- Name
HEXACHLOROBENZENE
- EINECS204-273-9
- CAS No.
118-74-1
- Density1.767 g/cm3
- PSA0.00000
- LogP5.60700
- SolubilityPractically insoluble in water
- Melting Point227-229 °C(lit.)
- FormulaC6Cl6
- Boiling Point324.499 °C at 760 mmHg
- Molecular Weight284.784
- Flash Point151.101 °C
- Transport InformationUN 2729
- Appearancewhite powder
- Safety53-60-45-61
- Risk Codes45-48/25-50/53
- Molecular Structure
- Hazard SymbolsT,N
- SynonymsT,N
- Article Data246
HEXACHLOROBENZENE Synthetic route
ConditionsConditions | Yield |
---|
With chlorine; aluminum oxide; molybdenum(VI) oxide at 380 - 400℃; for 0.00277778h; other metal oxide catalysts; | A 98.2% B 96.3% |
ConditionsConditions | Yield |
---|
With 2,2'-azobis(isobutyronitrile); chlorine; aluminum oxide; molybdenum(VI) oxide at 380 - 400℃; for 0.00277778h; | A 95.15% B 98.06% |
ConditionsConditions | Yield |
---|
With chlorine fluorosulfate In 1,1,2-Trichloro-1,2,2-trifluoroethane at -25℃; | 90.2% |
ConditionsConditions | Yield |
---|
With chlorine; KSK silica gel; magnesium chloride at 295 - 320℃; for 0.005h; other methal oxide and chloride catalysts; | A n/a B n/a C 84% |
ConditionsConditions | Yield |
---|
In diethyl ether under N2; the Rh-complex was suspensed in Et2O; dichloroethyne*Et2O added; stirred for 23 days; filtration; residue was washed with Et2O 2 times; dried; elem. anal., IR; | A 63% B 75% |
ConditionsConditions | Yield |
---|
With hydrogen sulfide at 550℃; Mechanism; | 62.5% |
- 21985-87-5
2,3,4,5,6-pentanitroaniline 1,2-dichloroethane
ConditionsConditions | Yield |
---|
With hydrogenchloride at 80 - 90℃; for 4h; | 60% |
- C-plasma, graphite
C-plasma, graphite
ConditionsConditions | Yield |
---|
With chlorine In toluene under 105.008 Torr; | A 60% B 9% C n/a |
ConditionsConditions | Yield |
---|
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Title compound not separated from byproducts; | A 48% B 30% C 7% D 6% |
ConditionsConditions | Yield |
---|
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Title compound not separated from byproducts; | A 48% B 30% C 7% D 6% |
HEXACHLOROBENZENE Chemical Properties
Hexachlorobenzene(118-74-1), or perchlorobenzene, is a chlorocarbon with the molecular formula C
6Cl
6. It is a white crystalline solid that has negligible solubility in water. It is soluble in diethyl ether, benzene, ethanol and chloroform. Its vapour pressure is 1.09×10
-5 mmHg (1.45 mPa) at 20 °C. Its flash point is 242 °C and it sublimes at 322 °C.
IUPAC Name: 1,2,3,4,5,6-hexachlorobenzene
Molecular formula: C
6Cl
6 Molar mass: 284.80 g/mol
Density: 2.04 g/cm
3 Melting point: 231 °C
Boiling point: 323-326 °C
Other names: Perchlorobenzene; HCB
The Structure of Hexachlorobenzene(118-74-1):
HEXACHLOROBENZENE Uses
Hexachlorobenzene(118-74-1) is a fungicide formerly used as a seed treatment, especially on wheat to control the fungal disease bunt. It has been banned globally under the Stockholm Convention on persistent organic pollutants.
HEXACHLOROBENZENE Toxicity Data With Reference
1. | | dnd-esc 20 µmol/L | | MUREAV Mutation Research. 89 (1981),95. |
2. | | mmo-smc 100 ppm | | RSTUDV Rivista di Scienza e Technologia degli Alimenti e di Nutrizione Umana. Review of Science and Technology of Food and Human Nutrition. 6 (1976),161. |
3. | | orl-rat TDLo:2738 mg/kg/2Y-C:CAR | | PAACA3 Proceedings of the American Association for Cancer Research. 24 (1983),59. |
4. | | orl-mus TDLo:6972 mg/kg/83W-C:NEO | | IJCNAW International Journal of Cancer. 23 (1979),47. |
5. | | orl-ham TDLo:1000 mg/kg/18W-C:CAR | | NATUAS Nature. 269 (1977),510. |
6. | | unr-man LDLo:220 mg/kg | | 85DCAI Poisoning; Toxicology, Symptoms, Treatments. 2 (1970),73. |
7. | | orl-rat LD50:10,000 mg/kg | | 85DPAN Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel Werner Perkow,Berlin, Germany.: Verlag Paul Parey,1971/76. |
8. | | ihl-rat LC50:3600 mg/m3 | | 85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,72. |
9. | | orl-mus LD50:4 g/kg | | 85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, |
HEXACHLOROBENZENE Consensus Reports
NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 219.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 20 , 1979,p. 155.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 20 , 1979,p. 155.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Community Right-To-Know List. Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
HEXACHLOROBENZENE Safety Profile
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and teratogenic data. A human poison by an unspecified route. Experimental reproductive effects. Mildly toxic experimentally by inhalation. Mutation data reported. A fungicide. Combustible when exposed to heat or flame. Violent reaction with dimethylformamide. To fight fire, use CO
2, dry chemical. When heated to decomposition it emits highly toxic fumes of Cl
−. See also
CHLORINATED HYDROCARBONS, AROMATIC.
Hazard Codes:
T,
N,
Xn,Xi,
F
Risk Statements: 45-48/25-50/53-67-65-62-51/53-48/20-38-11-39/23/24/25-23/24/25-66-36/38
45: May cause cancer
48/25: Toxic: danger of serious damage to health by prolonged exposure if swallowed
50/53: Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
67: Vapors may cause drowsiness and dizziness
65: Harmful: May cause lung damage if swallowed
62: Possible risk of impaired fertility
51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
48/20: Harmful: danger of serious damage to health by prolonged exposure through inhalation
38: Irritating to the skin
11: Highly Flammable
39/23/24/25: Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed
23/24/25: Toxic by inhalation, in contact with skin and if swallowed
66: Repeated exposure may cause skin dryness or cracking
36/38: Irritating to eyes and skin
Safety Statements: 53-45-60-61-62-36/37-33-29-16-9-26
53: Avoid exposure - obtain special instruction before use
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
60: This material and/or its container must be disposed of as hazardous waste
61: Avoid release to the environment. Refer to special instructions safety data sheet
62: If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label
36/37: Wear suitable protective clothing and gloves
33: Take precautionary measures against static discharges
29: Do not empty into drains
16: Keep away from sources of ignition - No smoking
9: Keep container in a well-ventilated place
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RIDADR: UN 2729 6.1/PG 3
WGK Germany: 3
RTECS: DA2975000
HazardClass: 6.1(b)
PackingGroup: III
HEXACHLOROBENZENE Standards and Recommendations
ACGIH TLV: TWA 0.002 (skin); Animal Carcinogen
DFG MAK: Not Classifiable as a Human Carcinogen; BAT: 15 μg/dL in plasma/serum
DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD