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Methylarsonic acid

Methylarsonic acid structure

Methylarsonic acid 

structure
  • CAS No:

    124-58-3

  • Formula:

    CH5AsO3

  • Chemical Name:

    Methylarsonic acid

  • Synonyms:

    Arsonic acid,methyl-;Methanearsonic acid;Methylarsonic acid;MAA;Monomethylarsonic acid;NSC 71150;NSC 71151;NSC 71153;NSC 71154

  • Categories:

    Organic Chemistry  >  Arsenicals

Description

WHITE HYGROSCOPIC SOLID IN VARIOUS FORMS.


Solid|WHITE HYGROSCOPIC SOLID IN VARIOUS FORMS.


Methylarsonic acid is a member of arsonic acids, a one-carbon compound and an organoarsonic acid. It is a conjugate acid of a methylarsonate(1-).

Methylarsonic acid Basic Attributes

139.97000

139.97

204-705-6

J37VJ5709S

0755

1557

DTXSID4020903

Monoclinic, spear-shaped plates from absolute alcohol|White, crystalline solid|LEAVES FROM ALCOHOL

2931900036

Characteristics

57.53000

-1.02980

Solid

160.5 °C

393.3ºC at 760mmHg

205.8ºC

Solubility in water: very good

SOLID FORMULATIONS ARE SOMEWHAT HYGROSCOPIC & SHOULD BE STORED IN DRY PLACE.

<7.5X10-8 mm Hg @ 25 deg C

Pleasant acid taste

pKa1= 4.1; pKa2= 9.02

Strong dibasic acid.|Water high in calcium, magnesium and iron may cause precipitation; these cations form insoluble methane arsonate salts.

Mildly corrosive

Safety Information

III

6.1(b)

UN 2759

23/25-50/53

(1/2)-20/21-28-45-60-61

PA1575000

T, N

Separated from strong bases and food and feedstuffs. Dry. Store in an area without drain or sewer access.

STABLE

P261, P264, P270, P271, P273, P301+P310, P304+P340, P311, P321, P330, P391, P403+P233, P405, P501

H301

At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

REVIEW OF THE CHEMICAL, PHYSICAL, & BIOL PROPERTIES & METHODS OF ANALYSIS FOR MONOMETHYLARSONIC ACID, CACODYLIC ACID, & THEIR SODIUM SALTS.[DIETZ EA JR, MOORE LO; MONOMETHYLARSONIC ACID, CACODYLIC ACID, AND THEIR SODIUM SALTS; ANAL METHODS PESTIC PLANT GROWTH REGUL 10: 385-401 (1978)]

Not combustible. Gives off irritating or toxic fumes (or gases) in a fire.

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P273, P301+P310, P304+P340, P311, P321, P330, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

In case of fire in the surroundings, use appropriate extinguishing media.

Permissible Exposure Limit: Table Z-1 8-Hr Time Weighted Avg: 0.5 mg/cu m. /Arsenic, organic cmpd (as As)/

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Separated from strong bases and food and feedstuffs. Dry. Store in an area without drain or sewer access.

A harmful concentration of airborne particles can be reached quickly when dispersed.

The substance is mildly irritating to the eyes, skin and respiratory tract. Ingestion could cause gastroenteritis. Medical observation is indicated.

The substance may have effects on the kidneys and liver. This may result in impaired functions. This substance is carcinogenic to humans.

PREVENT DISPERSION OF DUST! AVOID ALL CONTACT!

Use local exhaust or breathing protection.

Protective gloves.

Wear safety goggles or eye protection in combination with breathing protection if powder.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Methanearsonic acid is included on this list.|(a) The owner or operator of an existing glass melting furnace subject to the provisions of this subpart shall comply with either paragraph (a)(1) or (a)(2) of this section ... (1) Uncontrolled total arsenic emissions from the glass melting furnace shall be less than 2.5 Mg (2.7 ton) per year, or ... (2) Total arsenic emissions from glass melting furnace shall be conveyed to a control device and reduced by at least 85%. /Total arsenic/|(b) The owner or operator of a new or modified glass melting furnace subject to the provisions of this subpart shall comply with either paragraph (b)(1) or (b)(2) of this section ... (1) Uncontrolled total arsenic emissions from the glass melting furnace shall be less than 0.4 Mg (0.44 ton) per year, or ... (2) Total arsenic emissions from glass melting furnace shall be conveyed to a control device and reduced by at least 85%. /Total arsenic/|The owner or operator of each copper converter subject to the provisions of this subpart shall reduce inorganic arsenic emissions to the atmosphere by meeting the following design, equipment, work practice, and operational requirements: (1) Install, operate, and maintain a secondary hood system on each copper converter. Each secondary hood system shall consist of a hood enclosure, air curtain fan(s), exhaust system fan(s), and ductwork that conveys the captured emission to a control device ... (2) Optimize the capture of secondary inorganic arsenic emission by operating the copper converter and secondary hood systems at all times ... . /Inorganic arsenic/

D004; A waste containing arsenic may or may not be characterized as a hazardous waste following testing by the Toxicity Characteristic Leaching Procedure as prescribed by the Resource Conservation and Recovery Act (RCRA) regulations. /Arsenic/

Toxicity

LD50 RATS ORAL 1800 MG/KG ACUTE|LD50 MICE ORAL 185 MG/KG|LD50 MICE INTRAVENOUS 316 MG/KG|LD50 Rat oral 961 mg/kg|For more Non-Human Toxicity Values (Complete) data for METHANEARSONIC ACID (7 total), please visit the HSDB record page.

EVOLUTION OF DIMETHYLARSINE & TRIMETHYLARSINE FROM GRASSES TREATED WITH SODIUM ARSENITE, METHYLARSONIC ACID, DIMETHYLARSINIC ACID, OR PHENYLARSONIC ACID CONFIRMED THE IDEA OF NATURAL BIOMETHYLATION.|Strongly adsorbed to soil; fixed by Fe and Al hydrous oxides in soil. Sorption increases as size of clay fraction decreases.|DECR IN PHYTOTOXICITY IS A RESULT OF FIXATION...MAINLY BY IRON & ALUMINUM HYDROUS OXIDES IN THE SOIL.

BEHAVIOR IN OR ON SOILS ... LOSS FROM PHOTODECOMPOSITION ... NONE.

IN AQUATIC MODEL ECOSYSTEM TESTING BIOACCUMULATION & DISTRIBUTION OF (14)C-METHANEARSONIC ACID, BIOACCUMULATION RATIOS FOR DAPHNIDS, GAMBUSIA, ALGAE & CRAYFISH WERE 5, 127, 34, & 5, RESPECTIVELY. BIOACCUMULATION RATIO VALUES DECLINED FOR CRAYFISH & CATFISH WHEN REMOVED FROM (14)C-METHANEARSONIC ACID EXPOSURE TO UNTREATED WATER. (14)C WAS FOUND @ HIGHER % RATE IN RESIDUE OF EXPTL ORGANISMS THAN (74)AS-ARSENATE.

BEHAVIOR IN OR ON SOILS ... LOSS FROM ... VOLATILIZATION: NONE.

METHANEARSONIC ACID WAS 1 OF THE 4 ARSENIC SPECIES ANALYZED IN SEAWATER SAMPLES OFF SOUTHERN CA & VARIOUS TERRESTRIAL WATERS OF THE USA.

NINETEEN SAMPLES REPRESENTING 13 VARIETIES OF RED & WHITE DOMESTIC TABLE WINES WERE ANALYZED FOR ARSENITE, ARSENATE, METHYLARSONIC ACID & DIMETHYLARSINIC ACID. THE CONCN OF ARSENITE RANGED FROM LESS THAN 1 TO 420 PPB, & THE CONCN OF ARSENATE RANGED FROM 1 TO 110 PPB. METHYLARSONIC ACID WAS BELOW LIMIT OF DETECTION OF 1 PPB.

THE SOURCE OF THE HIGH ARSENIC LEVELS IN SOME TO THE WINES APPEARED TO BE THE USE OF ARSENICALS IN GRAPE PRODUCTION.

Drug Information

An agent that causes the production of physical defects in the developing embryo. (See all compounds classified as Teratogens.)|Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE. (See all compounds classified as Herbicides.)

...DAIRY COWS /WERE FED/ COTTONSEED RATION CONTAINING MAA. THE MAA HAD NO EFFECT ON COWS, WITH VERY LITTLE RESIDUE ACCUMULATING IN TISSUES OR MILK. THE MAA APPEARED TO BE POORLY ABSORBED FROM INTESTINAL TRACT & WAS RAPIDLY EXCRETED IN URINE.|ARSENIC CONTENT OF MILK OR EDIBLE TISSUES OF COWS FED FOR 9 WK WITH 5 LB COTTONSEED MEAL CONTAINING 30 PPM OF ACID WAS NOT SIGNIFICANTLY INCREASED; NOR WAS ARSENIC CONTENT OF EGGS AND MEAT OF HENS RECEIVING DIETS CONTAINING UP TO 3 PPM OF METHANEARSONIC ACID.|/COTTON/ COTYLEDONS ABSORBED MAA /METHANEARSONIC ACID/ & MSMA /MONOSODIUM METHANEARSONIC ACID/ MORE READILY THAN DSMA. ... ABSORPTION OF (14)C DSMA TENDED TO INCREASE WITH TEMPERATURE. /METHANEARSONIC ACID, DISODIUM SALT/

AFTER INGESTION /SRP: BY HUMANS/ OF ARSENIC-RICH WINE, APPROX 10% OF THE ARSENIC WAS EXCRETED AS ARSENITE, BUT THE MAJORITY OF ARSENIC WAS METHYLATED TO METHYLARSONIC ACID & DIMETHYLARSINIC ACID & EXCRETED.|IN THE PRESENCE OF CECAL CONTENT, BUT NOT SMALL INTESTINE, SMALL AMOUNTS OF METHYLARSONIC ACID & DIMETHYLARSINIC ACID WERE FORMED BY THE RAT IN VITRO.|IN FIRST VOID URINE SAMPLES FROM COPPER SMELTER WORKERS EXPOSED TO INORG ARSENIC & FROM NONEXPOSED CONTROLS 20% OF TOTAL ARSENIC WAS EXCRETED AS METHYLARSONIC ACID.|THE HUMAN ORGANISM CAN COPE WITH MODERATE DOSES OF ARSENIC BY A RAPID & EFFICIENT METHYLATION PROCESS GIVING MONOMETHYLARSONIC ACID & DIMETHYLARSINIC ACID WHICH ARE RAPIDLY ELIMINATED IN THE URINE.|For more Metabolism/Metabolites (Complete) data for METHANEARSONIC ACID (6 total), please visit the HSDB record page.

Fresh air, rest. Refer for medical attention.


Remove contaminated clothes. Rinse and then wash skin with water and soap.


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

SKIN IRRITATION OF THESE VARIOUS ARSENICALS VARY FROM VERY-MILD TO NONE, DEPENDING ON ACIDITY OR ALKALINITY OF EACH PREPN, & SKIN SENSITIVITY OF EXPOSED INDIVIDUAL. SYMPTOMS OF...SUBACUTE POISONING WITH ARSENICALS.../INCL METHANEARSONIC ACID/ SALTY TASTE, BURNING IN THROAT, & COLICKY PAINS IN STOMACH & INTESTINES. GARLICKY ODOR OF BREATH & SKIN IS FREQUENTLY PRESENT. SYMPTOMS OF ACUTE POISONING...HEADACHE, VOMITING, DIARRHEA, DIZZINESS, STUPOR, CONVULSIONS, GENERAL PARALYSIS, & DEATH.

disodium methanearsonate

The substance can be absorbed into the body by inhalation of its aerosol and by ingestion.

Cough. Sore throat.


Redness.


Redness.

Methylarsonic acid Use and Manufacturing

Methods of Manufacturing

Prepared from sodium arsenite and methyl iodide: Quick, Adams, J Am Chem Soc 44, 809 (1922). The disodium salt is...prepared by treating sodium arsenite with dimethyl sulfate at 85 °C... other routes are by reaction of methyl chloride with sodium arsonate under pressure: Miller et al, US patent 2,442,372 (1948); by the reaction of dimethyl sulfate with soln of arsenic trioxide in sodium hydroxide: Schwerdle, US patent 2,889,347 (1959).

Uses

For Methanearsonic acid (USEPA/OPP Pesticide Code: 128876) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./|Herbicide /Former use/

Patent assingments: US Patents: 2,678,265; 3,030,199; 3,035,910; 3,056,670; 3,056,821; 3,068,088.

PRODUCT ANALYSIS IS BY ACID-BASE TITRATION; TOTAL ARSENIC IS DETERMINED BY WET OXIDATION. RESIDUES MAY BE DETERMINED BY ESTIMATION OF TOTAL ARSENIC REDUCTION TO ARSINE & COLORIMETRY (EA DIETZ & LO MOORE, ANAL METHODS PESTIC PLANT GROWTH REGUL, 1978, 10 385).|METHANEARSONIC ACID WAS DETERMINED BY GAS CHROMATOGRAPHY USING OV-17 ON CHROMOSORB W, HELIUM OR ARGON AS CARRIER GAS, & THE FLAME IONIZATION DETECTOR.|CHROMATOGRAPHIC SEPARATION USING A STRONG-ACID CATION-EXCHANGE RESIN & WATER AS ELUTING SOLVENT WAS UTILIZED FOR DETERMINING CONCN OF INORG ARSENICALS IN GENERAL SAMPLES.|METHYLARSONIC ACID IS EST DIRECTLY BY VAPOR GENERATION ATOMIC ABSORPTION SPECTROMETRY WITHOUT PRIOR DIGESTION.|For more Analytic Laboratory Methods (Complete) data for METHANEARSONIC ACID (7 total), please visit the HSDB record page.

METHYLARSONIC ACID IS ANALYZED FROM URINE BY SELECTIVE VOLATILIZATION AS ARSINE WITH DETERMINATION OF ARSENIC BY PLASMA EXCITATION EMISSION SPECTROMETRY.|A SIMPLE CHROMATOGRAPHIC METHOD TO SEPARATE THE ARSENIC METABOLITES IN PLASMA & URINE FOLLOWING IV ADMIN OF ARSENIC TO DOGS IS DESCRIBED. PLASMA & URINE SAMPLES WERE CHROMATOGRAPHED ON CATION-EXCHANGE RESIN COLUMN.|FLAMELESS ATOMIC ABSORPTION & GAS LIQUID CHROMATOGRAPHIC PROCEDURES FOR DETERMINATION OF ARSENIC IN SOFT TISSUES, AS WELL AS MONOMETHYL COMPOUNDS ARE PRESENTED.

Computed Properties

Molecular Weight:139.970
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Exact Mass:139.945464
Monoisotopic Mass:139.945464
Topological Polar Surface Area:57.5
Heavy Atom Count:5
Complexity:61.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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