4-chloro-2-nitrobenzaldehyde supplier

Name
4-Chloro-2-nitrobenzaldehyde
EINECS 226-915-7
CAS No. 5551-11-1
Article Data38
CAS DataBase
Density 1.485 g/cm³
Solubility
Melting Point 68 °C
Formula C₇H₄ClNO₃
Boiling Point 305.2 °C at 760 mmHg
Molecular Weight 185.567
Flash Point 138.4 °C
Transport Information
Appearance white crystalline powder
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Nitro-4-chlorobenzaldehyde;
PSA 62.89000
LogP 2.58390

Synthetic route

: 22996-18-5
(4-chloro-2-nitrophenyl)methanol

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 4,4'-Dimethoxy-2,2'-bipyridin; 9-azabicyclo[3.3.1]nonane N-oxyl; oxygen In acetonitrile at 50℃; for 2.2h;	96%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 9-azabicyclo<3.3.1>nonane-N-oxyl In acetonitrile at 50℃; for 4h; Sealed tube;	95%
With manganese(IV) oxide	66%
With pyridinium chlorochromate In dichloromethane for 2h; Ambient temperature;	57%

: 89-59-8
4-chloro-2-nitrotoluene

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 4-chloro-2-nitrotoluene With N,N-dimethyl-aniline In N,N-dimethyl-formamide at 140℃; for 48h; Stage #2: With sodium periodate In water; N,N-dimethyl-formamide at 20℃; for 4h;	90%
Stage #1: 4-chloro-2-nitrotoluene With N,N-dimethyl-formamide dimethyl acetal In N,N-dimethyl-formamide at 140℃; for 16h; Stage #2: With sodium periodate In N,N-dimethyl-formamide at 0 - 20℃; Further stages.;	84%
With N,N-dimethyl-formamide dimethyl acetal In N,N-dimethyl-formamide at 135℃; for 48h; Temperature;	54%

: 89-59-8
4-chloro-2-nitrotoluene

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 4-chloro-2-nitrotoluene; N,N-dimethyl-formamide dimethyl acetal In N,N-dimethyl-formamide at 140℃; for 16h; Stage #2: With sodium periodate In tetrahydrofuran; water at 0 - 20℃; for 5.16667h;	84%

: 52311-59-8
4-chloro-2-nitrobenzyl bromide

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
With hexamethylenetetramine In acetic acid for 4h; Heating;	40%

: 807639-75-4
4-chloro-2-nitro-benzaldehyde-oxime

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
With iron (III)-ammonium sulfate; sulfuric acid

: 1530-56-9
4-chloro-1-diacetoxymethyl-2-nitro-benzene

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
With hydrogenchloride

: 959089-98-6
4-amino-2-nitro-benzaldehyde-oxime

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; iron(III) chloride
Diazotization.Verkochen der Diazoniumverbindung in Saeure mit Cuprochlorid;

: 116435-81-5
(4-amino-2-nitrophenyl)acetic acid

A: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

B: 37777-71-2
4-chloro-2-nitro-phenylacetic acid

Conditions

Conditions	Yield
With hydrogenchloride at 0℃; anschliessendes Erhitzen mit Wasserdampf;
With hydrogenchloride; copper(l) chloride Erhitzen des Reaktionsgemisches mit Wasserdampf;

: 4-chloro-2-nitro-benzaldehyde-[N-(4-dimethylamino-phenyl)-oxime ]

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
With sulfuric acid; water

: 1-<4-Chlor-2-nitro-benzyl>-pyridinium

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
(i) aq. NaOH, N,N-dimethyl-4-nitroso-aniline, (ii) aq. HCl; Multistep reaction;

4-chloro-2-nitro-benzyl chloride: 4-chloro-2-nitro-benzyl chloride

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 7647-01-0
hydrogenchloride

: 959089-98-6
4-amino-2-nitro-benzaldehyde-oxime

ferric chloride: ferric chloride

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

...Expand

: 7647-01-0
hydrogenchloride

: 116435-81-5
(4-amino-2-nitrophenyl)acetic acid

sodium nitrite: sodium nitrite

A: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

B: 37777-71-2
4-chloro-2-nitro-phenylacetic acid

Conditions

Conditions	Yield
anschliessend Behandeln mit Kupfer(I)-chlorid und Erhitzen des Reaktionsgemisches mit Wasserdampf;

...Expand

: 32989-56-3
5-chloro-trans-2-[β-(dimethylamino)vinyl]-nitrobenzene

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
With sodium periodate In water; N,N-dimethyl-formamide at 20℃; for 3h;	22.4 g
With sodium periodate In tetrahydrofuran; water at 20℃; for 2h;

: 32989-56-3
4-chloro-1-[(2-dimethylamino)ethenyl]-2-nitrobenzene

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
With sodium periodate In water; N,N-dimethyl-formamide at 20℃; for 3h;	2.68 g
With sodium periodate In water; N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere;	2.15 g
With dihydrogen peroxide In acetonitrile at 25℃; for 5h;

: 89-59-8
4-chloro-2-nitrotoluene

copper-powder: copper-powder

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 11 h / 135 °C 2: 22.4 g / NaIO4 / H2O; dimethylformamide / 3 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 45 percent / NBS, benzoyl peroxide / CCl4 / Heating 2: 40 percent / HMTA / aq. acetic acid / 4 h / Heating View Scheme

: 643-43-6
(2,4-dinitro-phenyl)-acetic acid

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous ammonium polysulfide solution 2: aqueous hydrochloric acid; aqueous copper (I)-chloride-solution / Erhitzen des Reaktionsgemisches mit Wasserdampf View Scheme

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 21204-67-1
methyl (triphenylphosphoranylidene)acetate

: 150869-41-3
methyl (E)-3-(4-chloro-2-nitrophenyl)acrylate

Conditions

Conditions	Yield
In toluene for 1h; Heating;	98%
In toluene Heating;	82%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 36646-78-3
3-(p-tolylamino)-5,5-dimethylcyclohex-2-enone

: 109-77-3
malononitrile

: 2-amino-4-(4-chloro-2-nitrophenyl)-7,7-dimethyl-1-(4-methylphenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile

Conditions

Conditions	Yield
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 90℃; for 4h;	98%

...Expand

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 39720-65-5
methoxycarbonylmethyltriphenylphosphonium iodide

: methyl 3-(4-chloro-2-nitrophenyl)acrylate

Conditions

Conditions	Yield
With sodium t-butanolate In tetrahydrofuran at 50℃; for 12h; Schlenk technique; Inert atmosphere;	98%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 109-77-3
malononitrile

: 2-amino-4-(4-chloro-2-nitrophenyl)-5,10-dioxo-5,10-dihydro-4H-benzo[g]chromene-3-carbonitrile

Conditions

Conditions	Yield
With magnetic CoII(macrocyclic Schiff base ligand) immobilized on Fe3O4 nanoparticles In neat (no solvent) at 100℃; for 0.183333h;	97%

...Expand

: 5447-87-0
2-(1-phenylethylidene)propanedinitrile

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 1189109-70-3
2-((E)-3-(4-chloro-2-nitrophenyl)-1-phenylallylidene)malononitrile

Conditions

Conditions	Yield
With malononitrile at 90℃; for 4h; Ionic liquid;	96%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 4-chloro-1-(difluoromethyl)-2-nitrobenzene

Conditions

Conditions	Yield
With diethylamino-sulfur trifluoride In dichloromethane at 20℃; for 3.33h;	96%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 6336-44-3, 7547-96-8, 88982-39-2, 7547-97-9
(E)-propenylboronic acid

: 2-nitro-4-propenyl-benzaldehyde

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate; palladium diacetate In tetrahydrofuran; water at 40℃; Suzuki Coupling; Inert atmosphere;	95.8%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 126-81-8
dimedone

: 109-77-3
malononitrile

: 2-amino-3-cyano-4-(2-nitro-4-chlorophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-benzo[b]pyran

Conditions

Conditions	Yield
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 80℃; for 0.5h;	95%

...Expand

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 1445973-83-0
C35H28NO3PS

: 1445973-87-4
(E)-1-(2-(4-chloro-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl)ethanone

Conditions

Conditions	Yield
In dichloromethane for 6h; Reflux; Inert atmosphere;	94%
In dichloromethane for 6h; Wittig Olefination; Inert atmosphere; Reflux;	94%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: (4-(6-fluoroquinolin-4-yl)cyclohexyl)methylamine

: N-(4-chloro-2-nitrobenzyl)-1-(4-(6-fluoroquinolin-4-yl)cyclohexyl)methanamine

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 70℃; for 1.5h;	94%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 62-53-3
aniline

: C13H11ClN2

Conditions

Conditions	Yield
In ethanol for 0.5h; Heating / reflux;	93%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 21204-67-1
methyl (triphenylphosphoranylidene)acetate

: 1586740-46-6
(Z)-methyl 2-bromo-3-(4-chloro-2-nitrophenyl)acrylate

Conditions

Conditions	Yield
Stage #1: methyl (triphenylphosphoranylidene)acetate With dimethylbromosulphonium bromide In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: 4-Chloro-2-nitrobenzaldehyde With triethylamine In dichloromethane at -78 - 20℃; Inert atmosphere;	92%

: 675-10-5
4-hydroxy-6-methyl-2-pyron

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 109-77-3
malononitrile

: C16H10ClN3O5

Conditions

Conditions	Yield
With nano cellulose OBF2 In ethanol at 78℃; for 0.25h; Green chemistry;	92%
With nano-cellulose-OBF2 In ethanol at 78℃; for 0.25h; Green chemistry;	92%

...Expand

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 127-17-3
2-oxo-propionic acid

: 406500-11-6
5-(4-chloro-2-nitro-phenyl)-3-hydroxy-5H-furan-2-one

Conditions

Conditions	Yield
With hydrogenchloride at 20℃;	90%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 98-86-2
acetophenone

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

Conditions

Conditions	Yield
With potassium carbonate; sodium hydroxide In neat (no solvent) at 20℃; for 0.166667h; Schlenk technique;	90%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 109-77-3
malononitrile

: 2-(4-chloro-2-nitro-benzylidene)-malononitrile

Conditions

Conditions	Yield
In ethanol at 20℃; for 1h; Knoevenagel condensation;	89.3%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 1193-24-4
4,6-pyrimidinediol

: 109-77-3
malononitrile

: 7-amino-5-(4-chloro-2-nitro-phenyl)-4-oxo-3,5-dihydro-4H-pyrano[2,3-d]pyrimidine-6-carbonitrile

Conditions

Conditions	Yield
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 80℃; for 3h;	88%

...Expand

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 2365-48-2
Methyl thioglycolate

: 104795-85-9
6-chlorobenzo[b]thiophene-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 24.5h;	86%

: 627-37-2
N-methyl-N-allylamine

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 807640-61-5
benzenemethanamine,4-chloro-N-methyl-2-nitro-N-2-propenyl-

Conditions

Conditions	Yield
Stage #1: N-methyl-N-allylamine; 4-Chloro-2-nitrobenzaldehyde In dichloromethane at 20℃; for 15h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 3.5h;	86%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

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

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

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

Conditions

Conditions	Yield
In ethanol Reflux;	86%

...Expand

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 22996-18-5
(4-chloro-2-nitrophenyl)methanol

Conditions

Conditions	Yield
With sodium tetrahydroborate; tetrabutylammomium bromide In benzene at 20 - 25℃; for 1h;	85%
With sodium tetrahydroborate In methanol at 0 - 5℃; for 1h; Inert atmosphere;	78%
With sodium tetrahydroborate In methanol at 20 - 30℃; for 1h;	75%
With methanol; sodium hydroxide; formaldehyd
With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 1h;

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: Diethyl <<1-(phenylsulfonyl)-3-(β-carbethoxyvinyl)indol-2-yl>methyl>phosphonate

: (E)-ethyl 3-(2-(4-chloro-2-nitrostyryl)-1-phenylsulfonyl-1H-indol-3-yl)acrylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;	85%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 153898-02-3
phenyl-3-<2-(1-pyrrolyl)thienyl>methylenimine

: [1-(4-Chloro-2-nitro-phenyl)-meth-(Z)-ylidene]-[phenyl-(2-pyrrol-1-yl-thiophen-3-yl)-methyl]-amine

Conditions

Conditions	Yield
In ethanol for 0.5h; Heating;	84%

: 79-24-3
Nitroethane

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 188716-71-4
(E)-1-(4-chloro-2-nitrophenyl)-2-nitroprop-1-ene

Conditions

Conditions	Yield
With ammonium acetate at 60℃; for 4h;	84%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 397328-47-1
(E)-3-(4-Chloro-2-nitro-phenyl)-acrylic acid ethyl ester

Conditions

Conditions	Yield
In toluene for 3h; Heating;	84%

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 91-59-8
naphthalen-2-ylamine

: 29976-53-2
N-ethoxycarbonyl-4-piperidone

: 1206781-10-3
ethyl 1,2-dihydro-5-(4-chloro-2-nitrophenyl)naphtha [2,1-c][2,7]naphthyridine-3(4H)-carboxylate

Conditions

Conditions	Yield
With iodine In tetrahydrofuran for 10h; Reflux;	84%

...Expand

: 5551-11-1
4-Chloro-2-nitrobenzaldehyde

: 172877-90-6
1-[2-(bromomethyl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one

: 1558054-04-8
(E)-1-[2-(4-chloro-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]-propan-1-one

Conditions

Conditions	Yield
Stage #1: 1-[2-(bromomethyl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one With triphenylphosphine In tetrahydrofuran for 6h; Wittig Olefination; Inert atmosphere; Reflux; Stage #2: 4-Chloro-2-nitrobenzaldehyde With potassium carbonate In dichloromethane at 20℃; for 24h; Wittig Olefination; Inert atmosphere;	84%
Stage #1: 1-[2-(bromomethyl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one With triphenylphosphine In tetrahydrofuran for 6h; Wittig Olefination; Reflux; Inert atmosphere; Stage #2: 4-Chloro-2-nitrobenzaldehyde With potassium carbonate In dichloromethane at 20℃; for 24h; Wittig Olefination; Inert atmosphere;	84%

4-chloro-2-nitrobenzaldehyde Chemical Properties

IUPAC Name: 4-chloro-2-nitrobenzaldehyde
The MF of 4-chloro-2-nitrobenzaldehyde(5551-11-1): C₇H₄ClNO₃
The MW of 4-chloro-2-nitrobenzaldehyde(5551-11-1): 185.56
EINECS: 226-915-7
mp: 68 °C
Density: 1.485 g/cm³
Flash Point: 138.4 °C
Boiling Point: 305.2 °C at 760 mmHg
Index of Refraction: 1.63
Appearance: Yellow Powder
Categories: FINE Chemical & INTERMEDIATES;Aromatic Aldehydes & Derivatives (substituted);Aromatics;Aldehydes;C7;Carbonyl Compounds
Synonyms: 2-NITRO-4-CHLOROBENZALDEHYDE;4-CHLORO-2-NITROBENZALDEHYDE;4-chloro-2-nitrobenzaldehyde*crystalline
The Structure of 4-chloro-2-nitrobenzaldehyde(5551-11-1):

4-chloro-2-nitrobenzaldehyde Safety Profile

Hazard Codes:

Xi
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-37/39-36
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39: Wear suitable gloves and eye/face protection
36: Wear suitable protective clothing
WGK Germany: 3

Product Name

4-Chloro-2-nitrobenzaldehyde

Synthetic route

4-chloro-2-nitrobenzaldehyde Chemical Properties

4-chloro-2-nitrobenzaldehyde Safety Profile

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