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Basic Information
CAS No.: 88-88-0
Name: 2,4,6-TRINITROCHLOROBENZENE
Molecular Structure:
Molecular Structure of 88-88-0 (2,4,6-TRINITROCHLOROBENZENE)
Formula: C6H2 Cl N3 O6
Molecular Weight: 247.551
Synonyms: 1-Chloro-2,4,6-trinitrobenzene;2,4,6-Trinitro-1-chlorobenzene; 2,4,6-Trinitrochlorobenzene;2-Chloro-1,3,5-trinitrobenzene; NSC 106297; NSC 1872; Picryl chloride
EINECS: 201-864-3
Density: 1.808g/cm3
Melting Point: 83 - 85 C
Boiling Point: 354.1°C at 760 mmHg
Flash Point: 167.9°C
Solubility: <"> negligible

Stability

    Very unstable when dry. Incompatiblewith oxidizing agents, chlorates, nitrates. Flammable solid.

Toxicology

    Likely to be a skin, eye and respiratory irritant.

    <

Appearance: white to cream crystalline powder
Hazard Symbols: E,T+,N
Risk Codes: 2-26/27/28-50/53
Safety: Mutation data reported. When heated to decomposition it emits toxic vapors of NOx and Cl−.
PSA: 137.46000
LogP: 3.63420
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Synthetic route
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3-chloro-2,4,6-trinitrophenyl 2,4,6-trinitrophenyl sulfone

62-53-3

aniline

A

88-88-0

2,4,6-trinitrochlorobenzene

B

2919-12-2

trinitro-2,4,6 diphenylamine

C

142-04-1

aniline hydrochloride

Conditions
ConditionsYield
With air In benzene at 20℃; for 2h; Product distribution;A 97.5%
B 96%
C 97%
...Expand
88-89-1

2,4,6-Trinitrophenol

88-88-0

2,4,6-trinitrochlorobenzene

Conditions
ConditionsYield
With pyridine; trichlorophosphate at 65 - 70℃; for 0.333333h;95%
With phosphorus pentoxide; N,N-dimethyl-formamide; zinc(II) chloride at 60 - 70℃; for 1h;93.2%
With trichlorophosphate In diethylamine at 0℃; for 0.75h;92%
1152-90-5

pyridinium picrate

88-88-0

2,4,6-trinitrochlorobenzene

Conditions
ConditionsYield
With trichlorophosphate In benzene for 0.333333h; Reflux;78%
With trichlorophosphate
With phosphorus pentachloride
606-21-3

1-chloro-2,6-dinitrobenzene

A

88-88-0

2,4,6-trinitrochlorobenzene

B

2213-82-3

2,5-dichloro-1,3-dinitrobenzene

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 130℃; for 0.666667h;A 74%
B 3%
With sulfuric acid; nitric acid at 130℃; for 0.666667h; Product distribution;
3698-53-1

1,2,3,5-tetranitrobenzene

88-88-0

2,4,6-trinitrochlorobenzene

Conditions
ConditionsYield
With hydrogenchloride for 0.25h; Heating;67%
97-00-7

1-chloro-2,4-dinitro-benzene

A

88-88-0

2,4,6-trinitrochlorobenzene

B

2213-80-1

1,2-dichloro-3,5-dinitrobenzene

Conditions
ConditionsYield
With sulfur trioxide; nitric acid In sulfuric acid at 130℃; for 0.5h; Product distribution; Rate constant; Mechanism; isotope labelled experiments;A 48%
B 16%
489-98-5

picramide

A

88-88-0

2,4,6-trinitrochlorobenzene

B

16408-06-3

4,6-dinitro-2,1,3-benzothiadiazole

Conditions
ConditionsYield
With pyridine; sulfur monochloride In acetonitrileA 17%
B 37%
With pyridine; disulfur dichloride In acetonitrile for 35h;A 17%
B 37%
110-86-1

pyridine

88-89-1

2,4,6-Trinitrophenol

98-95-3

nitrobenzene

98-09-9

benzenesulfonyl chloride

88-88-0

2,4,6-trinitrochlorobenzene

Conditions
ConditionsYield
at 80 - 85℃;
...Expand
110-86-1

pyridine

88-89-1

2,4,6-Trinitrophenol

98-09-9

benzenesulfonyl chloride

88-88-0

2,4,6-trinitrochlorobenzene

...Expand
75-44-5

phosgene

1152-90-5

pyridinium picrate

88-88-0

2,4,6-trinitrochlorobenzene

Conditions
ConditionsYield
at 56℃;
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Chemistry

IUPAC Name: 2-Chloro-1,3,5-trinitrobenzene
Synonyms: 1-Chloro-2,4,6-trinitro-benzen ; 1-Chloro-2,4,6-trinitrobenzene ; 2-Chloro-1,3,5-trinitro-benzen;benzene,1-chloro-2,4,6-trinitro- ; Benzene,2-chloro-1,3,5-trinitro- ; Picryl ; Tncb ; Picryl chloride
CAS NO: 88-88-0
Molecular Formula: C6H2ClN3O6
Molecular Weight: 247.55
Molecular Structure:
EINECS: 201-864-3
Mol File: 88-88-0.mol
Index of Refraction: 1.664
Surface Tension: 80.1 dyne/cm
Density: 1.808 g/cm3
Flash Point: 167.9 °C
Enthalpy of Vaporization: 57.54 kJ/mol
Boiling Point: 354.1 °C at 760 mmHg
Vapour Pressure: 7.01E-05 mmHg at 25°C
Stability: Picryl chloride (CAS NO. 88-88-0) is very unstable when dry, incompatible with oxidizing agents, chlorates, nitrates. Flammable solid.
Appearance: Picryl chloride (CAS NO. 88-88-0) is white to cream crystalline powder

Toxicity Data With Reference

1.    

mmo-sat 1600 ng/plate

     EMMUEG    Environmental and Molecular Mutagenesis. 11 (Suppl 12)(1988),1.
2.    

dnd-rat:lvr 5 µmol/L

     MUREAV    Mutation Research. 131 (1984),215.
3.    

dnd-mus-ipr 15 mg/kg

     MUREAV    Mutation Research. 116 (1983),239.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Mutation data reported. When heated to decomposition it emits toxic vapors of NOx and Cl−.
Hazard CodesExplosiveE,VeryT+,DangerousN
Risk Statements 2-26/27/28-50/53
R2: Risk of explosion by shock, friction, fire or other sources of ignition 
R26/27/28:Very toxic by inhalation, in contact with skin and if swallowed. 
R50/53: Picryl chloride (CAS NO. 88-88-0) is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements 28-35-36/37-45-60-61
 S28:After contact with skin, wash immediately with plenty of soap-suds. 
S35:This material and its container must be disposed of in a safe way. 
S36/37:Wear suitable protective clothing and gloves. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR UN 3365 4.1/PG 1
WGK Germany 2
RTECS CZ1225900
F 8
HazardClass 1.1D
PackingGroup II