Diphenyl sulfoxide

HCID 13679
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Basic information

CAS
945-51-7
Standard SMILES
O=S(c1ccccc1)c1ccccc1
InChIKey
JJHHIJFTHRNPIK-UHFFFAOYSA-N
Molecular formula
C12H10OS
Average molar mass
202.27 g/mol
Monoisotopic mass
202.04523611

Names & identifiers

Preferred name
Diphenyl sulfoxide
IUPAC
benzenesulfinylbenzene
English name
Phenyl sulfoxide
Molecular formula
C12H10OS
Molecular weight
202.27

Names & synonyms

Diphenyl sulfoxide945-51-7Phenyl sulfoxideDiphenylsulfoxidePhenylsulfinylbenzeneBENZENE, 1,1'-SULFINYLBIS-Sulfoxide, diphenylNSC-6779NSC-6301954V290005U9DTXSID0022141RefChem:588839
Show more names
PhS(O)PhthionylbenzeneDiphenyl sulfoxid1,1'-sulfinylbis-PHENYL SULPHOXIDEsulfoxide,diphenylTwo phenylsulfoxide
DTXCID002141213-415-9sulfinyldibenzenebenzenesulfinylbenzeneDiphenyl sulphoxide(phenylsulfinyl)benzeneMFCD000020851,1'-sulfinyldibenzene

Database identifiers

CAS
945-51-7
PubChem CID
13679
DTXSID
DTXSID0022141
ChEMBL
CHEMBL336123
ChEBI
CHEBI:177532
UNII
4V290005U9
EC Number
213-415-9
Nikkaji
J7.183H

Properties

Computed structural properties

XLogP
2.1
Topological polar surface area
36.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
14

Experimental & physicochemical properties

Vapor Pressure0.0000362 [mmHg]
Physical DescriptionWhite to cream crystalline powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
69 · 69-71 °C (lit.)
Boiling point
206 · 206-208 °C/13 mmHg (lit.)
Density
1.1833 · 1.1833 (rough estimate)
refractive index
1.609 · 1.6090 (estimate)
Flash point
206 · 206-208°C/13mm
storage temp.
Sealed in dry,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 1 of 3 reports by companies.；There are 2 notifications provided by 2 of 3 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationBenzene, 1,1'-sulfinylbis-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryIntraperitoneal LD50 (mouse) = 750 mg/kg; [RTECS] May cause irritation; [Alfa Aesar MSDS] See Dimethyl sulfoxide.
Hazard Classes and CategoriesSkin Irrit. 2 (66.7%)；Eye Irrit. 2A (66.7%)；STOT SE 3 (66.7%)

Regulatory information

Regulatory InformationBenzene, 1,1'-sulfinylbis-: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
rtecs
DA9185000
hs_code
29309070
Signal word
Danger

Chemistry & industry

Uses & manufacturing

UsesElectron acceptor for liver aldehyde oxidase. [ChemIDplus]
General Manufacturing InformationBenzene, 1,1'-sulfinylbis-: ACTIVE
Applications · 1 item

UsesDiphenyl sulfoxide is a reagent used as an oxidant and hydroxyl activator in combination with a variety of electrophilic reagents. Efficient glycosidation of a phenyl thiosialoside donor with diphenyl sulfoxide and triflic anhydride in dichloromethane was reported. Direct glycosylations with 1-hydroxy glycosyl donors is made using trifluoromethanesulfonic anhydride and diphenyl sulfoxide. The preparation of triarylsulfonium halides was by the action of aryl Grignard reagents on diphenyl sulfoxide.

Preparation methods · 1 item

PreparationDiphenyl sulfide is dissolved in a suitable solvent, such as ethanol or acetone. Then, an oxidizing agent is slowly added under stirring, controlling the reaction temperature and time to ensure the oxidation reaction proceeds fully. After the reaction is complete, crude diphenyl sulfoxide is obtained through filtration, washing, and drying. Finally, high-purity diphenyl sulfoxide is obtained through purification methods such as recrystallization or column chromatography.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南京兰亚化工贸易有限公司+86-25-8331-5620 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]

Additional notes

DefinitionChEBI: Diphenyl sulfoxide is a sulfoxide.

Related reactions

79 records
New reaction record

Compound notes

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