ChemicalBook--->CAS DataBase List--->150-50-5

150-50-5

150-50-5 Structure

150-50-5 Structure
IdentificationBack Directory
[Name]

MERPHOS
[CAS]

150-50-5
[Synonyms]

Folex
Folen
MERPHOS
FOLEX(R)
folex6ec
easyoff-d
NSC 27720
folex (tm)
Easy off-D
deleafdefoliant
Deleaf defoliant
DELEAF DEFOLLIANT
Tributylthiofosfin
tributyltrithiophosphite
Tris(butylthio)phosphine
tris(butylthio)phosphane
butylphosphorotrithioite
Tributyl trithiophosphite
Merphos @100 μg/mL in MeOH
tris(butylsulfanyl)phosphane
TRIBUTYLPHOSPHORO-TRITHIOITE
Merphos @1000 μg/mL in Hexane
s,s,s-tributyltrithiophosphite
S,S,S-Tributyl trithiophosphite
s,s,s-tributylphosphorotrithioite
butylphosphorotrithioite[(bus)3p]
Merphos 100 μg/mL in Acetonitrile
S,S,S-Tributyl phosphorotrithioite
Butyl phosphorotrithioite ((bus)3p)
phosphorotrithiousacid,tributylester
S,S,S-TRI-N-BUTYLPHOSPHOROTRITHIOITE
Trithiophosphorous acid tributyl ester
Phosphorotrithious acid, tributyl ester
phosphorotrithiousacid,s,s,s-tributylester
Tributylphosphorotrithioite 1g [150-50-5]
Phosphorotrithious acid, S,S,S-tributyl ester
Tributylphosphoro-trithioite 250mg [150-50-5]
[EINECS(EC#)]

205-761-4
[Molecular Formula]

C12H27PS3
[MDL Number]

MFCD00128008
[MOL File]

150-50-5.mol
[Molecular Weight]

298.51
Chemical PropertiesBack Directory
[Melting point ]

100°C
[Boiling point ]

115-134 °C(Press: 0.08 Torr)
[density ]

1.0200
[solubility ]

Chloroform (Slightly), Dichloromethane (Slightly), Diethyl Ether (Slightly)
[form ]

Liquid
[Henry's Law Constant]

4.3×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
[Stability:]

Air Sensitive, Hygroscopic, Moisture Sensitive
[EPA Substance Registry System]

Merphos (150-50-5)
Hazard InformationBack Directory
[Chemical Properties]

Nearly colorless liquid. Insoluble in water; soluble in a variety of organic solvents.
[Uses]

Organophosphate pesticide used in the agriculture industry
[General Description]

Emulsifiable oil.
[Reactivity Profile]

Organothiophosphates, such as MERPHOS, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.
[Hazard]

Cholinesterase inhibitor.
[Production Methods]

The industrial production of merphos begins with the preparation of phosphorotrithioic acid or its reactive derivatives, which serve as the phosphorus-containing core. This compound undergoes esterification with butyl alcohols (typically n-butanol or isobutanol) under controlled conditions, often in the presence of acid catalysts such as sulphuric acid or p-toluenesulfonic acid. The reaction is carried out in organic solvents like toluene or xylene, with temperature and pH carefully regulated to ensure complete conversion and minimise side reactions. The resulting tributyl ester is purified through distillation or solvent extraction to remove unreacted materials and achieve the desired chemical purity.
[Mechanism of action]

Merphos, as a defoliant pesticide, works by causing a controlled injury to the leaf tissue of cotton plants. This injury triggers a stress response in the plant, leading to the production of ethylene, a plant hormone that plays a crucial role in leaf senescence and abscission.
[Environmental Fate]

Merphos is adsorbed strongly to soil and oxidized to S,S,S-tributyl phosphorotrithioate (DEF). The Koc estimated for merphos is theoretically 62 000; accordingly, merphos would be immobile in soil.
In water, merphos will be oxidized to DEF. The fact that merphos is expected to adsorb strongly to particulate matter in the water column, apparently did not impede its oxidation.
In the atmosphere, merphos will exist as an aerosol and be removed by gravitational settling and readily oxidized to DEF. Vapor-phase merphos will react with photochemically produced hydroxyl radicals, with an estimated half-life of 4.9 h.
[Pesticide Type]

Plant Growth Regulator; Herbicide
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
[RIDADR ]

3278
[TSCA ]

TSCA listed
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Safety Profile]

Poison by intraperitoneal route. Moderately toxic by ingestion and skin contact. A cholinesterase inhibitor. Combustible when exposed to heat or flame. Can react vigorously with oxidzing materials. When heated to decomposition it emits highly toxic fumes of POx and SOx. Used as a defoliant. See also PARATHION.
[Hazardous Substances Data]

150-50-5(Hazardous Substances Data)
[Toxicity]

guinea pig,LD50,oral,850mg/kg (850mg/kg),Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 27(8), Pg. 97, 1962.
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