2,5-Dibromoaniline supplier

Name
2,5-Dibromobenzenamine
EINECS 222-865-5
CAS No. 3638-73-1
Article Data42
CAS DataBase
Density 2.022 g/cm³
Solubility
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;
PSA 26.02000
LogP 3.37500

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%

...Expand

: 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

...Expand

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

: 7647-01-0
hydrogenchloride

: 858003-62-0
1,3-bis-(2,5-dibromo-phenyl)-triazene

tin (II)-chloride: tin (II)-chloride

: 3638-73-1
2,5-dibromoaniline

...Expand

: 7647-01-0
hydrogenchloride

: 107125-46-2
2,5-dibromoazobenzene

tin (II)-chloride: tin (II)-chloride

: 3638-73-1
2,5-dibromoaniline

...Expand

: 591-19-5
3-bromoaniline

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

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

C: 608-22-0
3-amino-1,2-dibromobenzene

Conditions

Conditions	Yield
With N-Bromosuccinimide In DCE at 20℃;	A 21 %Chromat. B 74 %Chromat. C 5 %Chromat.

...Expand

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

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

B: 591-19-5
3-bromoaniline

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 2h; Catalytic behavior;	A 90 %Chromat. B n/a

: 3638-73-1
2,5-dibromoaniline

: 108-24-7
acetic anhydride

: 25462-66-2
N-(2,5-dibromophenyl)acetamide

Conditions

Conditions	Yield
	99%
With potassium hydroxide In dichloromethane for 0.5h;	96%
In water for 4.5h; Reflux;	92%

: 3638-73-1
2,5-dibromoaniline

: 2-azido-1,4-dibromobenzene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromoaniline With hydrogenchloride; sodium nitrite In water Cooling with ice; Stage #2: With sodium azide In water at 5 - 25℃; for 3.33333h;	99%
Stage #1: 2,5-dibromoaniline With acetic acid; sodium nitrite In water at 0 - 5℃; Stage #2: With sodium azide In water; acetic acid at 0 - 20℃; for 2h;

: 3638-73-1
2,5-dibromoaniline

: 2,5-dibromo-4-iodoaniline

Conditions

Conditions	Yield
With N-iodo-succinimide In dimethyl sulfoxide at 20 - 30℃; for 2h;	98.5%
With N-iodo-succinimide In dimethyl sulfoxide at 20℃; for 72h; regioselective reaction;
With N-iodo-succinimide In dimethyl sulfoxide

: 119-61-9
benzophenone

: 3638-73-1
2,5-dibromoaniline

: 684288-78-6
benzhydrylidene-(2,5-dibromo-phenyl)-amine

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; titanium tetrachloride In chlorobenzene at 125℃; for 13h;	98%

: 3638-73-1
2,5-dibromoaniline

: 140-89-6
potassium ethyl xanthogenate

: 71216-20-1
5-bromo-1,3-benzothiazole-2-thiol

Conditions

Conditions	Yield
In dimethyl sulfoxide at 160℃;	98%
In 1-methyl-pyrrolidin-2-one at 120℃;

: 3638-73-1
2,5-dibromoaniline

: 98-59-9
p-toluenesulfonyl chloride

: 112970-58-8
2,5-dibromo-N-tosylaniline

Conditions

Conditions	Yield
With pyridine In ethyl acetate	97%
In pyridine for 6h; Ambient temperature;	84%
With pyridine In tetrahydrofuran at 40℃;

: 3638-73-1
2,5-dibromoaniline

: 74-88-4
methyl iodide

: 60573-63-9
2,5-dibromo-N,N-dimethylaniline

Conditions

Conditions	Yield
With potassium carbonate at 20 - 100℃; for 48h; Inert atmosphere;	97%
With sodium hydride

: 3638-73-1
2,5-dibromoaniline

: 532-55-8
Benzoyl isothiocyanate

: 1160789-84-3
1-benzoyl-3-(2,5-dibromo-phenyl)-thiourea

Conditions

Conditions	Yield
In acetone at 20℃; for 0.75h;	97%
In acetone Reflux;

: 3638-73-1
2,5-dibromoaniline

: DPA dendron G3

: {Bis-[4-({bis-[4-(benzhydrylidene-amino)-phenyl]-methylene}-amino)-phenyl]-methylene}-(2,5-dibromo-phenyl)-amine

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; titanium tetrachloride In chlorobenzene at 125℃; for 13h;	96%

: 3638-73-1
2,5-dibromoaniline

: 99768-12-4
4-methoxycarbonylphenylboronic acid

: 1312703-30-2
dimethyl 2’-amino-1,1’:4,1’’-terphenyl-4,4’’-dicarboxylate

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃;	96%
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 105℃; for 6h; Inert atmosphere; Schlenk technique;	93%
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In tetrahydrofuran; toluene at 50℃; for 17h; Suzuki coupling; Inert atmosphere;	91%

: 3638-73-1
2,5-dibromoaniline

: 75-36-5
acetyl chloride

: 25462-66-2
N-(2,5-dibromophenyl)acetamide

Conditions

Conditions	Yield
With pyridine for 1h; Reflux;	96%
With pyridine for 1h; Reflux;	78%

: 3638-73-1
2,5-dibromoaniline

: 372-09-8
cyanoacetic acid

: 63034-99-1
N-(2,5-dibromophenyl)-2-cyanoacetamide

Conditions

Conditions	Yield
With i-Pr2-CDI In tetrahydrofuran Acylation; room t., overnight;	95%
With diisopropyl-carbodiimide In ethyl acetate at 20℃; for 24h;	93%
With diisopropyl-carbodiimide In tetrahydrofuran at 20℃;	92.5%
With dacarbazine In tetrahydrofuran at 20℃;
Stage #1: 2,5-dibromoaniline; cyanoacetic acid In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: With diisopropyl-carbodiimide In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;

: 3638-73-1
2,5-dibromoaniline

: 304018-97-1
DPA dendron G2

: 684288-79-7
{Bis-[4-(benzhydrylidene-amino)-phenyl]-methylene}-(2,5-dibromo-phenyl)-amine

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; titanium tetrachloride In chlorobenzene at 125℃; for 13h;	95%

: 3638-73-1
2,5-dibromoaniline

: 13790-39-1
6,7-dimethoxy-4-chloroquinazoline

: 296234-82-7
4-(2,5-dibromoanilino)-6,7-dimethoxyquinazoline hydrochloride

Conditions

Conditions	Yield
In isopropyl alcohol for 3h; Reflux;	95%

: 932378-94-4
benzene-1,3-dicarboxylethylester-5-boronic acid

: 3638-73-1
2,5-dibromoaniline

: 2’-amino-1,1’:4’,1’’-terphenyl-3,3’’,5,5’’-tetracarboxylate

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃;	95%
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃;	95%

: 3638-73-1
2,5-dibromoaniline

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

: N'-(2,5-dibromophenyl)-N,N-dimethylformimidamide

Conditions

Conditions	Yield
Stage #1: N,N-dimethyl-formamide With pyridine-2-sulfonyl chloride for 0.0833333h; Stage #2: 2,5-dibromoaniline at 20℃;	92.3%

: 18234-41-8
5-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde

: 3638-73-1
2,5-dibromoaniline

: 135-19-3
β-naphthol

: 1-[(5-(benzyloxy)-4-oxo-4H-pyran-2-yl)(2,5-dibromophenylamino)methyl]naphthalen-2-ol

Conditions

Conditions	Yield
With [Fe3O4(at)SiO2(at)Triazol-Fc][HCO3] In ethanol; water at 20℃; for 0.75h;	92%
With boric acid functionalized silica supported Fe3O4 nanocatalyst In neat (no solvent) at 40℃; for 0.916667h; Betti Reaction; Green chemistry;	89%

...Expand

: 3638-73-1
2,5-dibromoaniline

: 108-95-2
phenol

: 4-(2,5-dibromophenylazo)phenol

Conditions

Conditions	Yield
Stage #1: 2,5-dibromoaniline With hydrogenchloride In water at 0 - 5℃; for 0.5h; Stage #2: With sodium nitrite In water for 0.5h; Stage #3: phenol With sodium carbonate In water at 0 - 5℃; for 12h;	92%

: 3638-73-1
2,5-dibromoaniline

: 583-55-1
1-Bromo-2-iodobenzene

: C12H8Br3N

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene Inert atmosphere;	91%
Stage #1: 2,5-dibromoaniline With sodium t-butanolate In toluene at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1-Bromo-2-iodobenzene With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) In toluene for 6h; Reflux; Inert atmosphere;	82%

: 3638-73-1
2,5-dibromoaniline

: 56-81-5
glycerol

: 81278-86-6
5,8-Dibromoquinoline

Conditions

Conditions	Yield
With sulfuric acid; iodine; iron(II) sulfate at 138℃; for 4h; Temperature; Concentration;	90%
With sulfuric acid; nitrobenzene
With ferrous(II) sulfate heptahydrate; trifluorormethanesulfonic acid; sodium 3-nitrobenzenesulfonate at 125℃; for 12h;

: 15231-91-1
6-bromo-naphthalen-2-ol

: 18234-41-8
5-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde

: 3638-73-1
2,5-dibromoaniline

: 1-[(5-(benzyloxy)-4-oxo-4H-pyran-2-yl)(2,5-dibromophenylamino)methyl]-6-bromonaphthalen-2-ol

Conditions

Conditions	Yield
With boric acid functionalized silica supported Fe3O4 nanocatalyst In neat (no solvent) at 40℃; for 0.916667h; Betti Reaction; Green chemistry;	89%
With [Fe3O4(at)SiO2(at)Triazol-Fc][HCO3] In ethanol; water at 20℃; for 0.833333h;	88%

...Expand

: 3638-73-1
2,5-dibromoaniline

: 618119-31-6
3,6-dibromo-2,4-diiodoaniline

Conditions

Conditions	Yield
With sodium acetate; Iodine monochloride In acetic acid at 80℃; for 23h;	88%

: 3638-73-1
2,5-dibromoaniline

: 1066-54-2
trimethylsilylacetylene

: 2,5-bis-trimethylsilylethynyl-aniline

Conditions

Conditions	Yield
With copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 70℃; for 48h;	87.5%
With diisopropylamine; triphenylphosphine; palladium diacetate; copper(l) iodide In tetrahydrofuran at 80℃; for 20h;

: 3638-73-1
2,5-dibromoaniline

: 64-19-7
acetic acid

: 621-38-5
3-bromoacetanilide

Conditions

Conditions	Yield
With hydrogen bromide; phenol for 24h; Heating;	87%

: 302-17-0
chloral hydrate

: 3638-73-1
2,5-dibromoaniline

: 529502-68-9
N-(2,5-dibromophenyl)-2-(N-hydroxyimino)acetamide

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium sulfate In ethanol; water at 80℃; for 12h;	86%
With hydroxylamine hydrochloride; sodium sulfate In ethanol; water at 80℃; for 12h;	72%
With hydroxylamine hydrochloride In ethanol; water	72%

: 3638-73-1
2,5-dibromoaniline

: 83476-93-1
2-(4-methylpent-3-en-1-yl)benzaldehyde

: 8,11-dibromo-7,7-dimethyl-5,6,6a,7,12,12a-hexahydrobenzo[c]acridine

Conditions

Conditions	Yield
With bismuth(III) chloride In acetonitrile for 1h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction;	86%

: 111-83-1
1-bromo-octane

: 3638-73-1
2,5-dibromoaniline

: 540474-57-5
N,N-dioctyl-2,5-dibromoaniline

Conditions

Conditions	Yield
With 15-crown-5; sodium hydride In tetrahydrofuran for 20h; Heating;	84%

: 3638-73-1
2,5-dibromoaniline

: 172975-69-8
3,5-dimethylphenyl boronic acid

: 1218938-78-3
3,5,3'',5''-tetramethyl-1,1';4',1''-terphenyl-2'-ylamine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; benzene for 48h; Suzuki cross-coupling; Reflux;	84%

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.

Product Name

2,5-Dibromobenzenamine

Synthetic route

2,5-Dibromoaniline Chemical Properties

2,5-Dibromoaniline Uses

2,5-Dibromoaniline Safety Profile

2,5-Dibromoaniline Standards and Recommendations

2,5-Dibromoaniline Specification

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