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Methylphosphonic dichloride

Methylphosphonic dichloride structure

Methylphosphonic dichloride 

structure
  • CAS No:

    676-97-1

  • Formula:

    CH3Cl2OP

  • Chemical Name:

    Methylphosphonic dichloride

  • Synonyms:

    Phosphonic dichloride,P-methyl-;Phosphonic dichloride,methyl-;P-Methylphosphonic dichloride;Methanephosphonyl chloride;Methylphosphonic dichloride;Methylphosphonic acid dichloride;Dichloromethylphosphine oxide;Methylphosphonyl dichloride;Methylphosphonyl chloride;Methanephosphonodichloridic acid;Methylphosphonodichloridic acid;Methanephosphonyl dichloride

  • Categories:

    Organic Chemistry  >  Phosphines

Description

Methyl phosphonic dichloride is a low melting solid or colorless to pale yellow liquid. Pungent odor.


Strongly irritates skin. Contact may destroy or irreversibly alter skin tissue. Very toxic by ingestion, inhalation, or by skin absorption. Combustible, though may be difficult to ignite.


Strongly irritates skin. Contact may destroy or irreversibly alter skin tissue. Very toxic by ingestion, inhalation, or by skin absorption. Combustible, though may be difficult to ignite.

Methylphosphonic dichloride Basic Attributes

132.91

132.91

1071305

211-634-4

9206

DTXSID6060979

Low melting solid

Characteristics

26.88000

0.25

Strongly irritates skin. Contact may destroy or irreversibly alter skin tissue. Very toxic by ingestion, inhalation, or by skin absorption. Combustible, though may be difficult to ignite.

1.445 g/cm3 @ Temp: 25.3 °C

33 °C

162 °C @ Press: 760 Torr

>110°C

1.420

soluble in water.

Prior to working with this chemical you should be trained on its proper handling and storage. Store in tightly closed containers in a cool, well ventilated area. Sources of ignition such as smoking and open flames are prohibited where this chemical is handled, used, or stored. Use only non-sparking tools and equipment, especially when opening and closing containers of this chemical. Wherever this chemical is used, handled, manufactured, or stored, use explosion-proof electrical equipment and fit

760 mm Hg ( 163 °C)

Pungent odor

Easily hydrolyzed

Fumes in moist air to form hydrogen chloride. Reacts with water to form hydrochloric acid, reaction may be violent.

Acyl Halides, Sulfonyl Halides, and Chloroformates

Water-Reactive

METHYL PHOSPHONIC DICHLORIDE is incompatible with water, strong oxidizing agents, alcohols, bases (including amines).. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Safety Information

I

6.1

UN 3390 6.1/PG 1

3

14-26-34

26-36/37/39-45

TA1840000

T+

Stable, but may decompose in the presence of water or moisture. Incompatible with water, strong bases, strong oxidizing agents.

P260-P280-P284-P305 + P351 + P338-P310

H314-H330

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Organization for the Prohibition of Chemical Weapons; Convention on the Prohibition of the Development, Production, Stockpiling and Use of Chemical Weapons and Their Destruction. Available from http://www.opcw.org/docs/cwc_eng.pdf as of May 1, 2007. The Chemical Weapons Convention (CWC) is an international treaty which bans the development, production, stockpiling, and transfer or use of chemical weapons. The Convention mandates the destruction and prohibition of chemical weapons and related facilities and provides for restrictions on international trade in toxic chemicals and precursors.

This material may burn but does not ignite readily. May ignite other combustible materials (wood, paper, oil, etc.). Reacts violently with water. Flammable poisonous gases may accumulate in tanks and hopper cars. Runoff to sewer may create fire or explosion hazard. Contact causes severe burns to skin and eyes. Runoff from fire control or dilution water may cause pollution. Violent reaction with water. (EPA, 1998)

|Danger|H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P264, P271, P280, P284, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P320, P321, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 42 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P264, P270, P271, P280, P284, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P309+P311, P310, P314, P320, P321, P363, P403+P233, P405, and P501

Excerpt from ERG Guide 137 [Substances - Water-Reactive - Corrosive]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: See ERG Table 1 - Initial Isolation and Protective Action Distances on the UN/NA 9206 datasheet. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 137 [Substances - Water-Reactive - Corrosive]: Fully encapsulating, vapor-protective clothing should be worn for spills and leaks with no fire. Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Use water spray to reduce vapors; do not put water directly on leak, spill area or inside container. Keep combustibles (wood, paper, oil, etc.) away from spilled material. SMALL SPILL: Cover with DRY earth, DRY sand or other non-combustible material followed with plastic sheet to minimize spreading or contact with rain. Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal. Prevent entry into waterways, sewers, basements or confined areas. (ERG, 2016)

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)|Personnel protection: Avoid breathing vapors. Keep upwind. Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. If contact with the material anticipated, wear appropriate chemical protective clothing.|Personnel protection: Wear appropriate chemical protective gloves, boots and goggles.

It may be combustible though it may require some effort to ignite.

If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use dry chemical, dry sand, or carbon dioxide. Do not use water on material itself. If large quantities of combustibles are involved, use water in flooding quantities as spray and fog. Use water spray to knock-down vapors. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible.

Evacuate persons not wearing protective equipment from area of spill or leak until clean-up is complete. Remove all ignition sources. Do not breathe vapors. Do not get water inside container; stop leak if you can do so without risk. Do not touch spilled material. Use water spray to reduce vapors but do not put water on leak or spill area. Keep combustibles (wood, paper, oil, etc) away from spilled material. Dike spill for later disposal; do not apply water unless directed to do so. Clean up only under supervision of an expert. Collect powdered material in the most convenient and safe manner and deposit in sealed containers. Ventilate area after clean-up is complete. It may be necessary to contain and dispose of this chemical as a hazardous waste. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Contact your Department of Environmental Protection or your regional office of the federal EPA for specific recommendations. If employees are required to clean-up spills, they must be properly trained and equipped. OSHA 1910.120(q) may be applicable

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors.

/GUIDE 137: SUBSTANCES - WATER-REACTIVE - CORROSIVE/ Health: CORROSIVE and/or TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns, or death. Fire will produce irritating, corrosive and/or toxic gases. Reaction with water may generate much heat which will increase the concentration of fumes in the air. Contact with molten substance may cause severe burns to skin and eyes. Runoff from fire control or dilution water may cause pollution.|/GUIDE 137: SUBSTANCES - WATER-REACTIVE - CORROSIVE/ Fire or Explosion: ... Some of these materials may burn, but none ignite readily. May ignite combustibles (wood, paper, oil, clothing, etc.). Substance will react with water (some violently), releasing corrosive and/or toxic gases. Flammable/toxic gases may accumulate in confined areas (basement, tanks, hopper/tank cars etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water. Substance may be transported in a molten form.|/GUIDE 137: SUBSTANCES - WATER-REACTIVE - CORROSIVE/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75) feet for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.|/GUIDE 137: SUBSTANCES - WATER-REACTIVE - CORROSIVE/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.|For more DOT Emergency Guidelines (Complete) data for METHYL PHOSPHONIC DICHLORIDE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

... Inhalation causes irritation.

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Methyl phosphonic dichloride is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 100 lbs.

Toxicity

LC50 inhalation rat 0.141 mg/L/4 hr|LC50 Rat 26.1 and 328.8 umol/mol for 4 hr.|LC50 Rat 328.8 umol/mol for 4 hr.

Drug Information

Poisonous if inhaled or swallowed. Contact causes severe burns to skin and eyes. (EPA, 1998)

Warning: Methyl phosphonic dichloride is a strong irritant. Signs and Symptoms of Methyl Phosphonic Dichloride Exposure: Signs and symptoms of acute exposure to liquid or vapors of methyl phosphonic dichloride may include irritation and burning of the eyes, nose, skin, lungs, and throat. If swallowed, gastrointestinal signs include oral or esophageal burns. Dermal burns may result if this material is spilled on the skin. Emergency Life-Support Procedures: Acute exposure to methyl phosphonic dichloride may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination. Inhalation Exposure: 1. Move victim to fresh air. Emergency personnel should avoid self-exposure to methyl phosphonic dichloride. 2. Evaluate vital signs including pulse and respiratory rate and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Obtain authorization and/or further instructions from the local hospital for performance of other invasive procedures. 4. Transport to a health care facility. Dermal/Eye Exposure: 1. Remove victims from exposure. Emergency personnel should avoid self-exposure to methyl phosphonic dichloride. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Remove contaminated clothing as soon as possible. 4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 15 minutes. 5. Wash exposed skin areas thoroughly with soap and water. 6. Obtain authorization and/or further instructions from the local hospital for performance of other invasive procedures. 7. Transport to a health care facility. Ingestion Exposure: 1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or respiratory support. 2. Obtain authorization and/or further instructions from the local hospital for performance of other invasive procedures. 3. DO NOT induce vomiting or attempt to neutralize. 4. Activated charcoal is of no value. 5. Give the victims water or milk: children up to 1 year old, 125 mL (4 oz or 1/2 cup); children 1 to 12 years old, 200 mL (6 oz or 3/4 cup); adults, 250 mL (8 oz or 1 cup). Water or milk should be given only if victims are conscious and alert. 6. Transport to a health care facility. (EPA, 1998)

Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Administer activated charcoal ... . If product was ingested, protect yourself from contact with vomitus as it may cause burns. /Phosphorus and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Monitor for signs of hypoglycemia (decreased LOC, tachycardia, pallor, dilated pupils, diaphoresis, and/or dextrose stick or glucometer readings below 50 mg/dl) and administer 50% dextrose if necessary. Draw blood sample before administration ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Phosphorus and related compounds/

/SIGNS AND SYMPTOMS/ Short Term Exposure: Poisonous if inhaled or swallowed. Highly corrosive. Contact causes severe burns to skin and eyes. May cause permanent damage. Inhalation causes irritation. High levels of exposure can cause pulmonary edema, a medical emergency that can be delayed for several hours. This can cause death. Long Term Exposure: May cause lung irritation or bronchitis to develop.

Methylphosphonic dichloride Use and Manufacturing

Methods of Manufacturing

The oxidation of low-valency organophosphorus compounds ... This method is used in the production of methylphosphonic acid dichloride (676-97-1) by reaction of methyldichlorophosphine with sulfuryl chloride or chlorosulfuric acid.|/Four methods of synthesis/: 1) dimethyldiphosphonic acid, phosphorus trichloride; 2) dimethyldiphosphonic acid, methylphosphonous dichloride; 3) DMMP, thionyl chloride; 4) "Perren- Kinnear" complex and methylene chloride.

Uses

suzuki reaction

Phosphonic dichloride, P-methyl-: ACTIVE|Methylphosphonyl dichloride is a schedule 2B precursor: chemicals, except for those listed in Schedule 1, containing a phosphorus atom to which is bonded one methyl, ethyl, or propyl (normal or iso) group but no further carbon atoms.

Computed Properties

Molecular Weight:132.91
XLogP3:1
Hydrogen Bond Acceptor Count:1
Exact Mass:131.9298571
Monoisotopic Mass:131.9298571
Topological Polar Surface Area:17.1
Heavy Atom Count:5
Complexity:64
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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