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1-Chloro-2-nitrobenzene

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Name

1-Chloro-2-nitrobenzene

EINECS 201-854-9
CAS No. 88-73-3 Density 1.391 g/cm3
PSA 45.82000 LogP 2.77140
Solubility 0.43 g/L (20 °C) in water Melting Point 31-33 °C(lit.)
Formula C6H4ClNO2 Boiling Point 245.5 °C at 760 mmHg
Molecular Weight 157.556 Flash Point 96.5 °C
Transport Information UN 1578 6.1/PG 2 Appearance yellow solid with a characteristic odour
Safety 36/37/39-45-60-38-28A Risk Codes 22-24-52-53-52/53
Molecular Structure Molecular Structure of 88-73-3 (2-Nitrochlorobenzene) Hazard Symbols
Synonyms

1-Chloro-2-nitrobenzene;1-Nitro-2-chlorobenzene;2-Chloro-1-nitrobenzene;2-Chloronitrobenzene;2-Nitro-1-chlorobenzene;2-Nitrophenyl chloride;NSC36934;ONCB;o-Chloronitrobenzene;o-Nitrochlorobenzene;2-Nitrochlorobenzene;

Article Data 188

1-Chloro-2-nitrobenzene Synthetic route

95-51-2

2-Chloroaniline

88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane for 10h; Reflux;78%
With dihydrogen peroxide; acetonitrile In aq. buffer at 20℃; for 1h; pH=11; Green chemistry;78%
With dihydrogen peroxide; potassium carbonate In water; acetonitrile at 20℃;65%
577-19-5

2-nitrophenyl bromide

88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With CuCl-alumina In various solvent(s) at 150℃; for 6h;75%
With trans-bis(glycinato)copper(II) monohydrate; tetramethlyammonium chloride In ethanol at 100℃; for 36h; Finkelstein Reaction; Schlenk technique; Inert atmosphere;70%
552-16-9

ortho-nitrobenzoic acid

88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With oxygen; silver carbonate; potassium hydroxide; copper dichloride In dimethyl sulfoxide; N,N-dimethyl-formamide at 130 - 140℃;83%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper (I) acetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; for 24h; Schlenk technique;45%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 20h; Schlenk technique;45%
With copper(l) iodide; oxygen; copper(l) chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Schlenk technique; Sealed tube;35%
3900-89-8

2-Chlorobenzeneboronic acid

88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With zirconium(IV) oxynitrate hydrate; iodine In toluene at 20℃; for 16h; Inert atmosphere;84%
With Iron(III) nitrate nonahydrate In toluene at 80℃; for 18h; Inert atmosphere;70%
With nitric acid; trifluoroacetic acid In water at 80℃; for 18h; regioselective reaction;61%
88-74-4

2-nitro-aniline

88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With p-toluenesulfonyl nitrite; copper dichloride In acetonitrile at 25℃; for 0.0166667h;87%
With hydrogenchloride; potassium nitrite; dimethyl sulfoxide In water at 35℃; for 0.5h;73%
With tert.-butylnitrite; N-benzyl-N,N,N-triethylammonium chloride; copper dichloride; 10-camphorsulfonic acid In neat (no solvent) Time; Solvent;59%
89-61-2

2,5-dichloronitrobenzene

88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With ammonia at 125℃; under 15001.5 Torr; for 1h; Autoclave;99.85%
88-72-2

1-methyl-2-nitrobenzene

88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With bromine; iodine; chlorine at 140℃; for 2h; Reagent/catalyst; Temperature;86.1%
108-90-7

chlorobenzene

A

121-73-3

3-Chloronitrobenzene

B

100-00-5

4-chlorobenzonitrile

C

88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With dinitrogen tetraoxide; N,N,N,N-tetraethylammonium tetrafluoroborate In sulfolane at 30℃; electrochemical process; Yield given. Yields of byproduct given;
With zeolite H-beta; Nitrogen dioxide at 150℃; Yield given. Yields of byproduct given;
With zeolite FeAl-ZSM-5; Nitrogen dioxide at 150℃; Yield given. Yields of byproduct given;
108-90-7

chlorobenzene

A

100-00-5

4-chlorobenzonitrile

B

88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With nickel ammonium sulfate; nitric acid In chloroform; water at 20℃; for 3h;A 86%
B 14%
With ammonium molybdate; water; nitric acid In chloroform for 6h; Nitration; Heating;A 82%
B 16%
With ammonium nitrate; trifluoroacetic anhydride at 25℃; for 2h;A 80%
B 20%

2-nitrobenzenediazonium o-benzenedisulfonamide

88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride In acetonitrile at 60℃; for 0.75h; Substitution;77%
With N-benzyl-N,N,N-triethylammonium chloride; copper In acetonitrile at 20℃; for 0.75h; Substitution;74%

1-Chloro-2-nitrobenzene Consensus Reports

Reported in EPA TSCA Inventory.

1-Chloro-2-nitrobenzene Standards and Recommendations

DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
DOT Classification:  6.1; Label: Poison

1-Chloro-2-nitrobenzene Specification

1-Chloro-2-nitrobenzene is also named as ONCB; 2-cnb; 2-Chlornitrobenzol; O-CHLORONITROBENZENE; O-NITROCHLOROBENZENE; 2-NITROCHLOROBENZENE; 2-CHLORONITROBENZENE; Chloro-o-nitrobenzene; 2-Chluoronitrobenzene; chloro-1nitro-2benzene. With the CAS NO.88-73-3, 1-Chloro-2-nitrobenzene is an important intermediate for pesticides (such as carbendazim), dye, medicine, but also can be used a raw material for rubber accelerator M.

Physical properties about 1-Chloro-2-nitrobenzene are: (1)ACD/LogP: 2.335; (2)ACD/LogD(pH 5.5): 2.34; (3)ACD/LogD (pH 7.4): 2.34; (4)ACD/BCF (pH 5.5): 35.07; (5)ACD/BCF (pH 7.4): 35.07; (6)ACD/KOC (pH 5.5): 444.06; (7)ACD/KOC (pH 7.4): 444.06; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.58; (11)Molar Refractivity: 37.693 cm3; (12)Molar Volume: 113.226 cm3; (13)Polarizability: 14.943 10-24cm3; (14)Surface Tension: 48.3880004882813 dyne/cm; (15)Density: 1.391 g/cm3; (16)Flash Point: 96.521 °C; (17)Enthalpy of Vaporization: 46.304 kJ/mol; (18)Boiling Point: 245.499 °C at 760 mmHg; (19)Vapour Pressure: 0.0450000017881393 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. Wear suitable protective clothing, gloves and eye/face protection;
2. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
3. This material and/or its container must be disposed of as hazardous waste;
4. In case of insufficient ventilation, wear suitable respiratory equipment;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H4ClNO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H;
(2)InChIKey=BFCFYVKQTRLZHA-UHFFFAOYSA-N;
(3)Smilesc1(c(cccc1)Cl)[N+](=O)[O-];

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 135mg/kg (135mg/kg)   National Technical Information Service. Vol. PB214-270,
rabbit LD50 oral 280mg/kg (280mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 92, 1982.
rabbit LD50 skin 400mg/kg (400mg/kg)   Fundamental and Applied Toxicology. Vol. 7, Pg. 609, 1986.
rat LD50 oral 268mg/kg (268mg/kg)   National Technical Information Service. Vol. PB214-270,

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