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1-Chloro-2-nitrobenzene

1-Chloro-2-nitrobenzene structure

CAS No:
88-73-3
Formula:
C6H4ClNO2
Chemical Name:
1-Chloro-2-nitrobenzene
Synonyms:
Benzene,1-chloro-2-nitro-;1-Chloro-2-nitrobenzene;o-Chloronitrobenzene;2-Chloro-1-nitrobenzene;o-Nitrochlorobenzene;ONCB;2-Nitrochlorobenzene;2-Chloronitrobenzene;1-Nitro-2-chlorobenzene;NSC 36934;2-Nitrophenyl chloride;2-Nitro-1-chlorobenzene;o-Nitrobenzene chloride
Categories:
Organic Chemistry > Hydrocarbons and Derivatives

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Description

yellow solid with a characteristic odour

1-Chloro-2-nitrobenzene Basic Attributes

Molecular Weight：

157.55

Exact Mass：

157.55

BRN：

509273

EC Number：

201-854-9

HScode：

29049085

Characteristics

PSA：

45.8

XLogP3：

2.24

Appearance：

Yellow Fused Crystalline Mass

Density：

1.368 x 10^-3 g/cm³ @ Temp: 242 °C

Melting Point：

32 °C

Boiling Point：

245.5 °C

Flash Point：

>230 °F

Refractive Index：

1.580

Water Solubility：

H2O: 0.43 g/L (20 ºC);alcohol: soluble

Storage Conditions：

Store below +30°C.

Vapor Pressure：

0.04 mm Hg ( 25 °C)

Vapor Density：

5.4 (vs air)

Toxicity：

Oral-Rat LD50: 268 mg/kg; Oral-Mouse LD50: 135 mg/kg

Flammability characteristics：

Open flame is flammable; high heat emits toxic chloride and nitrogen oxide gas

Explosive limit：

1.15-13.1%(V)

Safety Information

Packing level：

Hazard category：

6.1

Transport codes：

UN 1578 6.1/PG 2

wgk germany：

hazard class code：

22-24-52-53-52/53

safety instructions：

36/37/39-45-60-38-28A

RTECS Number：

CZ0875000

Marks：

Storage features：

Treasury is ventilated at low temperature and dry; stored separately from oxidants and food additives

Hazard note：

Toxic

Stability/Shelf Life：

Stable. Combustible. Incompatible with strong oxidizing agents, reducing agents, strong bases, alkali metals.

Precautionary statement(s)：

P280-P301 + P310-P312

Hazard Statements：

H301 + H311

Toxicity

Toxicity class：

highly toxic

1-Chloro-2-nitrobenzene Use and Manufacturing

Methods of Manufacturing

Nitration of chlorobenzene by mixed acid to obtain mixed nitrochlorobenzene. The content of the three isomers is roughly: p-nitrochlorobenzene accounts for 65%, o-nitrochlorobenzene accounts for 30%, and m-nitrochlorobenzene accounts for 1%. The process is as follows: First, add the mixed acid (containing 30% nitric acid, 56% sulfuric acid, and 14% water) to the nitrification pot. Maintain the temperature at 40-55°C, slowly add chlorobenzene, increase the temperature to 80°C after the addition, and stir the reaction for 2h. After standing for layering, the upper mixed nitrochlorobenzene is washed with water and alkali, and then separated by standing after washing with water, and heated to 100°C under vacuum to dry to obtain mixed nitrochlorobenzene. Then, in the crystallizer, the above-mentioned dried mixed nitrochlorobenzene is gradually cooled to 15°C, that is, a large amount of p-nitrochlorobenzene is collected on the pipe wall, heated and melted, collected in a storage tank, and vacuum rectified to remove chlorine After benzene, p-nitrochlorobenzene is obtained. The mother liquor discharged from the lower part of the crystallizer contains about 35% p-nitrochlorobenzene, 64% o-nitrochlorobenzene and a small amount of m-nitrochlorobenzene for further separation. The crude o-nitrochlorobenzene obtained by the rectification of this substance is then placed in a crystallizer, and the temperature in the crystallizer is reduced to 15°C to make it crystallize to obtain the finished product. Raw material consumption quota: p-nitrochlorobenzene, chlorobenzene 1150kg/t, nitric acid 672kg/t, sulfuric acid (92.5%) 632kg/t.

Uses

For organic synthesis

Computed Properties

Molecular Weight:157.55
XLogP3:2.2
Hydrogen Bond Acceptor Count:2
Exact Mass:156.9930561
Monoisotopic Mass:156.9930561
Topological Polar Surface Area:45.8
Heavy Atom Count:10
Complexity:134
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

1-Chloro-4-nitrobenzene

Chlorobenzene

Sodium hydroxide

Dimethyl sulfoxide

Hydrochloric acid

Sulfuric acid

Nitric acid

Cuprous chloride

Downstream Products

2-Methoxyaniline

o-Toluidine

o-Phenylenediamine

1-Chloro-2,4-dinitrobenzene

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