4,5-Dichloro-o-phenylenediamine supplier

Name
4,5-Dichloro-1,2-benzenediamine
EINECS 226-305-0
CAS No. 5348-42-5
Article Data22
CAS DataBase
Density 1.502 g/cm³
Solubility Soluble in methanol and Dimethyl sulfoxide. Insoluble in water.
Melting Point 158-164 °C(lit.)
Formula C₆H₆Cl₂N₂
Boiling Point 346.349 °C at 760 mmHg
Molecular Weight 177.033
Flash Point 163.266 °C
Transport Information
Appearance red-brown to brown crystalline powder
Safety 36/37-45
Risk Codes 40
Molecular Structure
Hazard Symbols Xn
Synonyms o-Phenylenediamine,4,5-dichloro- (6CI,7CI,8CI);1,2-Diamino-4,5-dichlorobenzene;1,2-Dichloro-4,5-diaminobenzene;1,2-Dichloro-4,5-phenylenediamine;2-Amino-4,5-dichloroaniline;4,5-Dichloro-1,2-benzenediamine;4,5-Dichloro-1,2-diaminobenzene;4,5-Dichloro-1,2-phenylenediamine;4,5-Dichloro-o-phenylenediamine;NSC 1577;
PSA 52.04000
LogP 3.32020

Synthetic route

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

Conditions

Conditions	Yield
With hydrogen; nickel In ethanol under 2068.6 Torr;	98%
With ethanol; nickel Hydrogenation;
With hydrogenchloride; tin(ll) chloride

: 6306-39-4
1,2-dichloro-4,5-dinitrobenzene

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

Conditions

Conditions	Yield
With nickel; hydrazine hydrate In ethanol; water at 60℃; for 1h;	25%
With ethanol; nickel Hydrogenation;
With tetrahydrofuran; nickel Hydrogenation;

: 95-50-1
1,2-dichloro-benzene

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 46 percent / conc. HNO3, H2SO4, SO3 / 2 h / 100 °C 2: H2 / Raney Ni / ethanol / 4 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1: aq. HNO3, H2SO4 2: NO2/HNO3, H2SO4 3: Sn, aq. HCl View Scheme

: 99-54-7
3,4-dichloronitrobenzene

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NO2/HNO3, H2SO4 2: Sn, aq. HCl View Scheme

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 530-62-1
1,1'-carbonyldiimidazole

: 2033-29-6
5,6-dichloro-1,3-dihydrobenzoimidazol-2-one

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃;	100%
In N,N-dimethyl-formamide at 20℃; for 15h;	95%
In N,N-dimethyl-formamide at 20℃; for 1h;	90%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 42788-09-0
C13H8Cl4O2

: C19H10Cl6N2

Conditions

Conditions	Yield
In ethanol under 7500600 Torr; for 24h;	100%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: (S)-2,2'-dimethoxy-[1,1'-binaphthalene]-5,5',6,6'-tetraone

: C34H18Cl4N4O2

Conditions

Conditions	Yield
With acetic acid at 20℃; for 1h; Inert atmosphere;	100%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 615-94-1
2,5-dihydroxy-1,4-benzoquinone

: 2,3,9,10-tetrachloro-5,14-dihydroquinoxalino[2,3-b]phenazine

Conditions

Conditions	Yield
In neat (no solvent) at 160℃; Inert atmosphere; Schlenk technique;	100%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 64-18-6
formic acid

: 6478-73-5
5,6-dichlorobenzimidazole

Conditions

Conditions	Yield
at 105℃; for 1h; Sealed tube;	99.1%
With hydrogenchloride Heating;	97%
for 1h; Heating / reflux;	91%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 1207531-64-3
1-(2-(benzylamino)pyridin-4-yl)-2-(4-fluorophenyl)ethan-1,2-dione

: 1207531-74-5
N-benzyl-4-(6,7-dichloro-3-(4-fluorophenyl)quinoxalin-2-yl)pyridin-2-amine

Conditions

Conditions	Yield
With acetic acid In methanol at 160℃; for 0.0833333h; Microwave irradiation;	99%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 131543-46-9
Glyoxal

: 19853-64-6
6,7‐dichloroquinoxaline

Conditions

Conditions	Yield
In ethanol; water Reflux;	99%
With sodium metabisulfite; sodium hydrogen sulfate In water at 70℃;

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 100-52-7
benzaldehyde

: 90300-22-4
5,6-dichloro-2-phenyl-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With air; TZ-HCP1D polymer In ethanol at 20℃; for 1.8h; Irradiation;	98%
With 2,2'-bithiophene-embedded conjugated microporous polymer; air In methanol at 20℃; for 3h; Irradiation;	96%
With air In methanol at 20℃; Irradiation; Green chemistry;	95%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 134-81-6
benzil

: 6,7-dichloro-2,3-diphenylquinoxaline

Conditions

Conditions	Yield
With ZnO-loaded mesoporous silica (KIT-6) (aged at 130 °C and containing 10 wt% ZnO) In methanol at 20℃; for 0.166667h;	98%
With Tween 40 In water at 20℃; for 0.0833333h; Green chemistry;	91%
With acetic acid In ethanol at 22 - 25℃; for 1h; Irradiation;	87%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 144-62-7
oxalic acid

: 25983-13-5
6,7-dichloro-1,4-dihydroquinoxaline-2,3-dione

Conditions

Conditions	Yield
With hydrogenchloride for 2.5h; Heating;	98%
With hydrogenchloride In water for 12h; Reflux;	83.3%
With hydrogenchloride for 0.5h; Heating;	64%
With hydrogenchloride Heating;

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 506-68-3
bromocyane

: 18672-03-2
2-amino-5,6-dichlorobenzimidazole

Conditions

Conditions	Yield
In methanol; water; acetonitrile Ambient temperature;	98%
In methanol; water	91%
In ethanol; water at 70℃; for 1h;	86%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 34374-67-9
5,6-dichloro-1H-benzo[d][1,2,3]triazole

Conditions

Conditions	Yield
With K10 Montmorillonite Clay; sodium nitrite In neat (no solvent, solid phase) at 150℃; for 1h; Microwave irradiation; Green chemistry;	98%
With tert.-butylnitrite In acetonitrile at 27 - 29℃; for 0.25h;	96%
With acetic acid In water at 70 - 80℃; for 0.5h;	85%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 50-99-7
D-glucose

: 108757-42-2
(1'S,2'R,3'R,4'R)-1H-2-[(1,2,3,4,5-pentahydroxy)pentyl]-5,6-dichlorobenzimidazole

Conditions

Conditions	Yield
With air; iodine; acetic acid at 20℃; for 3h;	98%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: (1α,2α,3β,4β,7β,8β,15α,16α)-1,4,7,16-tetrachloro-19,19,20,20-tetramethoxyhexacyclo[14.2.1.1(4,7).0(2,15).0(3,8).0(9,14)]icosane-9(14),10,12-triene-5,6,17,18-tetraone

: (1α,2α,3β,4β,19β,20β,23α,24α)-6,13,26,33-tetraaza-1,9,10,4,15,24,29,30-octachloro-35,35,36,36-tetramethoxydecacyclo[22.10.1(14,15).0(2,23).0(3,16).0(5,14).0(7,12).0(17,22).0(25,34).0(27,32)]hexatriacontane-5(14),6,8,10,12,17(22),18,20,25(34),26,28,30,21-tridecaene

Conditions

Conditions	Yield
With zinc diacetate In chlorobenzene for 0.25h; Inert atmosphere; Reflux;	98%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 32211-88-4
phthalimidoisobutyrylchloride

: N,N'-(4,5-dichloro-1,2-phenylene)bis(2-(1,3-dioxoisoindolin-2-yl)-2-methylpropanamide)

Conditions

Conditions	Yield
With triethylamine	98%
With triethylamine In tetrahydrofuran at 0 - 60℃; for 25.5h; Inert atmosphere;	87.1%
With triethylamine In tetrahydrofuran	83%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 98-98-6
2-Picolinic acid

: 130995-69-6
1,2-bis(pyridine-2'-carboxamido)-4,5-dichlorobenzene

Conditions

Conditions	Yield
With triphenyl phosphite In pyridine at 50℃; for 0.0833333h; Microwave irradiation;	97%
With triphenyl phosphite In pyridine at 100℃; for 2h;	80%
With triphenyl phosphite In pyridine at 120℃; for 4h;	62%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 603-35-0
triphenylphosphine

: 1087-09-8
1,4-diphenyl-but-2-yne-1,4-dione

: 2-(6,7-dichloro-3-phenyl-quinoxalin-2-yl)-1-phenyl-2-(triphenyl-λ5-phosphanylidene)-ethanone

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 6h;	97%

...Expand

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

terephthalaldehyde mono(diethylacetal): terephthalaldehyde mono(diethylacetal)

: 106-51-4
p-benzoquinone

: 439814-70-7
5,6-dichloro-2-(4-formylphenyl)benzimidazole

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; ethanol; water	97%

...Expand

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 88333-03-3, 10340-91-7
Benzyl isocyanide

: 67-64-1
acetone

: 1039656-51-3
N-benzyl-7,8-dichloro-2,4,4-trimethyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-2-carboxamide

Conditions

Conditions	Yield
Stage #1: 4,5-Dichloro-1,2-phenylenediamine; acetone With Fe3O4/SiO2 In ethanol at 20℃; for 1h; Stage #2: Benzyl isocyanide In ethanol at 20℃; for 4h;	97%

...Expand

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: benzyl (bis(chloro)methylene)carbamate

: benzyl (5,6-dichloro-1H-benzo[d]imidazol-2-yl)carbamate

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 20℃; for 1h;	97%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: C15H14O

: 5,6-dichloro-2-(4′-ethyl-[1,1′-biphenyl]-2-yl)-1H-benzo[d]imidazole

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 8h;	97%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 6,7-dimethyl-3-cyanoquinoxalin-2(1H)-one

: 14468-52-1
5,5',6,6'-tetramethyl-1H,1'H-2,2'-bibenzo[d]imidazole

Conditions

Conditions	Yield
With acetic acid for 3h; Reflux;	97%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 34731-47-0
3-oxo-3,4-dihydroquinoxaline-2-carbonitrile

: 5,6-dichloro-1H,1'H-2,2′-bibenzimidazole

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; acetic acid for 3h; Reagent/catalyst; Reflux;	97%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 36062-04-1
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione

: 4,4’-((7,8-dichloro-3H-benzo[b]-[1,4]-diazepine-2,4-diyl)bis(ethane-2,1-diyl))bis-(2-methoxyphenol)

Conditions

Conditions	Yield
With sulfuric acid In ethanol at 20℃;	96.1%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 95-92-1
oxalic acid diethyl ester

: 25983-13-5
6,7-dichloro-1,4-dihydroquinoxaline-2,3-dione

Conditions

Conditions	Yield
Heating;	96%
	96%
Heating;	96%
for 16h; Heating;	91%
In water at 60℃; for 1h;	206 mg

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 96147-14-7
3,3,6,6-tetrachloro-1,2-cyclohexanedione

: 1,1,4,4,7,8-hexachloro-1,2,3,4-tetrahydrophenazine

Conditions

Conditions	Yield
In chloroform for 1h; Ambient temperature;	96%

: 617-35-6
2-oxo-propionic acid ethyl ester

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 73148-15-9
6,7-dichloro-1,2-dihydro-3-methyl-2-oxoquinoxaline

Conditions

Conditions	Yield
In methanol Ambient temperature;	96%
In water at 50℃; for 0.25h;	85%
With hydrogenchloride In water at 20℃; for 0.25h;	85%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 308820-28-2
(1R,4S,4aS,5R,8S,8aS,9aR,10aR)-1,4,5,8-Tetrachloro-11,11,12,12-tetramethoxy-octahydro-1,4;5,8-dimethano-anthracene-2,3,6,7-tetraone

: 869791-62-8
(1α,2β,4β,5α,8α,9β,11β,12α)-14,21-diaza-1,5,8,12,17,18-hexachloro-23,23,24,24-tetramethoxyheptacyclo[10.10.1.15,8.02,11.04,9.013,22.015,20]tetracosane-13(22),14,16,18,20-pentaene-6,7-dione

Conditions

Conditions	Yield
With zinc diacetate In chlorobenzene for 12h; Heating;	96%

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 2431-00-7
p-methylbenzil

: 1412956-76-3
6,7-dichloro-2-(4-methylphenyl)-3-phenylquinoxaline

Conditions

Conditions	Yield
With acetic acid In ethanol at 22 - 25℃; for 1h; Irradiation;	96%
With acetic acid In ethanol at 22 - 25℃; for 1h; Sonication;	96%
With acetic acid In ethanol at 22 - 25℃; for 1h; Irradiation;	96%
for 1h;

4,5-Dichloro-o-phenylenediamine Chemical Properties

The Molecular Structure of 1,2-Benzenediamine, 4,5-dichloro- (9CI) (CAS NO.5348-42-5):

Empirical Formula: C₆H₆Cl₂N₂
Molecular Weight: 177.0312
IUPAC: 4,5-dichlorobenzene-1,2-diamine
Product Categories: Amines;blocks;Anilines, Aromatic Amines and Nitro Compounds
Appearance: red-brown to brown crystalline powder
Nominal Mass: 176 Da
Average Mass: 177.0312 Da
Monoisotopic Mass: 175.990804 Da
Index of Refraction: 1.679
Molar Refractivity: 44.51 cm³
Molar Volume: 117.8 cm³
Surface Tension: 61.8 dyne/cm
Density: 1.501 g/cm³
Flash Point: 163.3 °C
Enthalpy of Vaporization: 59.05 kJ/mol
Boiling Point: 346.3 °C at 760 mmHg
Vapour Pressure: 5.79E-05 mmHg at 25°C
Melting Point 159-162 °C
log P (octanol-water): 2 (none)
Water Solubility 1120 mg/L at 25°C
Vapor Pressure: 3.45E-04 mm Hg at 25°C
Henry's Law Constant: 3.69E-10 atm-m³/mole at 25°C
Atmospheric OH Rate Constant: 3.62E-11 cm³/molecule-sec at 25°C
InChI
InChI=1/C6H6Cl2N2/c7-3-1-5(9)6(10)2-4(3)8/h1-2H,9-10H2
Smiles
Nc1c(N)cc(Cl)c(Cl)c1

4,5-Dichloro-o-phenylenediamine Safety Profile

Hazard Codes: Harmful Xn Irritant Xi
Risk Statements: 20/21/22-36/37/38-40
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed
R36/37/38:Irritating to eyes, respiratory system and skin
R40:Limited evidence of a carcinogenic effect
Safety Statements: 26-36-45-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36:Wear suitable protective clothing
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37:Wear suitable protective clothing and gloves
RIDADR: 2811
WGK Germany: 3
F 10:Keep under argon
Hazard Note: Irritant

4,5-Dichloro-o-phenylenediamine Specification

1,2-Benzenediamine, 4,5-dichloro- (9CI) (CAS NO.5348-42-5) is also called as 1,2-Diamino-4,5-dichlorobenzene ; 1,2-Diamino-4,5-dichlorobenzene ; 1,2-Dichloro-4,5-diaminobenzene ; 4,5-Dichloro-o-phenylen diamine ; 4,5-Dichloro-o-phenylenediamine ; EINECS 226-305-0 ; NSC 1577 ; 4,5-Dichloro-o-phenylenediamine ; o-Phenylenediamine, 4,5-dichloro- (8CI) .

Product Name

4,5-Dichloro-1,2-benzenediamine

Synthetic route

4,5-Dichloro-o-phenylenediamine Chemical Properties

4,5-Dichloro-o-phenylenediamine Safety Profile

4,5-Dichloro-o-phenylenediamine Specification

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