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75-60-5 Usage

Chemical Properties

white crystals or powder

Uses

Different sources of media describe the Uses of 75-60-5 differently. You can refer to the following data:
1. Cacodylic acid is used for dermatologic treatment in cronic eczema, anemia and as a tonic.
2. antieczema, dermatologic, herbicide
3. A useful arsenic acid for proteomics research. It a good substitute for phosphate in applications to avoid phosphates. Cacodylic Acid is useful for some DNA applications and is also popular in microscopy.

Definition

ChEBI: The organoarsenic compound that is arsenic acid substituted on the central arsenic atom with two methyl groups.

General Description

A colorless, odorless crystalline solid. Melting point 195-196°C. Toxic by ingestion and irritating to skin and eyes.

Air & Water Reactions

Hygroscopic. Water soluble.

Reactivity Profile

CACODYLIC ACID is a weak acid. Dissolves in water to yield solutions containing more hydrogen ions than pure water contains and so having a pH less than 7.0. Is neutralized exothermically by all bases to produce water plus a salt. Reacts (but usually slowly) with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for the solid acid but are quite slow if the solid acid remains dry. The solid may absorb enough water from the air and dissolve sufficiently in CACODYLIC ACID to corrode or dissolve iron, steel, and aluminum parts and containers. Reacts with cyanide salts to generate gaseous hydrogen cyanide. Flammable and/or toxic gases and heat may be generated with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Also may react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still some heat. Can be oxidized exothermically by strong oxidizing agents and reduced by strong reducing agents; a wide variety of products is possible. May initiate polymerization reactions; may catalyze (increase the rate of) chemical reactions.

Hazard

Toxic by ingestion.

Health Hazard

Chemical is essentially non-irritating in contact with skin or eyes. Ingestion causes arsenic poisoning, but symptoms are delayed.

Fire Hazard

Behavior in Fire: May form toxic oxides of arsenic when heated.

Shipping

UN1572 Cacodylic acid & UN1688 Sodium Cacodylate, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN3465 Organoarsenic compound, solid, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required

Purification Methods

Recrystallise it from warm EtOH (3mL/g) by cooling and filtering. Dry it in a vacuum desiccator over CaCl2. It has also been recrystallised twice from propan-2-ol. [Koller & Hawkridge J Am Chem Soc 107 7412 1985, Beilstein 4 IV 3681.]

Incompatibilities

A strong reducing agent. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Aqueous solution reacts violently with chemically active metals releasing toxic arsenic fumes. Incompatible with oxidizers, sulfuric acid; caustics (strong bases), reducing agents; ammonia, amines, isocyanates, alkylene oxides; epichlorohydrin.

Check Digit Verification of cas no

The CAS Registry Mumber 75-60-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 5 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 75-60:
(4*7)+(3*5)+(2*6)+(1*0)=55
55 % 10 = 5
So 75-60-5 is a valid CAS Registry Number.
InChI:InChI=1/C2H7AsO2/c1-3(2,4)5/h1-2H3,(H,4,5)

75-60-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (A12075)  Cacodylic acid, 98%   

  • 75-60-5

  • 2.5g

  • 639.0CNY

  • Detail
  • Alfa Aesar

  • (A12075)  Cacodylic acid, 98%   

  • 75-60-5

  • 10g

  • 2288.0CNY

  • Detail

75-60-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name dimethylarsinic acid

1.2 Other means of identification

Product number -
Other names Silvisar

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:75-60-5 SDS

75-60-5Synthetic route

trimethylarsine
593-88-4

trimethylarsine

A

trimethylarsine oxide
4964-14-1

trimethylarsine oxide

B

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Conditions
ConditionsYield
With air
With diethyl ether
Dimethylchloroarsine
557-89-1

Dimethylchloroarsine

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Conditions
ConditionsYield
With dihydrogen peroxide
tetramethyldiarsine
471-35-2

tetramethyldiarsine

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Conditions
ConditionsYield
bei der Oxydation;
bis-{dimethylarsenic}-oxide
503-80-0

bis-{dimethylarsenic}-oxide

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Conditions
ConditionsYield
Oxydiert sich an der Luft;
With air
With water; mercury(II) oxide
With water; oxygen
allyldimethylarsine
691-35-0

allyldimethylarsine

A

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

B

allyl-dimethyl-arsine oxide

allyl-dimethyl-arsine oxide

Conditions
ConditionsYield
With diethyl ether
sodium dimethylarsenide
13787-40-1

sodium dimethylarsenide

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Conditions
ConditionsYield
With oxygen In tetrahydrofuran
3,5-dinitrosalicylic acid
609-99-4

3,5-dinitrosalicylic acid

cacodylic acid anion
15132-04-4

cacodylic acid anion

A

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

B

3,5-dinitrosalicylic acid anion
52040-82-1

3,5-dinitrosalicylic acid anion

Conditions
ConditionsYield
at 25℃; Rate constant;
Conditions
ConditionsYield
With GLUTATHIONE; DL-dithiothreitol; magnesium chloride; monomethylarsonic acid methyltransferase from rabbit liver In various solvent(s) at 37℃; for 1.5h; Methylation; Enzymatic reaction;

A

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

B

methylarsonic Acid
124-58-3

methylarsonic Acid

Conditions
ConditionsYield
With trisodium arsenite; GLUTATHIONE; magnesium chloride; arsenite methyltransferase from rabbit liver In various solvent(s) at 37℃; for 1h; Methylation; Enzymatic reaction;
'Cadet's liquid'(cacodyl oxide mainly)

'Cadet's liquid'(cacodyl oxide mainly)

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Conditions
ConditionsYield
With sodium hypochlorite; water; oxygen Reagens 4: Aceton;
With iron(III) oxide; water
With sulfuric acid Electrolysis.an Platinelektroden;
tetramethyldiarsine
471-35-2

tetramethyldiarsine

sulfuric acid
7664-93-9

sulfuric acid

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

bis-{dimethylarsenic}-oxide
503-80-0

bis-{dimethylarsenic}-oxide

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

acid

acid

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Dimethylchloroarsine
557-89-1

Dimethylchloroarsine

ammonium persulfate

ammonium persulfate

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

bis-{dimethylarsenic}-oxide
503-80-0

bis-{dimethylarsenic}-oxide

water
7732-18-5

water

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

mercury oxide

mercury oxide

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

trichloro-dimethyl-arsorane
558-31-6

trichloro-dimethyl-arsorane

water
7732-18-5

water

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

tetramethyldiarsine
471-35-2

tetramethyldiarsine

air

air

A

bis-{dimethylarsenic}-oxide
503-80-0

bis-{dimethylarsenic}-oxide

B

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

dimethylarsine
593-57-7

dimethylarsine

oxide of/the/ nitrogen

oxide of/the/ nitrogen

A

tetramethyldiarsine
471-35-2

tetramethyldiarsine

B

bis-{dimethylarsenic}-oxide
503-80-0

bis-{dimethylarsenic}-oxide

C

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

trimethylarsine
593-88-4

trimethylarsine

air

air

A

trimethylarsine oxide
4964-14-1

trimethylarsine oxide

B

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

dimethylarsine
593-57-7

dimethylarsine

liquid sulfur dioxide

liquid sulfur dioxide

A

methyl-arsenic sulfide
2533-82-6

methyl-arsenic sulfide

B

trimethylarsine sulphide
26386-93-6

trimethylarsine sulphide

C

dimethylarsino dimethyldithioarsinate
59840-68-5

dimethylarsino dimethyldithioarsinate

D

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

diethyl ether
60-29-7

diethyl ether

allyldimethylarsine
691-35-0

allyldimethylarsine

air

air

A

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

B

allyl-dimethyl-arsine oxide

allyl-dimethyl-arsine oxide

dimethylarsine
593-57-7

dimethylarsine

sulfuric acid
7664-93-9

sulfuric acid

A

cacodyl sulfide
591-10-6

cacodyl sulfide

B

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

C

dimethyl-arsine; sulfate

dimethyl-arsine; sulfate

bis-{dimethylarsenic}-oxide
503-80-0

bis-{dimethylarsenic}-oxide

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

alkali

alkali

A

trimethylarsine
593-88-4

trimethylarsine

B

methylarsine oxide
593-58-8

methylarsine oxide

C

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

D

arsenous acid

arsenous acid

Conditions
ConditionsYield
Produkt 5: Trimethylarsinoxyd; Produkt 6: Methylarsinsaeure;
bis-{dimethylarsenic}-oxide
503-80-0

bis-{dimethylarsenic}-oxide

water
7732-18-5

water

oxygen

oxygen

alkali

alkali

A

trimethylarsine
593-88-4

trimethylarsine

B

methylarsine oxide
593-58-8

methylarsine oxide

C

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

D

arsenous acid

arsenous acid

Conditions
ConditionsYield
Produkt 5: Trimethylarsinoxyd; Produkt 6: Methylarsinsaeure;
Dimethylchloroarsine
557-89-1

Dimethylchloroarsine

water
7732-18-5

water

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

C

mercury

mercury

Conditions
ConditionsYield
das erhaltene Produkt beim Kochen mit Wasser;
Dimethylchloroarsine
557-89-1

Dimethylchloroarsine

water
7732-18-5

water

mercury (II)-chloride

mercury (II)-chloride

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

D

mercury

mercury

Conditions
ConditionsYield
das erhaltene Produkt zerfaellt beim Kochen mit Wasser;
dimethylarsinous acid
55094-22-9

dimethylarsinous acid

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Conditions
ConditionsYield
With oxygen In water-d2 at 24.3℃; pH=3.2; Kinetics; Further Variations:; pH-values;
dimethylarsine
593-57-7

dimethylarsine

Nitrogen dioxide
10102-44-0

Nitrogen dioxide

A

cacodyloxide
418758-51-7

cacodyloxide

B

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Conditions
ConditionsYield
byproducts: cacodyl; inflamation;
byproducts: cacodyl; inflamation;
methylcobalamin

methylcobalamin

arsenic(III) trioxide

arsenic(III) trioxide

A

monomethylarsinic acid

monomethylarsinic acid

B

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Conditions
ConditionsYield
With GLUTATHIONE; selenious acid In water at 37℃; for 360h; pH=3; Product distribution / selectivity; Tris-HCl buffer solution;
monomethylarsinic acid

monomethylarsinic acid

methylcobalamin

methylcobalamin

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Conditions
ConditionsYield
With GLUTATHIONE In water at 37℃; for 7h; pH=7.6; Product distribution / selectivity; Tris-HCl buffer solution;
bismuth (III) nitrate pentahydrate

bismuth (III) nitrate pentahydrate

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

bis(dimethylarsinato)bismuth nitrate monohydrate

bis(dimethylarsinato)bismuth nitrate monohydrate

Conditions
ConditionsYield
In acetone at 20℃; for 3h;100%
In acetone at 20℃; for 3h;96%
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

antimony(III) chloride
10025-91-9

antimony(III) chloride

tris(dimethylarsinato)antimony

tris(dimethylarsinato)antimony

Conditions
ConditionsYield
In acetone at 20℃; for 5h;99%
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

palladium diacetate
3375-31-3

palladium diacetate

bis(dimethylarsinato)palladium(II)

bis(dimethylarsinato)palladium(II)

Conditions
ConditionsYield
In acetone Pd acetate added to suspn. of cacodylic acid in acetone; stirred vigoroously for 48 h; centrifuged, washed with acetone; crude product extd. with CH2Cl2 by centrifugation; extract combined, evapd., dried in vacuo; elem. anal.;98%
aluminum (III) chloride
7446-70-0, 7784-13-6

aluminum (III) chloride

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

tris(dimethylphosphinato)aluminum

tris(dimethylphosphinato)aluminum

Conditions
ConditionsYield
In acetone at 20℃; for 24h;97%
iron(II) trifluoromethanesulfonate acetonitrile disolvate

iron(II) trifluoromethanesulfonate acetonitrile disolvate

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

N,N,N′,N′-tetrakis((1-ethylbenzimidazol-2-yl)methyl)-2-hydroxy-1,3-diaminopropane
79724-80-4

N,N,N′,N′-tetrakis((1-ethylbenzimidazol-2-yl)methyl)-2-hydroxy-1,3-diaminopropane

[Fe2(N,N,N',N'-tetrakis(2-benzimidazolylmethyl)-2-hydroxy-1,3-diaminopropane(-1H))(μ-O2AsMe2)](BPh4)(OTf)
1178891-43-4

[Fe2(N,N,N',N'-tetrakis(2-benzimidazolylmethyl)-2-hydroxy-1,3-diaminopropane(-1H))(μ-O2AsMe2)](BPh4)(OTf)

Conditions
ConditionsYield
With (C2H5)3N In methanol HOCH(CH2N(CH2C7H4N2C2H5)2)2 dissolved in MeOH along with (C2H5)3N, (CH3)2AsO2H added, Fe salt added, NaB(C6H5)4 added after 5 min; filtered, dried (vac.), recrystd. (MeCN and Et2O); elem. anal.;93%
gallium(III) trichloride

gallium(III) trichloride

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

tris(dimethylarsinato)gallium

tris(dimethylarsinato)gallium

Conditions
ConditionsYield
In methanol; diethyl ether at 20℃; for 2h;91%
indium(III) chloride

indium(III) chloride

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

tris(dimethylphosphinato)indium

tris(dimethylphosphinato)indium

Conditions
ConditionsYield
Stage #1: indium(III) chloride; Dimethylarsinic acid In acetone at 20℃; for 1h;
Stage #2: With triethylamine In acetone at 20℃; for 48h;
89%
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

methylarsenic dibromide
676-70-0

methylarsenic dibromide

Conditions
ConditionsYield
With hydrogen bromide In water at 130℃; for 5h;84%
bismuth(III) chloride

bismuth(III) chloride

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

tris(dimethylarsinato)bismuth

tris(dimethylarsinato)bismuth

Conditions
ConditionsYield
In acetone at 20℃; for 5h;80%
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

bismuth(III) chloride
7787-60-2

bismuth(III) chloride

tris(dimethylarsinato)bismuth

tris(dimethylarsinato)bismuth

Conditions
ConditionsYield
In acetone at 20℃; for 5h;80%
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

dimethyliodoarsine
676-75-5

dimethyliodoarsine

Conditions
ConditionsYield
With sulfuric acid; sulfur dioxide; potassium iodide In water for 3h;76%
With sulfuric acid; sulfur dioxide; potassium iodide
With hydrogenchloride; sulfur dioxide; potassium iodide
Multistep reaction;
With sulfuric acid; sulfur dioxide; potassium iodide In water
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

18C2H3O2(1-)*8H2O*2H(1+)*Mn12O12(16+)

18C2H3O2(1-)*8H2O*2H(1+)*Mn12O12(16+)

6C2H6AsO2(1-)*Mn4O4(6+)

6C2H6AsO2(1-)*Mn4O4(6+)

Conditions
ConditionsYield
In acetonitrile75%
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

zirconium(IV) tert-butoxide

zirconium(IV) tert-butoxide

Zr3(μ,μ'-O2AsMe2)2(μ2,μ'-O2AsMe2)(O-t-Bu)7(μ-O-t-Bu)2
606948-98-5

Zr3(μ,μ'-O2AsMe2)2(μ2,μ'-O2AsMe2)(O-t-Bu)7(μ-O-t-Bu)2

Conditions
ConditionsYield
In toluene under N2 atm. to Zr(O-t-Bu)4 in toluene was added cacodilic acid and heated with stirring at 70°C for 24 h; react. mixt. was cooled, solvent was removed in vac., residue was dissolved in hexane, filtered, and kept at -10°C; elem. anal.;69%
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

di(n-butyl)tin oxide
818-08-6

di(n-butyl)tin oxide

Bu2Sn(O2AsMe2)2 C12H30As2O4Sn, orthorhombic

Bu2Sn(O2AsMe2)2 C12H30As2O4Sn, orthorhombic

Conditions
ConditionsYield
In methanol Bu2SnO, HO2AsMe2 mixed in MeOH; refluxed for 3 h; filtered off; set aside at ambient temp. in open flask; filtered off after 1 d; set aside in refrigerator in closed flask; filtered off after 3 d; recrystd. from MeOH; elem. anal.;64%
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

dichlorodiethylstannane
866-55-7

dichlorodiethylstannane

(CH3CH2)2ClSnO2As(CH3)2

(CH3CH2)2ClSnO2As(CH3)2

Conditions
ConditionsYield
In methanol byproducts: HCl; 2 equiv. of As-compd. in MeOH was added to MeOH soln. of Sn-compd., keeping for 2 weeks at room temp.; soln. was concd. by partial evapn. of MeOH at room temp., crystals were filtered off, washed with small amt. of MeOH, dried in vac., elem. anal.;42%
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

dimethyltin dichloride
753-73-1

dimethyltin dichloride

(CH3)2ClSnO2As(CH3)2

(CH3)2ClSnO2As(CH3)2

Conditions
ConditionsYield
In methanol byproducts: HCl; 2 equiv. of As-compd. in MeOH was added to MeOH soln. of Sn-compd., keeping for 2 months at room temp.; soln. was concd. by partial evapn. of MeOH at room temp., crystals were filtered off, washed with small amt. of MeOH, dried in vac., elem. anal.;33%
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

6C5H9O2(1-)*3H2O*Cl(1-)*Fe3O(7+)

6C5H9O2(1-)*3H2O*Cl(1-)*Fe3O(7+)

acetonitrile
75-05-8

acetonitrile

8C5H9O2(1-)*3H2O*3Cl(1-)*15C2H3N*[(17O2As(CH3)2)(Fe12O4)](11+)

8C5H9O2(1-)*3H2O*3Cl(1-)*15C2H3N*[(17O2As(CH3)2)(Fe12O4)](11+)

Conditions
ConditionsYield
at 20℃;31%
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

Dimethylchloroarsine
557-89-1

Dimethylchloroarsine

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride In water at 5 - 20℃; Cooling with ice; Inert atmosphere;26%
With hydrogenchloride; sodium hypophosphite
With hydrogenchloride; tin(ll) chloride
methanol
67-56-1

methanol

Iron(III) nitrate nonahydrate

Iron(III) nitrate nonahydrate

8-quinolinol
148-24-3

8-quinolinol

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

NO3(1-)*2C9H6NO(1-)*4CH4O*[(6O2As(CH3)2)(AsHO2(CH3)2)(Fe3)](3+)

NO3(1-)*2C9H6NO(1-)*4CH4O*[(6O2As(CH3)2)(AsHO2(CH3)2)(Fe3)](3+)

Conditions
ConditionsYield
With triethylamine for 3h;26%
strontium perchlorate monohydrate

strontium perchlorate monohydrate

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

[Mn12O12(O2CPh)16(H2O)4]

[Mn12O12(O2CPh)16(H2O)4]

16Mn(3+)*4Sr(2+)*16C7H5O2(1-)*24C2H6AsO2(1-)*8O(2-)

16Mn(3+)*4Sr(2+)*16C7H5O2(1-)*24C2H6AsO2(1-)*8O(2-)

Conditions
ConditionsYield
In methanol; acetonitrile for 0.333333h;7%
calcium(II) nitrate tetrahydrate

calcium(II) nitrate tetrahydrate

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

[Mn12O12(O2CPh)16(H2O)4]

[Mn12O12(O2CPh)16(H2O)4]

16Mn(3+)*4Ca(2+)*16C7H5O2(1-)*24C2H6AsO2(1-)*8O(2-)

16Mn(3+)*4Ca(2+)*16C7H5O2(1-)*24C2H6AsO2(1-)*8O(2-)

Conditions
ConditionsYield
In methanol; acetonitrile for 0.333333h;5%
Thioglycolamide
758-08-7

Thioglycolamide

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

A

dimethylarsinomercapto-acetic acid amide
133401-89-5

dimethylarsinomercapto-acetic acid amide

B

NSC 28727
64057-55-2

NSC 28727

Conditions
ConditionsYield
With water
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

l-cysteine hydrochloride
52-89-1

l-cysteine hydrochloride

cysteinyldimethylthioarsenite
91919-78-7

cysteinyldimethylthioarsenite

Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

trichloro-dimethyl-arsorane
558-31-6

trichloro-dimethyl-arsorane

Conditions
ConditionsYield
With diethyl ether; phosphorus pentachloride
Dimethylarsinic acid
75-60-5

Dimethylarsinic acid

cacodyl sulfide
591-10-6

cacodyl sulfide

Conditions
ConditionsYield
With hydrogen sulfide; water

75-60-5Relevant articles and documents

The rate of oxidation of dimethylarsinous acid to dimethylarsinic acid is pH dependent: Implications for the analysis and toxicology of arsenic metabolites in urine

Nakayama, Takashi,Edmonds, John S.,Shibata, Yasuyuki,Morita, Masatoshi

, p. 185 - 187 (2006)

A 1H NMR spectroscopic study has shown the rate oxidation of dimethylarsinous acid to dimethylarsinic acid in buffered aqueous solutions to depend upon pH. Dimethylarsinous acid has been reported to be a highly toxic arsenical metabolite and component of the urine of persons exposed to inorganic arsenic, particularly through drinking water. As the pH of human urine can range from 4.5 to 8, the pH dependence of the oxidation rate of dimethylarsinous acid to dimethylarsinic acid has profound implications for the detection and analysis of these compounds in urine samples, and for the relevance of the experimental toxicology of dimethylarsinous acid.

Methylated Phenylarsenical Metabolites Discovered in Chicken Liver

Peng, Hanyong,Hu, Bin,Liu, Qingqing,Li, Jinhua,Li, Xing-Fang,Zhang, Hongquan,Le, X. Chris

supporting information, p. 6773 - 6777 (2017/06/06)

We report the discovery of three toxicologically relevant methylated phenylarsenical metabolites in the liver of chickens fed 3-nitro-4-hydroxyphenylarsonic acid (ROX), a feed additive in poultry production that is still in use in several countries. Methyl-3-nitro-4-hydroxyphenylarsonic acid (methyl-ROX), methyl-3-amino-4-hydroxyphenylarsonic acid (methyl-3-AHPAA), and methyl-3-acetamido-4-hydroxyphenylarsonic acid (or methyl-N-acetyl-ROX, methyl-N-AHPAA) were identified in such chicken livers, and the concentration of methyl-ROX was as high as 90 μg kg?1, even after a five-day clearance period. The formation of these newly discovered methylated metabolites from reactions involving trivalent phenylarsonous acid substrates, S-adenosylmethionine, and the arsenic (+3 oxidation state) methyltransferase enzyme As3MT suggests that these compounds are formed by addition of a methyl group to a trivalent phenylarsenical substrate in an enzymatic process. The IC50 values of the trivalent phenylarsenical compounds were 300–30 000 times lower than those of the pentavalent phenylarsenicals.

Enzymatic methylation of arsenic compounds: Assay, partial purification, and properties of arsenite methyltransferase and monomethylarsonic acid methyltransferase of rabbit liver

Zakharyan,Wu,Bogdan,Aposhian

, p. 1029 - 1038 (2007/10/03)

A rapid, accurate, in vitro assay utilizing radioactive S-adenosylmethionine (SAM) has been developed for the methylation of arsenite and monomethylarsonate (MMA) by rabbit liver methyltransferases. The assay has been validated by separating, identifying, and measuring the products of the reaction using chloroform extraction, ion exchange chromatography, TLC, or HPLC. The enzymes involved in this pathway, arsenite methyltransferase and MMA methyltransferase, have been purified approximately 2000-fold from rabbit liver. After gel electrophoresis, a single band is obtained with both enzyme activities in it. The pH optima for purified arsenite methyltransferase and monomethylarsonic acid methyltransferase are 8.2 and 8.0, respectively. A thiol, S-adenosylmethionine, and arsenite are required for the partially purified arsenite methyltransferase that catalyzes the synthesis of monomethylarsonate. A different enzyme activity that catalyzes the methylation of monomethylarsonate to dimethylarsinate also requires SAM and a thiol. Even though arsenite methyltransferase and monomethylarsonate methyltransferase have different substrates, pH optima, and saturation concentrations for their substrates, whether the two activities are present on one protein molecule or different protein molecules is still uncertain. Both activities have a molecular mass of 60 kDa as determined by gel exclusion chromatography. There is no evidence at the present time for these enzyme activities being on different protein molecules. Neither arsenate, selenate, selenite, or selenide are methylated by the purified enzyme preparations. Results from the use of crude extracts, often called cytosol, to study the properties of these methyltransferases dealing with arsenic species should be viewed with caution since such crude extracts contain inhibiting and other interfering activities.

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