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Name	4,5-Dichloro-o-phenylenediamine	EINECS	226-305-0
CAS No.	5348-42-5	Density	1.502 g/cm³
PSA	52.04000	LogP	3.32020
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	N/A	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;	Article Data	22

4,5-Dichloro-o-phenylenediamine 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%

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) .

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