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Name	4-Bromo-2-nitroaniline	EINECS	N/A
CAS No.	875-51-4	Density	1.812 g/cm³
PSA	71.84000	LogP	3.04390
Solubility	N/A	Melting Point	110-113 °C(lit.)
Formula	C₆H₅BrN₂O₂	Boiling Point	308.7 °C at 760 mmHg
Molecular Weight	217.022	Flash Point	140.5 °C
Transport Information	N/A	Appearance	yellow
Safety	26-36/37/39	Risk Codes	22-36/37/38-43-20/21/22
Molecular Structure		Hazard Symbols	Xn,Xi
Synonyms	4-Bromo-o-nitroaniline;Benzenamine, 4-bromo-2-nitro-;p-Bromo-o-nitroaniline;4-bromo-2-nitro-aniline;4-Bromo-2-nitrobenzeneamine;Aniline, 4-bromo-2-nitro-;2-Nitro-4-bromoaniline;3-12-00-01670 (Beilstein Handbook Reference);4-Bromo-2-nitrobenzenamine;4-bromo-2-nitroaniline (IM OCS);	Article Data	92

4-Bromo-2-nitroaniline Synthetic route

: 88-74-4
2-nitro-aniline

: 875-51-4
4-Bromo-2-nitroaniline

Conditions

Conditions	Yield
With hydrogen bromide; dihydrogen peroxide In methanol at 0 - 20℃; for 12h;	99%
With HMTAB In dichloromethane at 20℃; for 0.5h;	98%
With 1-butyl-3-methylpyridinium tribromide at 20℃;	98%

: 4-nitro-N-(4-bromo-2-nitrophenyl)benzenesulfonamide

: 875-51-4
4-Bromo-2-nitroaniline

Conditions

Conditions	Yield
With potassium carbonate; dimethyl sulfoxide; thiophenol In acetonitrile at 100℃; for 24h;	96%

: N-(2-nitro-4-bromophenyl) 2-pyridinecarboxamide

: 875-51-4
4-Bromo-2-nitroaniline

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 90℃; for 8h;	92%

N-(4-bromo-2-nitrophenyl)acetamide: N-(4-bromo-2-nitrophenyl)acetamide

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 80℃; for 12h;	86%
With hydrogenchloride In tetrahydrofuran Heating;	77%
With hydrogenchloride

: 88-74-4
2-nitro-aniline

A: 59255-95-7
2-bromo-6-nitroaniline

B: 875-51-4
4-Bromo-2-nitroaniline

Conditions

Conditions	Yield
With dihydrogen peroxide; potassium bromide In water; acetonitrile	A 15% B 82%
With dihydrogen peroxide; potassium bromide; HZSM-5 In acetic acid at 20℃; for 4h; Bromination;	A 15% B 77%
With N-Bromosuccinimide; acetic acid at 34.84 - 89.84℃; for 5.5h;	A 6.81 g B 74%
With dihydrogen peroxide; ammonium bromide; acetic acid at 20℃; for 4h;
Stage #1: 2-nitro-aniline With dihydrogen peroxide; acetic acid; potassium bromide In water at 20℃; for 3h; Stage #2: With sodium hydrogencarbonate In diethyl ether; water regioselective reaction;

: 106-40-1
4-bromo-aniline

: 875-51-4
4-Bromo-2-nitroaniline

Conditions

Conditions	Yield
With 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one In trifluoroacetic acid for 3h; Ambient temperature;	70%
With nitric acid; acetic acid
Multi-step reaction with 3 steps 1: Diazotization.Zersetzung des Diazoniumperbromids mit Alkohol 2: beim Nitrieren 3: alcohol; ammonia / 200 - 210 °C View Scheme
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane 2: nitric acid; acetic anhydride / dichloromethane 3: hydrogenchloride / water / Reflux View Scheme
Multi-step reaction with 3 steps 1: pyridine / tetrahydrofuran / 16 h / 20 °C / Cooling with ice 2: nitric acid; copper(II) nitrate hydrate; oxygen / acetonitrile; water / 4 h / 50 °C / 760.05 Torr 3: potassium carbonate; dimethyl sulfoxide; thiophenol / acetonitrile / 24 h / 100 °C View Scheme

: N-(4-bromo-2-nitrophenyl) pyrimidin-2-amine

: 875-51-4
4-Bromo-2-nitroaniline

Conditions

Conditions	Yield
Stage #1: N-(4-bromo-2-nitrophenyl) pyrimidin-2-amine With triethylsilane; trifluoroacetic acid at 50℃; Inert atmosphere; Stage #2: With acetic acid; hydrazine In methanol at 20℃; Inert atmosphere; regioselective reaction;	68%

: 35527-28-7
4’-methoxy-2-nitroazobenzene

A: 875-51-4
4-Bromo-2-nitroaniline

B: 827-23-6
2,4-dibromo-6-nitroaniline

C: 88-74-4
2-nitro-aniline

Conditions

Conditions	Yield
With hydrogen bromide In acetic acid for 1h; Heating;	A 51% B 10% C 22%

: 40101-31-3
2-(4-bromophenyl)isoindoline-1,3-dione

A: 875-51-4
4-Bromo-2-nitroaniline

B: 53324-38-2
4-bromo-3-nitroaniline

Conditions

Conditions	Yield
With sulfuric acid; nitric acid Erhitzen des Reaktionsprodukts mit 90prozentig.wss.Schwefelsaeure auf 130grad;

: 3460-18-2
1,4-dibromo-2-nitrobenzene

: 875-51-4
4-Bromo-2-nitroaniline

Conditions

Conditions	Yield
With ammonia; ethylene glycol at 120 - 130℃;
With ethanol; ammonia at 200 - 210℃;

4-Bromo-2-nitroaniline Chemical Properties

Molecular structure of 4-Bromo-2-nitroaniline (CAS NO.875-51-4) is:

Product Name: 4-Bromo-2-nitroaniline
CAS Registry Number: 875-51-4
IUPAC Name: 4-bromo-2-nitroaniline
Molecular Weight: 217.0201 [g/mol]
Molecular Formula: C₆H₅BrN₂O₂
XLogP3: 1.9
H-Bond Donor: 1
H-Bond Acceptor: 3
Melting Point: 110-113 °C(lit.)
Surface Tension: 64.3 dyne/cm
Density: 1.812 g/cm³
Flash Point: 140.5 °C
Enthalpy of Vaporization: 54.94 kJ/mol
Boiling Point: 308.7 °C at 760 mmHg
Vapour Pressure: 0.00067 mmHg at 25°C
Product Categories: Amines and Anilines;Anilines, Aromatic Amines and Nitro Compounds;Amines;Phenyls & Phenyl-Het;Anilines, Amides & Amines;Bromine Compounds;Nitro Compounds;Phenyls & Phenyl-Het;C2 to C6;Nitrogen Compounds

4-Bromo-2-nitroaniline Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD	oral	> 500mg/kg (500mg/kg)		National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 12, 1953.

4-Bromo-2-nitroaniline Safety Profile

Safty information about 4-Bromo-2-nitroaniline (CAS NO.875-51-4) is:
Hazard Codes: Harmful Xn,Xi
Risk Statements: 22-36/37/38-43-20/21/22
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R43:May cause sensitization by skin contact.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
RTECS: BW9370000
Hazard Note: Irritant
HazardClass: IRRITANT, IRRITANT-HARMFUL

4-Bromo-2-nitroaniline Specification

4-Bromo-2-nitroaniline , its cas register number is 875-51-4. It also can be called 2-Nitro-4-bromoaniline ; 4-Bromo-2-nitrobenzeneamine ; 4-Bromo-o-nitroaniline ; Aniline, 4-bromo-2-nitro- ; Benzenamine, 4-bromo-2-nitro- ; p-Bromo-o-nitroaniline ; Aniline, 4-bromo-2-nitro- ; Benzenamine, 4-bromo-2-nitro- .

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