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3638-73-1

Basic Information
CAS No.: 3638-73-1
Name: 2,5-Dibromobenzenamine
Article Data: 42
Molecular Structure:
Molecular Structure of 3638-73-1 (2,5-Dibromobenzenamine)
Formula: C6H5Br2N
Molecular Weight: 250.92
Synonyms: 2,5-Dibromobenzenamine;2,5-Dibromo-Phenylamine;
EINECS: 222-865-5
Density: 2.022 g/cm3
Melting Point: 51-53 °C(lit.)
Boiling Point: 281.4 °C at 760 mmHg
Flash Point: 124 °C
Appearance: beige to dark grey crystalline powder
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 20/21/22-36/37/38-33
Safety: 26-36-36/37/39
Transport Information: UN 2811
PSA: 26.02000
LogP: 3.37500
Synthetic route
3460-18-2

1,4-dibromo-2-nitrobenzene

3638-73-1

2,5-dibromoaniline

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium n-propoxide; benzene
107125-46-2

2,5-dibromoazobenzene

3638-73-1

2,5-dibromoaniline

Conditions
ConditionsYield
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
ConditionsYield
With sodium n-propoxide; benzene
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Chemistry

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

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.

Safety Profile

Hazard Codes  of 2,5-Dibromoaniline (CAS NO.3638-73-1): HarmfulXn,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

Standards and Recommendations

ASSAY: 98.0% min

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.