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Name	2,5-Dibromoaniline	EINECS	222-865-5
CAS No.	3638-73-1	Density	2.022 g/cm³
PSA	26.02000	LogP	3.37500
Solubility	N/A	Melting Point	51-53 °C(lit.)
Formula	C₆H₅Br₂N	Boiling Point	281.4 °C at 760 mmHg
Molecular Weight	250.92	Flash Point	124 °C
Transport Information	UN 2811	Appearance	beige to dark grey crystalline powder
Safety	26-36-36/37/39	Risk Codes	20/21/22-36/37/38-33
Molecular Structure		Hazard Symbols	Xn, Xi
Synonyms	2,5-Dibromobenzenamine;2,5-Dibromo-Phenylamine;	Article Data	42

2,5-Dibromoaniline Synthetic route

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

: 3638-73-1
2,5-dibromoaniline

Conditions

Conditions	Yield
With ammonium chloride In tetrahydrofuran; water at 45℃; for 2h; Sealed tube; Green chemistry;	100%
With hydrogenchloride; iron In ethanol; water at 50℃; for 4h;	100%
Stage #1: 1,4-dibromo-2-nitrobenzene With hydrogenchloride; tin(ll) chloride In ethanol; water at 20℃; for 3h; Heating / reflux; Stage #2: With sodium hydroxide In ethanol; water pH=8 - 9;	97%

: 106-37-6
1.4-dibromobenzene

: 3638-73-1
2,5-dibromoaniline

Conditions

Conditions	Yield
With ferrous(II) sulfate heptahydrate; O-(methylsulfonyl)hydroxylamine trifluoromethanesulfonate at 60℃; for 2h; Reagent/catalyst;	85%
With O-(methylsulfonyl)hydroxylamine trifluoromethanesulfonate at 60℃; chemoselective reaction;	72%
Multi-step reaction with 2 steps 1: 98 percent / sulfuric acid; nitric acid / CH2Cl2 / 1 h 2: SnCl2*2H2O / ethanol; tetrahydrofuran / 0.5 h View Scheme

: 1228378-58-2
2-azido-N-(2,5-dibromophenyl)-N-methyl-2-phenylacetamide

A: 3638-73-1
2,5-dibromoaniline

B: 83490-71-5
N‑methyl‑2‑oxo‑2‑phenylacetamide

Conditions

Conditions	Yield
With phosphate potassium salt; oxygen; copper diacetate In N,N-dimethyl-formamide at 80℃; under 760.051 Torr; for 5h;	A 70% B 77%

: 62-53-3
aniline

A: 3638-73-1
2,5-dibromoaniline

B: 615-55-4
3,4-dibromoaniline

Conditions

Conditions	Yield
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 3h; Mechanism;	A 10% B 65%
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 3h;	A 10% B 65%
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 1h;	A 10% B 65%

: 591-19-5
3-bromoaniline

A: 3638-73-1
2,5-dibromoaniline

B: 615-55-4
3,4-dibromoaniline

Conditions

Conditions	Yield
With bromine; hydrogen fluoride; antimony pentafluoride at -40℃; for 1h; Mechanism;	A 20% B 55%
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 1h;	A 20% B 55%
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 3h;	A 20% B 55%
With N-Bromosuccinimide In acetone at 20℃;	A 5 %Chromat. B 95 %Chromat.

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

: 109-76-2
Trimethylenediamine

A: 3638-73-1
2,5-dibromoaniline

B: 585-79-5
3-Bromonitrobenzene

C: N1-(4-bromo-2-nitrophenyl)propane-1,3-diamine

Conditions

Conditions	Yield
With caesium carbonate In 1,4-dioxane Reduction; Debromination; Heating;	A 16% B 15% C 50%

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

A: 3638-73-1
2,5-dibromoaniline

B: N-(2,5-dibromo-phenyl)-alanine

Conditions

Conditions	Yield
With sodium n-propoxide; benzene

: 107125-46-2
2,5-dibromoazobenzene

: 3638-73-1
2,5-dibromoaniline

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

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

: 6819-41-6
sodium n-propoxide

: 71-43-2
benzene

A: 3638-73-1
2,5-dibromoaniline

B: N-(2,5-dibromo-phenyl)-alanine

2.5-dibromo-1-nitrobenzene: 2.5-dibromo-1-nitrobenzene

A: 3638-73-1
2,5-dibromoaniline

B: N-(2,5-dibromo-phenyl)-alanine

Conditions

Conditions	Yield
With sodium n-propoxide; benzene

2,5-Dibromoaniline Chemical Properties

IUPAC Name: 2,5-Dibromoaniline
Synonyms of 2,5-Dibromoaniline (CAS NO.3638-73-1): EINECS 222-865-5 ; 2,5-Dibromobenzenamine ; 2 5-Dibromoaniline 95% (GC) ; 2,5-Dibromoaniline,98% ; 2,5-Dibromo-Phenylamine ; Benzenamine, 2,5-dibromo- ; 2,5-Dibromoaniline 97%
CAS NO: 3638-73-1
Molecular Formula: C₆H₅Br₂N
Molecular Weight: 250.9186
Molecular Structure:

Melting Point: 51-53 °C
ProductCategories: Anilines, Aromatic Amines and Nitro Compounds ; Anilines, Amides & Amines ; Bromine Compounds ; Amines ; C2 to C6 ; Nitrogen Compounds
Polar Surface Area: 3.24 Å²
Index of Refraction: 1.661
Molar Refractivity: 45.86 cm³
Molar Volume: 124 cm³
Surface Tension: 52.5 dyne/cm
Density: 2.022 g/cm³
Flash Point: 124 °C
Enthalpy of Vaporization: 52.02 kJ/mol
Boiling Point: 281.4 °C at 760 mmHg
Vapour Pressure: 0.00356 mmHg at 25°C

2,5-Dibromoaniline Uses

2,5-Dibromoaniline (CAS NO.3638-73-1) is used as an intermediate for the synthesis of pharmaceutucals, agrochemicals, dyes and other organic chemicals.

2,5-Dibromoaniline Safety Profile

Hazard Codes of 2,5-Dibromoaniline (CAS NO.3638-73-1): Harmful Xn,Xi
Risk Statements: 20/21/22-36/37/38-33
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
R33: Danger of cumulative effects.
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.
RIDADR: 2811
WGK Germany: 3
Hazard Note: Irritant
HazardClass: 6.1
PackingGroup: III

2,5-Dibromoaniline Standards and Recommendations

ASSAY: 98.0% min

2,5-Dibromoaniline Specification

Storage of 2,5-Dibromoaniline (CAS NO.3638-73-1): Store away from oxidizing agents. Do not store together with acids. Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Store under lock and key and with access restricted to technical experts or their assistants only.

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