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| Name |
1,2,4-Tributylphosphorotrithioate |
EINECS | 201-120-8 |
| CAS No. | 78-48-8 | Density | 1.074 g/cm3 |
| PSA | 102.78000 | LogP | 6.69440 |
| Solubility | N/A | Melting Point |
Below -25oC |
| Formula | C12H27 O P S3 | Boiling Point | 407.8 °C at 760 mmHg |
| Molecular Weight | 314.518 | Flash Point | 200.4 °C |
| Transport Information | UN 2811 | Appearance | N/A |
| Safety | A poison by ingestion, skin contact, and intraperitoneal routes. Experimental reproductive effects. Animal experiments show an anti-cholinesterase effect. When heated to decomposition it emits toxic fumes of POx and SOx. See also PARATHION, PHOSPHATES, ESTERS, and SULFATES. | Risk Codes | R24/25 |
| Molecular Structure |
|
Hazard Symbols |
|
| Synonyms |
Butylphosphorotrithioate (6CI); B 1,776; Butiphos; Butyl phosphorotrithioate((BuS)3PO); Chemagro B 1776; DEF; DEF 6; DEF Defoliant; De-Green; Fos-Fall A;Fosfall; S,S,S-Tributyl phosphorotrithioate; S,S,S-Tributyl trithiophosphate;TBPT; TBTP; Tribufos |
Article Data | 10 |
1,2,4-Tributylphosphorotrithioate Synthetic route
| Conditions | Yield |
|---|---|
| Stage #1: n-butanethiol With phosphorus; potassium hydroxide In dimethyl sulfoxide; toluene at 20℃; for 7h; Schlenk technique; Stage #2: With dihydrogen peroxide In dimethyl sulfoxide; toluene at 20℃; for 0.5h; Schlenk technique; | 83% |
| (i) phosphorus, nBuSNa, CCl4, (ii) aq. H2O2, AcOH; Multistep reaction; |
- 78-48-8
S,S,S-tributylphosphorotrithioate
- 104-15-4
toluene-4-sulfonic acid
- 28519-31-5
4-Methylbenzolthiosulfonsaeure-S-butylester
| Conditions | Yield |
|---|---|
| In benzene for 15h; Heating; | 21% |
| Conditions | Yield |
|---|---|
| With methanol; 5,5'-dithiobis-(2-nitrobenzoic acid); Sphingobium sp. TCM1 phosphotriesterase; manganese(ll) chloride In aq. buffer at 30℃; pH=8; Kinetics; Enzymatic reaction; |
1,2,4-Tributylphosphorotrithioate Chemical Properties
Molecular Formula: C12H27OPS3
Molar mass: 314.5109 g/mol
EINECS: 201-120-8
Density: 1.074 g/cm3
Flash Point: 200.4 °C
Index of Refraction: 1.516
Boiling Point: 407.8 °C at 760 mmHg
Vapour Pressure: 1.73E-06 mmHg at 25°C
Storage temp: 0-6°C
Product categories of Butyl phosphorotrithioate (78-48-8): Method Specific;Oeko-Tex Standard 100;Pesticides;Plant growth regulators
Structure of Butyl phosphorotrithioate (78-48-8):
XLogP3-AA: 3.2
H-Bond Donor: 0
H-Bond Acceptor: 1
Systematic Name: 1-Bis(butylsulfanyl)phosphorylsulfanylbutane
SMILES: O=P(SCCCC)(SCCCC)SCCCC
InChI: InChI=1/C12H27OPS3/c1-4-7-10-15-14(13,16-11-8-5-2)17-12-9-6-3/h4-12H2,1-3H3
InChIKey: ZOKXUAHZSKEQSS-UHFFFAOYAN
Std. InChI: InChI=1S/C12H27OPS3/c1-4-7-10-15-14(13,16-11-8-5-2)17-12-9-6-3/h4-12H2,1-3H3
Std. InChIKey: ZOKXUAHZSKEQSS-UHFFFAOYSA-N
1,2,4-Tributylphosphorotrithioate Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| chicken | LDLo | skin | 1gm/kg (1000mg/kg) | SPINAL CORD: DEMYELINATION BEHAVIORAL: ATAXIA | Toxicology and Applied Pharmacology. Vol. 48, Pg. A195, 1979. |
| guinea pig | LD50 | intraperitoneal | 150mg/kg (150mg/kg) | BEHAVIORAL: REGIDITY BEHAVIORAL: IRRITABILITY GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | AMA Archives of Industrial Health. Vol. 20, Pg. 161, 1959. |
| guinea pig | LD50 | oral | 140mg/kg (140mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 44, 1982. | |
| mammal (species unspecified) | LD50 | unreported | 170mg/kg (170mg/kg) | "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 376, 1971. | |
| mouse | LCLo | inhalation | 3804mg/m3/1H (3804mg/m3) | "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 199, 1969. | |
| mouse | LD50 | intraperitoneal | 285mg/kg (285mg/kg) | Biochemical Pharmacology. Vol. 12, Pg. 73, 1963. | |
| mouse | LD50 | oral | 77mg/kg (77mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1188, 1986. | |
| rabbit | LD50 | oral | 242mg/kg (242mg/kg) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD KIDNEY, URETER, AND BLADDER: INCONTINENCE | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 11(4), Pg. 11, 1967. |
| rabbit | LD50 | skin | 97mg/kg (97mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 44, 1982. | |
| rat | LD50 | intraperitoneal | 210mg/kg (210mg/kg) | BEHAVIORAL: REGIDITY BEHAVIORAL: IRRITABILITY GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | AMA Archives of Industrial Health. Vol. 20, Pg. 161, 1959. |
| rat | LD50 | oral | 150mg/kg (150mg/kg) | Toxicology and Applied Pharmacology. Vol. 14, Pg. 515, 1969. | |
| rat | LD50 | skin | 168mg/kg (168mg/kg) | World Review of Pest Control. Vol. 9, Pg. 119, 1970. |
1,2,4-Tributylphosphorotrithioate Consensus Reports
Reported in EPA TSCA Inventory.
1,2,4-Tributylphosphorotrithioate Safety Profile
A poison by ingestion, skin contact, and intraperitoneal routes. Experimental reproductive effects. Animal experiments show an anti-cholinesterase effect. When heated to decomposition it emits toxic fumes of POx and SOx. See also PARATHION, PHOSPHATES, ESTERS, and SULFATES.
Hazard Codes: T.gif){kind=small}
Risk Statements:
24: Toxic in contact with skin
25: Toxic if swallowed
Safety Statements:
36: Wear suitable protective clothing
37: Wear suitable gloves
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
1,2,4-Tributylphosphorotrithioate Specification
Butyl phosphorotrithioate (78-48-8) also can be called Butyphos ; S,S,S-Tributyltrithiophosphat ; Phosphorotrithioic acid, S,S,S-tributyl ester ; Merphos oxide and Butifos .
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