10,10'-Oxybisphenoxarsine

HCID 6017CAS 58-36-6

Basic information

Standard SMILES
c1ccc2c(c1)Oc1ccccc1[As]2O[As]1c2ccccc2Oc2ccccc21
InChIKey
VCRZAKVGPJFABU-UHFFFAOYSA-N
Molecular formula
C24H16As2O3
Average molar mass
502.2 g/mol
Monoisotopic mass
501.95313737

Overview

Phenoxarsine, 10,10'-oxydi- appears as a clear light yellow liquid with a mild odor. Insoluble in water and slightly denser than water. Contact may severely irritate skin, eyes, and mucous membranes.

Names & identifiers

Preferred name
10,10'-Oxybisphenoxarsine
IUPAC
10-phenoxarsinin-10-yloxyphenoxarsinine
English name
10,10-Oxybisphenoxarsine
Molecular formula
C24H16As2O3
Molecular weight
502.23

Names & synonyms

58-36-610,10'-OxybisphenoxarsineDurotexPhenoxarsine oxideVinyzene BP 5Vinyzene SB 1Vinyzene (pesticide)Phenoxaksine oxideDID 4710-10' OxybisphenoxyarsineBis(10-phenoxyarsinyl) oxideSA 546
Show more names
obpasa546did47Vinadinevinyzenebp5vinyzenesb1vinyzenebp-5Thenarsazine75 fungicide
10,10'-Oxybisphenoxy-arsine10H-Phenoxarsine, 10,10'-oxybis-Vinyzene BS 1DTXSID0032443OBPA cpdRefChem:77339DTXCID801244310,10'-oxybisphenoxarsine oxide

Database identifiers

CAS
58-36-6
PubChem CID
6017
DTXSID
DTXSID0032443
UNII
1R0GEE9L5Z
EC Number
200-377-3
Nikkaji
J9.323H

Properties

Computed structural properties

Topological polar surface area
27.7 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
29

Experimental & physicochemical properties

Chemical ClassesMetals -> Arsenic Compounds, Organic
Density1.40-1.42 @25 °C
Melting Point363 to 365 °F (EPA, 1998)
Vapor Pressure0.00001 [mm Hg] @25 °C
Physical Description · 2 items

Phenoxarsine, 10,10'-oxydi- appears as a clear light yellow liquid with a mild odor. Insoluble in water and slightly denser than water. Contact may severely irritate skin, eyes, and mucous membranes.

Colorless solid; [Merck Index] White crystalline solid; [MSDSonline]

Physicochemical properties

Melting point
180 · 180-184°C
Boiling point
232.5 °C · 232.5°C
Density
1.4 · 1.40-1.42
storage temp.
Sealed in dry,Room Temperature
form
solid
color
2 · Colorless or white crystals, monoclinic prisms from EtOH or 2-propanol

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H300 (73.4%): Fatal if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P320, P321, P330, P361+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 94 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: 10H-Phenoxarsine, 10,10'-oxybis-

Restricted substance: Diphenoxarsin-10-yl oxide

10H-Phenoxarsine, 10,10'-oxybis-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

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 LabelCorrosive
Fire Hazards(Non-Specific -- Arsenic Compounds) When heated to decomposition, it emits highly toxic fumes of arsenic. (EPA, 1998)
Health Hazards(Non-Specific -- Arsenic Compounds) Arsenic compounds are acutely poisonous by ingestion. Ingestion or inhalation may result in chronic poisoning. Arsenic compounds are recognized carcinogens of the skin, lungs, and liver. (EPA, 1998)
Hazards Summary · 1 item

Severely irritating to skin; Toxic by ingestion and inhalation; Oral LD50 (rat) = 40 mg/kg; [Sax] Retards growth and causes liver effects in high-dose feeding studies; No developmental, reproductive, or mutagenic effects; Arsenic accumulates in liver and kidneys of exposed animals with clearing 2 weeks after last exposure; The potential for occupational exposure to OBPA is minimal provided that OBPA is used in a closed system and that appropriate Personal Protective Equipment (PPE) is worn. [EPA REDs] An irritant that can cause skin burns; May be lethal if ingested or inhaled; May cause liver and kidney damage; [MSDSonline] Almost nothing is known regarding health effects of organic arsenic compounds in humans. Studies in animals show that some simple organic arsenic compounds are less toxic than inorganic forms. Ingestion of methyl and dimethyl compounds can cause diarrhea and damage to the kidneys. [ATSDR ToxProfiles]

Reactive GroupEthers

Safety & protection

Fire Fighting(Non-Specific -- Arsenic Compound, Solid, n.o.s.) Stay upwind; keep out of low areas. Wear self-contained (positive pressure if available) breathing apparatus and full protective clothing.
First AidWarning: Effects usually appear within 30 to 60 minutes, but may be delayed for a few hours. Arsenic compounds are recognized carcinogens of the skin, lungs, and liver. Caution is advised.
Nonfire Spill ResponseExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Minimum Risk LevelAcute Oral: 0.005 mg/kg/day (L134) Chronic Oral: 0.0003 mg/kg/day (L134) Chronic Inhalation: 0.01 mg/m3 (L134)
Permissible Exposure Limit (PEL)0.5 [mg/m3], as As

Toxicology

Treatment · 1 item

Arsenic poisoning can be treated by chelation therapy, using chelating agents such as dimercaprol, EDTA or DMSA. Charcoal tablets may also be used for less severe cases. In addition, maintaining a diet high in sulfur helps eliminate arsenic from the body. (L20)

Health EffectsArsenic poisoning can lead to death from multi-system organ failure, probably from necrotic cell death, not apoptosis. Arsenic is also a known carcinogen, esepcially in skin, liver, bladder and lung cancers. (T1, L20)
Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesOral (L2) ; inhalation (L2) ; dermal (L2)
Toxicity Summary · 1 item

Arsenic and its metabolites disrupt ATP production through several mechanisms. At the level of the citric acid cycle, arsenic inhibits pyruvate dehydrogenase and by competing with phosphate it uncouples oxidative phosphorylation, thus inhibiting energy-linked reduction of NAD+, mitochondrial respiration, and ATP synthesis. Hydrogen peroxide production is also increased, which might form reactive oxygen species and oxidative stress. Arsenic's carginogenicity is influenced by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. The binding of other arsenic protein targets may also cause altered DNA repair enzyme activity, altered DNA methylation patterns and cell proliferation. (T1, A17)

Signs and SymptomsExposure to lower levels of arsenic can cause nausea and vomiting, decreased production of red and white blood cells, abnormal heart rhythm, damage to blood vessels, and a sensation of

Safety data

ridadr
1557
Toxicity
LD50 orl-rat: 40 mg/kg TXCYAC 10,341,78
Signal word
Danger
Symbol(GHS)
GHS08
hazard_class
6.1(a)
packing_group
II

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

Arsenic is absorbed mainly by inhalation or ingestion, as to a lesser extent, dermal exposure. It is then distributed throughout the body, where it is reduced into arsenite if necessary, then methylated into monomethylarsenic (MMA) and dimethylarsenic acid (DMA) by arsenite methyltransferase. Arsenic and its metabolites are primarily excreted in the urine. Arsenic is known to induce the metal-binding protein metallothionein, which decreases the toxic effects of arsenic and other metals by binding them and making them biologically inactive, as well as acting as an antioxidant. (L20)

Uses & manufacturing

Uses · 2 items

Used to protect plastics and textiles from fungi and bacteria; [HSDB] Used as a bacteriocide/germicide and fungicide in shower curtains, floor and wall coverings, coated fabrics, marine upholstery, vinyl moldings, awnings, weather stripping, and swimming pool liners; Also used as a preservative in adhesives, coatings, carpets, and other products (paper, plastic, and textile); [EPA REDs]

Pulp and Paper Processing [Category: Industry]

Applications · 3 items

Description0-100-Oxidiphenoxarsine is a colorless crystalline, organometallic solid or a dense yellow liquid. Molecularweight 5 502.23; Boiling point =233℃; Freezing/Meltingpoint =185℃. Decomposition temperature =380℃. Flashpoint =

Uses10,10-Oxybisphenoxarsine prevents mold, bacteria, and algae growth, making it one of the most effective antibacterial agents in the industrial field. It can be added to PVC products, plastic products, PVC flooring materials, wall coatings, paints, inks, paper, etc.

General DescriptionA clear light yellow liquid with a mild odor. Insoluble in water and slightly denser than water. Contact may severely irritate skin, eyes, and mucous membranes. Flash point 98°F.

Suppliers50 total

Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
Hebei Zhuanglai Chemical Trading Co Ltd+86-16264648883 · [email protected]
湖北宥澄新材料科技有限公司17764017698 13163370568 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海比阳实业有限公司+86-21-52699951; +8613917686115 · [email protected]

Related reactions

3 records

Linked notes

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