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58-36-6

Basic Information
CAS No.: 58-36-6
Name: 10,10-Oxybisphenoxarsine
Molecular Structure:
Molecular Structure of 58-36-6 (10,10-Oxybisphenoxarsine)
Formula: C24H16As2O3
Molecular Weight: 502.23
Synonyms: Phenoxarsine,10,10'-oxydi- (6CI,7CI,8CI);10,10'-Bis(phenoxarsinyl) oxide;10,10'-Oxidiphenoxarsine;10,10'-Oxybisphenoxarsine;Bis(10-phenoxarsyl) oxide;Bis(phenoxarsin-10-yl) ether;10H-Phenoxarsine, 10,10'-oxybis-;SA 546;Vinadine;Vinyzene(pesticide);Vinyzene BP 5;Vinyzene BP 5-2DIDP;Vinyzene BP505;Vinyzene SB 1PR;
EINECS: 200-377-3
Density: 1.40-1.42
Melting Point: 180-184 °C
Boiling Point: 531.3 °C at 760 mmHg
Flash Point: 214.1 °C
Solubility: Insoluble in water and slightly denser than water
Appearance: clear light yellow liquid with a mild odor
Hazard Symbols:
Risk Codes:
Safety:
Transport Information: UN 1557 6.1/PG 2
PSA: 27.69000
LogP: 2.82620
Synthetic route

10-<2-chloro-1-(chloromethyl)ethoxy>phenoxarsine

A

96-23-1

1,3-Dichloro-2-propanol

B

58-36-6

10,10,oxybisphenoxarsine

Conditions
ConditionsYield
With water In acetoneA 83.8%
B 93.9%
55369-40-9

10-sec-butyl-10H-phenoxarsine

58-36-6

10,10,oxybisphenoxarsine

Conditions
ConditionsYield
With oxygen
101-84-8

diphenylether

58-36-6

10,10,oxybisphenoxarsine

Conditions
ConditionsYield
(i) AsCl3, (ii) O2; Multistep reaction;
39548-42-0

10-allylphenoxarsine

58-36-6

10,10,oxybisphenoxarsine

Conditions
ConditionsYield
With oxygen
39548-35-1

10-tert-butylphenoxarsine

58-36-6

10,10,oxybisphenoxarsine

Conditions
ConditionsYield
With ethanol
phenoxarsine chloride

phenoxarsine chloride

58-36-6

10,10,oxybisphenoxarsine

Conditions
ConditionsYield
With ethanol; ammonia
2865-70-5

10-chloro-10H-phenoxarsine

58-36-6

10,10,oxybisphenoxarsine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene; diethyl ether
2: O2
View Scheme
Multi-step reaction with 2 steps
1: benzene; diethyl ether
2: O2
View Scheme
Multi-step reaction with 2 steps
1: toluene; diethyl ether
2: aq. EtOH
View Scheme
112-79-8

Elaidic Acid

58-36-6

10,10,oxybisphenoxarsine

(E)-Octadec-9-enoic acid phenoxarsin-10-yl ester

Conditions
ConditionsYield
In toluene Heating;80.8%
58-36-6

10,10,oxybisphenoxarsine

79-10-7

acrylic acid

Acrylic acid phenoxarsin-10-yl ester

Conditions
ConditionsYield
In toluene Heating;71.5%
108-30-5

succinic acid anhydride

58-36-6

10,10,oxybisphenoxarsine

Succinic acid diphenoxarsin-10-yl ester

Conditions
ConditionsYield
In toluene for 5h; Heating;66%
3724-65-0

2-butenoic acid

58-36-6

10,10,oxybisphenoxarsine

(E)-But-2-enoic acid phenoxarsin-10-yl ester

Conditions
ConditionsYield
In toluene Heating;62.8%
110-15-6

succinic acid

58-36-6

10,10,oxybisphenoxarsine

succinic acid mono(10-phenoxyarsinyl) ester

Conditions
ConditionsYield
In toluene for 5h; Heating;61.2%
110-15-6

succinic acid

58-36-6

10,10,oxybisphenoxarsine

Succinic acid diphenoxarsin-10-yl ester

Conditions
ConditionsYield
In toluene for 8h; Heating;59%
58-36-6

10,10,oxybisphenoxarsine

4846-20-2

10-oxo-10H-10λ5-phenoxarsin-10-ol

Conditions
ConditionsYield
With ethanol; iodine
64-17-5

ethanol

86119-84-8, 7664-38-2

phosphoric acid

58-36-6

10,10,oxybisphenoxarsine

bis-phenoxarsinyl-(10)

bis-phenoxarsinyl-(10)

10035-10-6, 12258-64-9

hydrogen bromide

58-36-6

10,10,oxybisphenoxarsine

phenoxarsine bromide

phenoxarsine bromide

58-36-6

10,10,oxybisphenoxarsine

10,10'bis(phenoxarsine) selenide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: conc. HI / benzene / 2 h
2: H2Se, pyridine / ethanol / 2 h
View Scheme
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Consensus Reports

EPA Extremely Hazardous Substances List. Arsenic and its compounds are on the Community Right-To-Know List.

Standards and Recommendations

OSHA PEL: TWA 0.5 mg(As)/m3

Specification

The 10,10-Oxybisphenoxarsine, with the CAS registry number 58-36-6, is also known as Bis(phenoxarsin-10-yl) ether. It belongs to the product categories of Industrial/Fine Chemicals. Its EINECS number is 200-377-3. This chemical's molecular formula is C24H16As2O3 and molecular weight is 502.23. What's more, its systematic name is 10,10'-oxybis(10H-phenoxarsinine). Its classification code is Skin / Eye Irritant. It is a new kind of industrial mould inhibitor. It is mouldproof and antibacterial, and is one of the most effective antimicrobial in industrial fields. It can be used as an antimicrobial add to the PVC products, plastic products, PVC flooring, metope paint and so on.

Physical properties of 10,10-Oxybisphenoxarsine are: (1)#H bond acceptors: 3; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 2; (4)Polar Surface Area: 27.69 Å2; (5)Flash Point: 214.1 °C; (6)Enthalpy of Vaporization: 77.65 kJ/mol; (7)Boiling Point: 531.3 °C at 760 mmHg; (8)Vapour Pressure: 7.77E-11 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O5c1c(cccc1)[As](O[As]2c4ccccc4Oc3c2cccc3)c6ccccc56
(2)Std. InChI: InChI=1S/C24H16As2O3/c1-5-13-21-17(9-1)25(18-10-2-6-14-22(18)27-21)29-26-19-11-3-7-15-23(19)28-24-16-8-4-12-20(24)26/h1-16H
(3)Std. InChIKey: VCRZAKVGPJFABU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 24mg/kg (24mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
guinea pig LCLo inhalation 141mg/m3/2H (141mg/m3)   Toxicology. Vol. 10, Pg. 341, 1978.
guinea pig LD50 oral 24mg/kg (24mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Toxicology. Vol. 10, Pg. 341, 1978.
mouse LDLo oral 42mg/kg (42mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 14, Pg. 111, 1985.
rat LD50 oral 40mg/kg (40mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Toxicology. Vol. 10, Pg. 341, 1978.