HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diphenyl diselenide
1,2-Diphenyldiselane · PHENYL DISELENIDE · diseL · Two phenyltwo se · diphenyl-diselenid · diphenyl disenenide · DIPHENYL DISELENIDE · Diselenide,diphenyl
Identifiers & Physical Properties
| CAS No. | 1666-13-3 |
|---|---|
| Molecular formula | C12H10Se2 |
| Average molar mass | 312.1 g/mol |
| Monoisotopic mass | 313.91129292 g/mol |
| SMILES | c1ccc([Se][Se]c2ccccc2)cc1 |
| InChIKey | YWWZCHLUQSHMCL-UHFFFAOYSA-N |
| PubChem CID | 15460 |
| ChEMBL | CHEMBL3122204 |
| ChEBI | CHEBI:232541 |
| EC No. | 216-780-2 |
| DTXSID | DTXSID6061864 |
Chemical & Physical Properties
| Topological polar surface area | 0 |
|---|---|
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 0 |
| Rotatable bonds | 3 |
| Heavy atoms | 14 |
| Formal charge | 0 |
| Complexity | 128 |
| Melting point | 60 °C |
| Boiling point | 202 °C / 11mmHg |
| Density | 1.5570 |
| Refractive index | 1.7430 |
| Storage conditions | Store below +30°C. |
| Physical state | Powder |
| Color | yellow |
| Specific gravity | 1.84 |
| Solubility | Insoluble |
| Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents |
| BRN | 2047179 |
| Exposure limits | ACGIH: TWA 0.2 mg/m3NIOSH: IDLH 1 mg/m3 |
| InChI | 1S/C12H10Se2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H |
| InChIKey | YWWZCHLUQSHMCL-UHFFFAOYSA-N |
| SMILES | [Se]([Se]c1ccccc1)c2ccccc2 |
| CAS DataBase Reference | 1666-13-3(CAS DataBase Reference) |
| FDA UNII | 9ATU3Z459Q |
| NIST Chemistry Reference | Diselenide, diphenyl(1666-13-3) |
| EPA Substance Registry System | Diselenide, diphenyl (1666-13-3) |
| UNSPSC Code | 12352103 |
| NACRES | NA.22 |
| GHS pictogram | GHS06,GHS08,GHS09 |
| Signal word | Danger |
| GHS hazard statements | H330-H301-H373-H410 |
| GHS precautionary statements | P501-P273-P260-P270-P271-P264-P284-P391-P314-P301+P310+P330-P304+P340+P310-P403+P233-P405 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges |
| Hazard symbols | T,N |
| Risk statements (R) | 23/25-33-50/53 |
| Safety statements (S) | 20/21-28-45-60-61-28A |
| UN transport number | UN 3283 6.1/PG 2 |
| Water hazard class (WGK) | 3 |
| RTECS number | JM9152500 |
| TSCA inventory status | TSCA listed |
| Customs code | 2931 90 00 |
| Hazard class | 6.1Acute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1STOT RE 2 |
| Packing group | II |
| Storage class | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
| Limited quantities | 0.5 Kg (solid) |
| Excepted quantities | Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml) |
Safety & Regulations
| GHS classification | DangerH301 (97.9%): Toxic if swallowed [Danger Acute toxicity, oral]P260, P261, P264, P270, P271, P273, P301+P316, P304+P340, P316, P319, P321, P330, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Diselenide, diphenylDiphenyl diselenide: Does not have an individual approval but may be used under an appropriate group standard |
| Other safety information | Evaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia |
| Hazard Classes and Categories | Acute Tox. 3 (97.9%) |
| Minimum Risk Level | Chronic Oral: 0.005 mg/kg/day (L134) |
| Health effects | Chronic oral exposure to high concentrations of selenium compounds can produce a disease called selenosis. The major signs of selenosis are hair loss, nail brittleness, and neurological abnormalities (such as numbness and other odd sensations in the extremities). Animal studies have shown that selenium may also affect sperm production and the female reproductive cycle. (L619) |
| Exposure routes | Oral (L619)inhalation (L619)dermal (L619) |
| Toxicity summary | Selenium readily substitutes for sulfur in biomolecules and in many biochemical reactions, especially when the concentration of selenium is high and the concentration of sulfur is low. Inactivation of the sulfhydryl enzymes necessary for oxidative reactions in cellular respiration, through effects on mitochondrial and microsomal electron transport, might contribute to acute selenium toxicity. Selenomethionine (a common organic selenium compound) also appears to randomly substitute for methionine in protein synthesis. This substitution may affect the structure and functionability of the protein, for example, by altering disulfide bridges. Inorganic forms of selenium appear to react with tissue thiols by redox catalysis, resulting in formation of reactive oxygen species and causing damage by oxidative stress. (L619) |
| Signs and Symptoms | Short-term oral exposure to high concentrations of selenium may cause nausea, vomiting, and diarrhea. Brief exposures to high levels of elemental selenium or selenium dioxide in air can result in respiratory tract irritation, bronchitis, difficulty breathing, and stomach pains. Longer-term exposure to either of these air-borne forms can cause respiratory irritation, bronchial spasms, and coughing. (L619) |
| Carcinogen Classification | 3, not classifiable as to its carcinogenicity to humans. (L135) |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | JM9152500 |
| UN transport number | UN 3283 6.1/PG 2 |
| Customs code | 2931 90 00 |
| Risk statements (R) | 23/25-33-50/53 |
| Signal word | Danger |
| GHS pictogram | GHS06,GHS08,GHS09 |
| Hazard symbols | T,N |
| Safety statements (S) | 20/21-28-45-60-61-28A |
| Hazard class | 6.1Acute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1STOT RE 2 |
| Storage class | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
| Packing group | II |
| GHS hazard statements | H330-H301-H373-H410 |
| Limited quantities | 0.5 Kg (solid) |
| Excepted quantities | Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml) |
| GHS precautionary statements | P501-P273-P260-P270-P271-P264-P284-P391-P314-P301+P310+P330-P304+P340+P310-P403+P233-P405 |
Applications & Uses
Uses
Diphenyl diselenide is used in the methoxyselenenylation of alkenes, dihydroxylation of double bonds, hydrothiolation of terminal alkynes. It is used in the synthesis of the unsymmetrical diorganyl selenides, 1-(phenylselenomethyl)vinyl selenides, allylic phenyl selenides.
General Description
Diphenyl diselenide (Ph2Se2) is an organoselenium compound. Its crystalline structure, toxicokinetic properties, antioxidant and anti-inflammatory activities have been investigated. Its ability to reverse the oxidative brain damage and mitochondrial dysfunction induced by acetaminophen has been studied in mice. It reacts with thallium (Tl) to form TI (SePh). It participates in a four-component radical coupling to form substituted cyclopentanes.