Products Categories
CAS No.: | 87-86-5 |
---|---|
Name: | Pentachlorophenol |
Article Data: | 93 |
Molecular Structure: | |
Formula: | C6Cl5OH |
Molecular Weight: | 266.338 |
Synonyms: | Phenol,pentachloro- (8CI,9CI);1-Hydroxy-2,3,4,5,6-pentachlorobenzene;1-Hydroxypentachlorobenzene;Chlon;Chlorophenasicacid;Dowicide 7;Dowicide EC 7;Dura Treet II;EP 30;EP 30 (pesticide);Fungifen;Grundier Arbezol;Lauxtol;Liroprem;NSC 263497;PCP(pesticide);Penchlorol;Penta;Pentachlorophenol;Penton 70;Pentor 70;Perchlorophenol;Permasan;Pol Nu;Pole topper;Pole topper fluid;Preventol P;Santophen 20;Satophen;Witophen P;Woodtreat A; |
EINECS: | 87-86-5 |
Density: | 1.804 g/cm3 |
Melting Point: | 165-180 °C(lit.) |
Boiling Point: | 309.5 °C at 760 mmHg |
Flash Point: | 133.7 °C |
Solubility: | Slightly soluble in water. |
Appearance: | odourless white or light brown powder or crystals |
Hazard Symbols: | T+; N; Xn |
Risk Codes: | 24/25-26-36/37/38-40-50/53 |
Safety: | 22-36/37-45-52-60-61-16-7 |
Transport Information: | UN 3155 6.1/PG 2 |
PSA: | 20.23000 |
LogP: | 4.65920 |
Conditions | Yield |
---|---|
With chlorine; aluminum (III) chloride at 100 - 180℃; for 10.8333h; Product distribution / selectivity; | A 83% B 10% |
With chlorine; nickel; aluminum (III) chloride at 90 - 180℃; for 10h; Product distribution / selectivity; | A 79% B 20% |
Conditions | Yield |
---|---|
With chlorine; nickel; aluminum (III) chloride at 90 - 180℃; for 4.16667 - 4.66667h; Product distribution / selectivity; | A 80% B 10% |
Stage #1: 2,4,6-Trichlorophenol With chlorine; aluminum (III) chloride at 105 - 183℃; Stage #2: With phenol at 180 - 190℃; Product distribution / selectivity; | A 80% B 10% |
With chlorine; aluminum (III) chloride at 105 - 190℃; for 3.66667 - 4.83333h; Product distribution / selectivity; | A 77% B 10% |
pentachlorophenol-TMS
Pentachlorophenol
Conditions | Yield |
---|---|
With nano magnetic sulfated zirconia (Fe3O4 at ZrO2/SO42-) In neat (no solvent) at 20℃; for 0.833333h; Green chemistry; | 80% |
2,3,4,5,6-pentachloro-4-(pentachlorophenoxy)-2,5-cyclohexadienone
A
Pentachlorophenol
B
2,3,5,6-tetrachloro-4-(2,3,4,5,6-pentachlorophenoxy)phenol
C
3,4,5,6-tetrachloro-2-(2,3,4,5,6-pentachlorophenoxy)phenol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol; benzene for 1h; Ambient temperature; | A 4 % Chromat. B 52.6% C 26 % Chromat. |
Conditions | Yield |
---|---|
With sodium hydroxide In water for 3h; Heating; | 50% |
tetrachloromethane
3-Iodophenol
A
Pentachlorophenol
B
2,4,6-trichloro-3-iodo-phenol
Conditions | Yield |
---|---|
at 60 - 70℃; Einleiten von Chlor; |
Conditions | Yield |
---|---|
With chlorosulfonic acid at 150 - 160℃; |
Conditions | Yield |
---|---|
With tetrachloromethane; chlorine at 50℃; |
Conditions | Yield |
---|---|
With chlorine |
The Pentachlorophenol, with the CAS registry number 87-86-5 and EINECS registry number 201-778-6, is also called PCP. It is a kind of odourless white or light brown powder or crystals, and incompatible with strong bases, acid chlorides and acid anhydrides. The molecular formula of this chemical is C6Cl5OH.
The Pentachlorophenol is an kind of organochlorine compound which is often used as a pesticide and a disinfectant. It can be found in two forms: PCP itself or as the sodium salt of PCP, which dissolves easily in water.
The physical properties of Pentachlorophenol are as followings: (1)ACD/LogP: 4.78; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.9; (4)ACD/LogD (pH 7.4): 2.19; (5)ACD/BCF (pH 5.5): 331.45; (6)ACD/BCF (pH 7.4): 6.55; (7)ACD/KOC (pH 5.5): 1246.46; (8)ACD/KOC (pH 7.4): 24.62; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.631; (14)Molar Refractivity: 52.6 cm3; (15)Molar Volume: 147.6 cm3; (16)Polarizability: 20.85×10-24cm3; (17)Surface Tension: 54.7 dyne/cm; (18)Density: 1.804 g/cm3; (19)Flash Point: 133.7 °C; (20)Enthalpy of Vaporization: 57.22 kJ/mol; (21)Boiling Point: 309.5 °C at 760 mmHg; (22)Vapour Pressure: 0.000349 mmHg at 25°C.
Preparation: It can be produced by the chlorination of phenol in the presence of catalyst and a temperature of up to approximately 191 °C. This process does not result in complete chlorination. And the other product are even more toxic than the pentachlorophenol itself.
Uses of Pentachlorophenol: It has been used as a herbicide, insecticide, fungicide, algaecide, disinfectant and as an ingredient in antifouling paint in the past. And because of its high toxicity, its use has been significantly declined.
You should be cautious while dealing with this chemical. It is a kind of flammable chemical which is very toxic, and may cause long-term adverse effects in the aquatic environment. Therefore, you had better take the following instructions: Do not breathe dust; Wear suitable protective clothing and gloves, and in case of contact with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible); Not recommended for interior use on large surface areas; This material and/or its container must be disposed of as hazardous waste; Avoid release to the environment. Refer to special instructions safety data sheet; Keep away from sources of ignition - No smoking; Keep container tightly closed.
You can still convert the following datas into molecular structure:
(1)SMILES: Clc1c(O)c(Cl)c(Cl)c(Cl)c1Cl
(2)InChI: InChI=1/C6HCl5O/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H
(3)InChIKey: IZUPBVBPLAPZRR-UHFFFAOYAG
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LD50 | unreported | 70mg/kg (70mg/kg) | Phytiatrie-Phytopharmacie. Vol. 1, Pg. 3, 1953. | |
dog | LDLo | subcutaneous | 135mg/kg (135mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 123, 1959. | |
duck | LD50 | oral | 380mg/kg (380mg/kg) | Down to Earth. Vol. 35, Pg. 25, 1979. | |
frog | LD50 | unreported | 36mg/kg (36mg/kg) | Phytiatrie-Phytopharmacie. Vol. 1, Pg. 3, 1953. | |
gerbil | LD50 | oral | 294mg/kg (294mg/kg) | Archives of Toxicology. Vol. 40, Pg. 63, 1978. | |
guinea pig | LD50 | unreported | 100mg/kg (100mg/kg) | Phytiatrie-Phytopharmacie. Vol. 1, Pg. 3, 1953. | |
hamster | LD50 | oral | 168mg/kg (168mg/kg) | Toxicology and Applied Pharmacology. Vol. 48, Pg. A192, 1979. | |
man | LDLo | oral | 401mg/kg (401mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) SKIN AND APPENDAGES (SKIN): SWEATING: OTHER | Ecotoxicology and Environmental Safety. Vol. 1, Pg. 343, 1977. |
mouse | LC50 | inhalation | 225mg/m3 (225mg/m3) | BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 13(9), Pg. 58, 1969. |
mouse | LD50 | intraperitoneal | 32mg/kg (32mg/kg) | Archives of Toxicology. Vol. 40, Pg. 63, 1978. | |
mouse | LD50 | oral | 36mg/kg (36mg/kg) | Archives of Toxicology. Vol. 40, Pg. 63, 1978. | |
rabbit | LDLo | intraperitoneal | 135mg/kg (135mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 123, 1959. | |
rabbit | LDLo | oral | 70mg/kg (70mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | Journal of Pharmacology and Experimental Therapeutics. Vol. 76, Pg. 104, 1942. |
rabbit | LDLo | skin | 40mg/kg (40mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | Journal of Pharmacology and Experimental Therapeutics. Vol. 76, Pg. 104, 1942. |
rabbit | LDLo | subcutaneous | 70mg/kg (70mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | Journal of Pharmacology and Experimental Therapeutics. Vol. 76, Pg. 104, 1942. |
rat | LC50 | inhalation | 355mg/m3 (355mg/m3) | BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 13(9), Pg. 58, 1969. |
rat | LD50 | intraperitoneal | 56mg/kg (56mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA | British Journal of Pharmacology and Chemotherapy. Vol. 13, Pg. 20, 1958. |
rat | LD50 | oral | 27mg/kg (27mg/kg) | VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION ENDOCRINE: HYPERGLYCEMIA | Journal of Pharmacology and Experimental Therapeutics. Vol. 76, Pg. 104, 1942. |
rat | LD50 | skin | 96mg/kg (96mg/kg) | BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 13(9), Pg. 58, 1969. |