Basic information
- CAS
2524-03-0- Standard SMILES
COP(=S)(Cl)OC- InChIKey
XFBJRFNXPUCPKU-UHFFFAOYSA-N- Molecular formula
- C2H6ClO2PS
- Average molar mass
- 160.56 g/mol
- Monoisotopic mass
- 159.95146474
Overview
Dimethyl chlorothiophosphate is a colorless to light amber liquid. Used as a chemical intermediate for insecticides, pesticides, and fungicides; oil and gasoline additives; plasticizers; corrosion inhibitors; flame retardants; and flotation agents. Not registered as a pesticide in the U.S. (EPA, 1998)
Names & identifiers
- Preferred name
- Dimethyl phosphorochloridothionate
- IUPAC
- chloro-dimethoxy-sulfanylidene-λ5-phosphane
- English name
- Dimethyl chlorothiophosphate
- Molecular formula
- C2H6ClO2PS
- Molecular weight
- 160.56
Names & synonyms
Dimethyl phosphorochloridothionateDimethylthionochlorophosphateRefChem:134231Dimethyl chlorothiophosphate2524-03-0Methyl PCTO,O-Dimethyl phosphorochloridothioateO,O-Dimethyl chlorothiophosphatePhosphorochloridothioic acid, O,O-dimethyl esterChlorodimethoxyphosphine sulfideDimethylchlorthiofosfatDimethyl chlorothionophosphate
Show more names
MCTO,O-DIMETHYLPHOSPHOROCHLOROTHIOATEDMPCTNA 2267U.N. 2267(CH3O)2P(S)ClAURORA KA-1651
Dimethyl chlorothiophosphonateDimethyl phosphorochlorothioateDimethoxythiophosphonyl chlorideDimethyl thiophosphorochloridateDimethyl thionophosphorochloridateO,O-Dimethyl chlorothionophosphateO,O-Dimethyl phosphorochlorothioateO,O-Dimethyl thiophosphoryl chloride
Database identifiers
- CAS
2524-03-0- PubChem CID
- 17304
- DTXSID
DTXSID0027486- ChEMBL
CHEMBL1870942- UNII
- 8D5OSC5UN4
- EC Number
- 219-754-9
- Nikkaji
- J113.023D
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 50.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 87.7
Experimental & physicochemical properties
SpringerMaterials PropertiesSchoenflies notation
Density1.32 at 77 °F (EPA, 1998) - Denser than water; will sink
Boiling Point151 to 153 °F at 16 mmHg (EPA, 1998)
Physical Description
Dimethyl chlorothiophosphate is a colorless to light amber liquid. Used as a chemical intermediate for insecticides, pesticides, and fungicides; oil and gasoline additives; plasticizers; corrosion inhibitors; flame retardants; and flotation agents. Not registered as a pesticide in the U.S. (EPA, 1998)
Physicochemical properties
- Boiling point
- 66 · 66-67 °C16 mm Hg(lit.)
- Density
- 1.322 g/mL · 1.322 g/mL at 25 °C(lit.)
- vapor pressure
- 0.67 psi · 0.67 psi ( 20 °C)
- refractive index
- 20 · n20/D 1.482(lit.)
- Flash point
- 221 °F · 221 °F
- solubility
- Chloroform (Sparingly), Methanol (Slightly)
- form
- Oil
- color
- Colourless
- Water Solubility
- slowly hydrolyzes
- Stability
- Moisture Sensitive
- CAS DataBase Reference
- 2524 · 2524-03-0(CAS DataBase Reference)
- FDA UNII
- 8 D5OSC5UN4 · 8D5OSC5UN4
- NIST Chemistry Reference
- Phosphorochloridothioic acid, o,o-dimethyl ester(2524-03-0)
- EPA Substance Registry System
- Dimethyl chlorothiophosphate (2524-03-0)
- Symbol(GHS)
- 5 · GHS05,GHS06
- Signal word
- Danger
- Hazard statements
- 318 · H318-H412-H330-H335-H302-H315-H312
- Precautionary statements
- 273 · P273-P501-P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501-P264-P280-P302+P352-P321-P332+P313-P362-P280-P305+P351+P338-P310-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501
- Hazard Codes
- T
- Risk Statements
- 23 · 23/24/25-34-23-21/22
- Safety Statements
- 23 · 23-26-36/37/39-45-24/25
- RIDADR
- 2267 · UN 2267
- WGK Germany
- 3 · 3
- RTECS
- 1830000 · TD1830000
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- II
- HS Code
- 29309099 · 29309099
- Hazardous Substances Data
- 2524 · 2524-03-0(Hazardous Substances Data)
- Toxicity
- 50 · mouse,LC50,inhalation,320mg/m3/2H (320mg/m3),"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 56, 1982.
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (39.2%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P261, P262, P264, P270, P271, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P361+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 97 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H302: Harmful if swallowed [Warning Acute toxicity, oral]
Hazard information
Regulatory Information
Chemical: Phosphorochloridothioic acid, O,O-dimethyl ester
Status: Active Update: 10-06-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/5177
Phosphorochloridothioic acid, O,O-dimethyl ester: Does not have an individual approval but may be used under an appropriate group standard
DOT LabelPoison Corrosive
Fire Hazards
This material may burn but does not ignite readily. This material may ignite combustibles (wood, paper, oil, etc.). When heated it emits very toxic fumes of chlorine containing compounds, phosphorus oxides, and sulfur oxides. (EPA, 1998)
· Combustible material: may burn but does not ignite readily.
Health Hazards
This material is a strong irritant to the eyes, skin, and mucous membranes. (EPA, 1998)
· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.
DOT ID and Guide2267 156
Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Reactivity Profile
Organothiophosphates, such as DIMETHYL CHLOROTHIOPHOSPHATE, 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.
DOT Hazard Classification
Dimethyl thiophosphoryl chloride
UN2267
Div 6.1 Poisonous materials (49 eCFR § 173.132)
Div 6.1 Poisonous materials (49 eCFR § 173.132)
PG II: the degree of danger presented by the material is medium
Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Hazard Classes and Categories
Acute Tox. 3 (39.2%)
Acute toxicity (Oral) - Category 4
Safety & protection
Fire FightingWear positive pressure breathing apparatus and special protective clothing. Move container from fire area if you can do so without risk. Cool containers that are exposed to flames with water from the side until well after fire is out.
Accidental Release Measures
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
Warning: Methyl PCT is extremely corrosive. Caution is advised.
General First Aid:
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseCaution : Avoid sources of heat including fire. Dimethyl phosphorochloridothioate will liberate toxic phosphorus and sulfur oxides when heated to decomposition.
Isolation and Evacuation
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
Immediate precautionary measure
Personal Protective Equipment (PPE)
For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)
Emergency Response Planning Guidelines· Note: Most foams will react with the material and release corrosive/toxic gases.
Safety data
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- TD1830000
- ridadr
- UN 2267
- hs_code
- 29309099
- Toxicity
- mouse,LC50,inhalation,320mg/m3/2H (320mg/m3),"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 56, 1982.
- risk_code
- 23/24/25-34-23-21/22
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS06
- hazard_code
- T
- safety_code
- 23-26-36/37/39-45-24/25
- hazard_class
- 6.1
- packing_group
- II
- Hazard statements
- H318-H412-H330-H335-H302-H315-H312
- REACH Registrations
- Active
- Precautionary statements
- P273-P501-P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501-P264-P280-P302+P352-P321-P332+P313-P362-P280-P305+P351+P338-P310-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501
- Hazardous Substances Data
- 2524-03-0(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationPhosphorochloridothioic acid, O,O-dimethyl ester: ACTIVE
Applications
DescriptionDimethyl chlorothiophosphate is a colorless tolight amber, combustible liquid. Molecularweight= 160.56; Specific Gravity (H2O:1) 1.32 at 25℃;Boiling point = 6667℃ at 16 mmHg; Flashpoint= 104.8℃ (oc). Hazard Identification (based onNFPA-704 M Rating System): Health 3, Flammability 2,Reactivity 2. Insoluble in water.
UsesDimethyl chlorothiophosphate is used as an intermediate in the manufacture of insecticides, pesticides, fungicides, oil and gasoline additives, plasticizers, corrosion inhibitors, flame-retardants, and flotation agents.
General DescriptionDimethyl chlorothiophosphate is a colorless to light amber liquid. Used as a chemical intermediate for insecticides, pesticides, and fungicides; oil and gasoline additives; plasticizers; corrosion inhibitors; flame retardants; and flotation agents. Not registered as a pesticide in the U.S. (EPA, 1998)
Preparation methods
PreparationDimethyl chlorothiophosphate is prepared by reaction of phosphorus pentasulfide & methyl alcohol followed by reaction of the resulting dimethyl phosphorodithioate with chlorine.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
20 records
Compound notes
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