Methyl phosphonic dichloride

HCID 12671

Basic information

CAS
676-97-1
Standard SMILES
CP(=O)(Cl)Cl
InChIKey
SCLFRABIDYGTAZ-UHFFFAOYSA-N
Molecular formula
CH3Cl2OP
Average molar mass
132.91 g/mol
Monoisotopic mass
131.92985671

Overview

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.

Names & identifiers

Preferred name
Methyl phosphonic dichloride
IUPAC
dichlorophosphorylmethane
English name
METHYLPHOSPHONIC DICHLORIDE
Molecular formula
CH3Cl2OP
Molecular weight
132.91

Names & synonyms

METHYLPHOSPHONIC DICHLORIDE676-97-1Methylphosphonyl dichlorideMethyl phosphonic dichloridemethylphosphonic acid dichlorideMethylphosphonyl chlorideHSDB 6329Methanephosphonic dichlorideDichloromethylphosphine oxideEINECS 211-634-4BRN 1071305CH3POCl2
Show more names
methylphomethylphosphonylchloridemethanephosphonylchloridedichlorophosphorylmethanemethylphosphonyldichloridemethyl-phosphonicdichlorid
DTXSID6060979Methanephosphonic acid dichloridePhosphonodichloridic acid, methyl-4-04-00-03509 (Beilstein Handbook Reference)NA 9206Methylphosphonodichloridic acidRefChem:158000methanephosphonyl dichloride

Database identifiers

CAS
676-97-1
PubChem CID
12671
DTXSID
DTXSID6060979
UNII
2XGZ22DHQ2
EC Number
211-634-4
Nikkaji
J50.316I

Properties

Computed structural properties

XLogP
1
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
5

Experimental & physicochemical properties

Chemical ClassesToxic Gases & Vapors -> Acid Halides
SpringerMaterials PropertiesSchoenflies notation
OdorPungent odor
Density1.39 g/cu cm at 38 °C
Color/FormLow melting solid
Boiling Point · 3 items

325 °F

162 °C

162 °C @760 [mm Hg]

Physicochemical properties

Melting point
31 · 31-34 °C
Boiling point
163 °C · 163 °C(lit.)
Density
1.468 g/mL · 1.468 g/mL at 25 °C(lit.)
vapor pressure
760 mm · 760 mm Hg ( 163 °C)
Flash point
110 °C · >110°C
solubility
Acetonitrile (Slightly), Chloroform

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P271, P280, P284, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P320, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Hazard information

Hazards IdentificationToxic/poison by inhalation (TIH/PIH)
Regulatory Information · 2 items

Chemical: Phosphonic dichloride, methyl-

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison Inhalation Hazard Corrosive
Fire Hazards · 2 items

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)

· EXCEPT FOR ACETIC ANHYDRIDE (UN1715), THAT IS FLAMMABLE, some of these materials may burn, but none ignite readily.

Fire PotentialIt may be combustible though it may require some effort to ignite.
Health Hazards · 2 items

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

· CORROSIVE and/or TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

Safety & protection

Fire FightingKeep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Wear positive pressure breathing apparatus and special protective clothing.
Accidental Release Measures · 2 items

· 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.

· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.

First Aid · 2 items

Warning: Methyl phosphonic dichloride is a strong irritant.

General First Aid:

Exposure Control and Personal Protection · 2 items

· Wear positive pressure self-contained breathing apparatus (SCBA).

TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].

Fire Fighting Procedures · 1 item

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.

Storage Conditions · 1 item

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 fittings.

Toxicology

Adverse EffectsDermatotoxin - Skin burns.
Medical SurveillanceLung function tests /SRP: due to risk of pulmonary edema/.. Consider chest x-ray following acute overexposure.
Human Toxicity Excerpts · 1 item

/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.

Non-Human Toxicity Excerpts · 1 item

/LABORATORY ANIMALS: Acute Exposure/ Acute inhalation toxicities were determined in rats and guinea-pigs for ... methyl-phosphonic-dichloride ... (MPD), and the products of /its/ neutralization by ammonia. Female rats and male guinea-pigs were exposed for 4 hours to vapors of the above compounds in varying concentrations. Animals were observed and deaths were recorded up to 14 days postexposure. Median lethal concentrations (LC50) were computed. ... LC50s of MPD and neutralization products were 26.1 and 328.8 umoles per mole in rats. Hydrolysis was about 75 percent. MPD exposure produced numerous signs of irritation and caused death within 4 days; neutralization products produced no irritation but caused death within 1 day. ...

Antidote and Emergency Treatment · 2 items

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/

Non-Human Toxicity Values · 3 items

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.

Regulatory information

CERCLA Reportable Quantities · 1 item

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.

Safety data

F
10
wgk
3
tsca
TSCA listed
rtecs
TA1840000
ridadr
UN 3390 6.1/PG 1
risk_code
14-26-34

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used for the preparation of oligonucleotides; [HSDB]

For the preparation of oligonucleotides containing methylphosphonates at defined sites.

Schedule 2B precursor to sarin, soman, DF, and chlorosoman.

Methods of Manufacturing · 2 items

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.

General Manufacturing Information · 2 items

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.

Applications · 3 items

DescriptionMethyl phosphonic dichloride is a low meltingsolid or colorless liquid. Molecular weight = 132.91;Boiling point = 162℃; Freezing/Melting point 5 32℃;Flash point = $ 50℃ (oc). Mixes violently with water.Potential Exposure: Used as a chemical intermediate inpesticide manufacture

Usessuzuki reaction

General DescriptionStrongly 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.

Related reactions

17 records

Compound notes

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