-4-(6-bromo-2H-indazol-2-yl)cyclohexanecarboxylate

Conditions
ConditionsYield
Stage #1: 4-bromo-2-nitrobenzaldehyde; methyl trans-4-amino-cyclohexanecarboxylate In isopropyl alcohol at 80℃; for 4h; Inert atmosphere;
Stage #2: With tributylphosphine In isopropyl alcohol at 80℃; for 16h; Inert atmosphere;
87%
pyrrolidine
123-75-1

pyrrolidine

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

1-(4-bromo-2-nitrobenzyl)pyrrolidine

1-(4-bromo-2-nitrobenzyl)pyrrolidine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 3h;85%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

6-amino-1H-indazole
6967-12-0

6-amino-1H-indazole

3-phenyl-4H-isoxazol-5-one
1076-59-1

3-phenyl-4H-isoxazol-5-one

7′,9′-bis(4-bromo-2-nitrophenyl)-3-phenyl-1′,6′,7′,9′-tetrahydro-5H-spiro[isoxazole-4,8′-pyrazolo[3,4-f]quinolin]-5-one

7′,9′-bis(4-bromo-2-nitrophenyl)-3-phenyl-1′,6′,7′,9′-tetrahydro-5H-spiro[isoxazole-4,8′-pyrazolo[3,4-f]quinolin]-5-one

Conditions
ConditionsYield
In ethanol at 80℃; for 13h;84%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

6-amino-1H-indazole
6967-12-0

6-amino-1H-indazole

3-(4-methoxyphenyl)isoxazol-5(4H)-one
31709-47-4

3-(4-methoxyphenyl)isoxazol-5(4H)-one

7′,9′-bis(4-bromo-2-nitrophenyl)-3-(4-methoxyphenyl)-1′,6′,7′,9′-tetrahydro-5H-spiro[isoxazole-4,8′-pyrazolo[3,4-f]quinolin]-5-one

7′,9′-bis(4-bromo-2-nitrophenyl)-3-(4-methoxyphenyl)-1′,6′,7′,9′-tetrahydro-5H-spiro[isoxazole-4,8′-pyrazolo[3,4-f]quinolin]-5-one

Conditions
ConditionsYield
In ethanol at 80℃; for 10h;84%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

6-bromo benzo[c]isoxazole

6-bromo benzo[c]isoxazole

Conditions
ConditionsYield
With stannous chloride hydrate In methanol; ethyl acetate at 20℃; for 24h;84%
With tin(ll) chloride In methanol; ethyl acetate at 20℃;64%
With tin(II) chloride dihdyrate In methanol; ethyl acetate at 20℃; for 24h; Inert atmosphere;
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
24388-23-6

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

3-nitro-biphenyl-4-carbaldehyde
515878-88-3

3-nitro-biphenyl-4-carbaldehyde

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In toluene Suzuki Coupling;84%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

aniline
62-53-3

aniline

acetophenone
98-86-2

acetophenone

C21H17BrN2O3

C21H17BrN2O3

Conditions
ConditionsYield
With pentafluorophenyl(2,4,6-trimethylphenyl)iodonium tosylate at 20℃; for 24h; Mannich Aminomethylation;83%
4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

(Benzoylmethylene)triphenylphosphorane
20913-05-7

(Benzoylmethylene)triphenylphosphorane

(E)-3-(4-bromo-2-nitrophenyl)-1-phenylprop-2-en-1-one

(E)-3-(4-bromo-2-nitrophenyl)-1-phenylprop-2-en-1-one

Conditions
ConditionsYield
In acetonitrile83%
In toluene at 90℃; Inert atmosphere;
2-(4-chlorophenyl)-3-nitro-2H-chromene
108026-41-1, 57544-16-8

2-(4-chlorophenyl)-3-nitro-2H-chromene

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

A

9-bromo-6-(4-chlorophenyl)-6H-chromeno[3,4-b]quinolin-6-ol

9-bromo-6-(4-chlorophenyl)-6H-chromeno[3,4-b]quinolin-6-ol

B

9-bromo-6-(4-chlorophenyl)-6H-chromeno[3,4-b]quinoline

9-bromo-6-(4-chlorophenyl)-6H-chromeno[3,4-b]quinoline

Conditions
ConditionsYield
With iron; acetic acid at 100℃; for 2h;A 83%
B 8%
pyrrolidine
123-75-1

pyrrolidine

4-bromo-2-nitrobenzaldehyde
5551-12-2

4-bromo-2-nitrobenzaldehyde

5-bromo-2-(pyrrolidin-1-ylmethyl)aniline

5-bromo-2-(pyrrolidin-1-ylmethyl)aniline

Conditions
ConditionsYield
With iron pentacarbonyl In tetrahydrofuran at 120℃; for 6h; Schlenk technique; Inert atmosphere;83%

4-Bromo-2-nitrobenzaldehyde Chemical Properties

Molecule structure of 4-Bromo-2-nitrobenzaldehyde (CAS NO.5551-12-2) :

IUPAC Name: 4-bromo-2-nitrobenzaldehyde 
Molecular Weight: 230.01556 g/mol
Molecular Formula: C7H4BrNO3 
Density: 1.781 g/cm3
Boiling Point: 334.4 °C at 760 mmHg 
Flash Point: 156.1 °C
Molar Volume: 129.1 cm3
Polarizability: 18.72*10-24 cm3
Surface Tension: 59.2 dyne/cm 
Enthalpy of Vaporization: 57.74 kJ/mol
Vapour Pressure: 0.000128 mmHg at 25 °C
XLogP3: 2
H-Bond Acceptor: 3
Rotatable Bond Count: 1
Exact Mass: 228.937456
MonoIsotopic Mass: 228.937456
Topological Polar Surface Area: 60.2
Heavy Atom Count: 12
Complexity: 192
Canonical SMILES: C1=CC(=C(C=C1Br)[N+](=O)[O-])C=O
InChI: InChI=1S/C7H4BrNO3/c8-6-2-1-5(4-10)7(3-6)9(11)12/h1-4H
InChIKey: GSXUXSXBEUJRAJ-UHFFFAOYSA-N
Product Categories of 4-Bromo-2-nitrobenzaldehyde (CAS NO.5551-12-2) : Aromatic Aldehydes & Derivatives (substituted); Heterocyclic Compounds

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