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メチルホスホン酸ジクロリド

Methyl phosphonic dichloride

HCID 12671
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
676-97-1
標準SMILES
CP(=O)(Cl)Cl
InChIKey
SCLFRABIDYGTAZ-UHFFFAOYSA-N
分子式
CH3Cl2OP
平均分子量
132.91 g/mol
単同位体質量
131.92985671

概要

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.

名称と識別子

優先名称
Methyl phosphonic dichloride
IUPAC
dichlorophosphorylmethane
現地名
メチルホスホン酸ジクロリド
英語名
Methylphosphonic dichloride
分子式
CH3Cl2OP
分子量
132.91

名称と別名

METHYLPHOSPHONIC DICHLORIDE676-97-1Methylphosphonyl dichlorideMethyl phosphonic dichloridemethylphosphonic acid dichlorideMethylphosphonyl chlorideHSDB 6329Methanephosphonic dichlorideDichloromethylphosphine oxideEINECS 211-634-4BRN 1071305CH3POCl2
名称をさらに表示
メチルホスホン酸ジクロリドメチルジクロロホスフィンオキシド二塩化ホスホニルジクロロメチルホスホニルメチルホスホノイル ジクロリドメチルホスホニルジクロライドmethylphomethylphosphonylchloridemethanephosphonylchloridedichlorophosphorylmethanemethylphosphonyldichloridemethyl-phosphonicdichlorid
DTXSID6060979Methanephosphonic acid dichloridePhosphonodichloridic acid, methyl-4-04-00-03509 (Beilstein Handbook Reference)NA 9206Methylphosphonodichloridic acidRefChem:158000methanephosphonyl dichloride

データベース識別子

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

物性

構造計算による物性

XLogP
1
極性表面積
17.1 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
0
重原子数
5
形式電荷
0
複雑度
64

実験および物理化学的性質

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 件

325 °F

162 °C

162 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits toxic fumes of /hydrogen chloride and phosphorus oxides/.
Melting Point · 3 件

95-99 °F

32 °C

32 °C

Vapor Pressure760 mm Hg at 163 °C
Refractive IndexIndex of refraction: 1.462 at 38 °C
Physical Description · 2 件

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.

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

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]

危険有害性情報

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

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 件

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 件

化学と産業

用途と製造

Uses · 3 件

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 件

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 件

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.

応用分野

使用suzuki reaction

一般的な説明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.

調製方法 · 2 件

The oxidation of lowvalency organophosphorus compounds is important mainly in the case of the thiophosphonic acid chlorides. This method is used in the production of methylphosphonic acid dichloride by reaction of methyldichlorophosphine with sulfuryl chloride or chlorosulfuric acid. Elemental sulfur reacts with MePCl2 in the presence of catalytic quantities of tetraalkylphosphonium salts to form methylthiophosphonic acid dichloride.

純化方法Methylphosphonic dichloride [676-97-1] M 132.9, m 33o, 33-37o, b 53-54o/10mm, 64-6 7o/20.5mm, 86o/44mm, 162o/760mm, d 4 1.4382. Fractionally redistil it until the purity as checked by hydrolysis and acidimetry for Clis correct and the distillate should solidify on cooling. [Kinnear & Perren J Chem Soc 3437 1952, Crofts & Kosolapoff J Am Chem Soc 75 3379 1952, for IR see McIvor et al. Can J Chem 34 1611 1956, Beilstein 4 IV 3509.]

関連反応

17 件
反応記録を作成
HRID 8740 の反応式
HRID 8740反応物としてuspto-grants-2006_08
HRID 171914 の反応式
HRID 171914反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 456974 の反応式
HRID 456974反応物としてuspto-grants-2007_03
HRID 557118 の反応式
HRID 557118反応物としてuspto-grants-2011_11
HRID 720959 の反応式
HRID 720959反応物としてuspto-grants-2006_11
HRID 877074 の反応式
HRID 877074反応物としてuspto-grants-2015_03
HRID 1013491 の反応式
HRID 1013491反応物としてuspto-grants-2011_07
HRID 1013539 の反応式
HRID 1013539反応物としてuspto-grants-2011_07
1 / 3 ページ

化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す

A solid below 95-99 deg F; [HSDB] Colorless liquid; Melting point = 90-93 deg F; [MSDSonline]

Other Experimental PropertiesEasily hydrolyzed

物理化学的性質

融点
31 · 31-34 °C
沸点
163 °C · 163 °C(lit.)
比重(密度)
1.468 g/mL · 1.468 g/mL at 25 °C(lit.)
蒸気圧
760 mm · 760 mm Hg ( 163 °C)
闪点
110 °C · >110°C
溶解性
Acetonitrile (Slightly), Chloroform
外見
個体
色
無色,白色~透明
水溶解度
水に溶ける。
BRN
1071305 · 1071305
安定性
安定ですが、水や湿気と接触すると分解することがあります。水、強塩基、強酸化剤とは相容れない。
CAS データベース
676 · 676-97-1
EPAの化学物質情報
Methylphosphonic dichloride (676-97-1)

化学的性質

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

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.

Hazards SummaryReacts with water to generate hydrogen chloride; Contact with substance causes severe burns; [CAMEO] Causes burns; Very toxic by inhalation--may cause chemical pneumonitis; [MSDSonline]
DOT ID and Guide9206 137
Reactive GroupAcyl Halides, Sulfonyl Halides, and Chloroformates
Special Reports · 1 件

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.

Reactivity AlertsWater-Reactive
Reactivity Profile · 1 件

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].

安全と保護具

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 件

· 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 件

Warning: Methyl phosphonic dichloride is a strong irritant.

General First Aid:

Exposure Control and Personal Protection · 2 件

· 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 件

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 件

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.

Cleanup Methods · 1 件

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

Nonfire Spill ResponseExcerpt from ERG Guide 137 [Substances - Water-Reactive - Corrosive]:
Disposal Methods · 1 件

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.

Preventive Measures · 1 件

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.

Isolation and Evacuation · 4 件

Excerpt from ERG Guide 137 [Substances - Water-Reactive - Corrosive]:

Immediate precautionary measure

Small spill:

Small spill:

Protective Action Criteria (PAC) · 3 件

0.023 [ppm]

0.26 [ppm]

1.1 [ppm]

毒性情報

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 件

/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 件

/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 件

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 件

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.

法規制情報

CERCLA Reportable Quantities · 1 件

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.

安全データ

F
10
wgk
3
tsca
TSCA listed
rtecs
TA1840000
ridadr
UN 3390 6.1/PG 1
hs_code
2931900090
risk_code
14-26-34
hazard_code
T+
safety_code
26-36/37/39-45
hazard_class
6.1
packing_group
I
毒劇物取締法
毒物
有毒物質データの
676-97-1(Hazardous Substances Data)
危険度評価(NFPA 704基準/消防庁データ)
人的[青]=4

上流・下流製品情報

上流原料

メチルホスホン酸ジメチルメチルホスホン酸ジクロリド塩化スルフリルクロロスルホン酸

下流製品

メチルホスホン酸 ジフェニルN-[(3,5-ジメチル-4-イソオキサゾリル)メチル]フタルイミドメチルホスホン酸