CAS 1774-35-2 p-Tolyl sulfoxide (HCID 15680)

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Basic information

CAS: 1774-35-2
Standard SMILES: Cc1ccc(S(=O)c2ccc(C)cc2)cc1
InChIKey: MJWNJEJCQHNDNM-UHFFFAOYSA-N
Molecular formula: C14H14OS
Average molar mass: 230.33 g/mol
Monoisotopic mass: 230.07653607

Names & identifiers

Preferred name: p-Tolyl sulfoxide
IUPAC: 1-methyl-4-(4-methylphenyl)sulfinylbenzene
English name: 4,4'-Dimethyldiphenylsulfoxide
Molecular formula: C14H14OS
Molecular weight: 230.33

Names & synonyms

p-Tolyl sulfoxideDiptolyl sulfoxideBis(ptolyl)sulphoxide4,4'Ditolyl sulfoxideRefChem:858241p-Tolyl sulfoxide (8CI)Toluene, 4,4'sulfinylbispToluene, 1,1'sulfinylbisBenzene, 1,1'sulfinylbis(4methylBenzene, 1,1'sulfinylbis(4methyl (9CI)1774-35-2Di-p-tolyl sulfoxide

Show more names

Tolylsulfoxidep-Tolyl sulfoxiditolylsulfoxideditolylsulphoxidesulfoxide,ditolyl

4,4'-Sulfinylbis(methylbenzene)Ditolyl sulfoxideBenzene, 1,1'-sulfinylbis[4-methyl-Sulfoxide, ditolyl1-methyl-4-(4-methylphenyl)sulfinylbenzeneDitolyl sulphoxide4,4'-Ditolyl sulfoxideToluene, 4,4'-sulfinylbis-

Database identifiers

CAS: 1774-35-2
PubChem CID: 15680
DTXSID: DTXSID40170296
ChEMBL: CHEMBL1366230
EC Number: 217-203-7
Nikkaji: J48.038J

Properties

Computed structural properties

XLogP: 3.4
Topological polar surface area: 36.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 16
Formal charge: 0
Complexity: 211

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Sulfur Compounds

Physical DescriptionSolid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 94 · 94-96 °C (lit.)
Boiling point: 378.3 · 378.3±31.0 °C(Predicted)
Density: 1.19 · 1.19±0.1 g/cm3(Predicted)
form: powder to crystal
color: White to Almost white
InChI: 1S/C14H14OS/c1-11-3-7-13(8-4-11)16(15)14-9-5-12(2)6-10-14/h3-10H,1-2H3
InChIKey: MJWNJEJCQHNDNM-UHFFFAOYSA-N
SMILES: Cc1ccc(cc1)S(=O)c2ccc(C)cc2
CAS DataBase Reference: 1774 · 1774-35-2(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
NIST Chemistry Reference

Safety & regulation

Hazard information

Hazards SummaryIntravenous LD50 (mouse) = 180 mg/kg; [RTECS] Not considered hazardous by GHS classification; [Sigma-Aldrich MSDS] See Dimethyl sulfoxide.

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
rtecs: XT4810000
hs_code: 2930.90.2900
Toxicity: mouse,LD50,intraperitoneal,600mg/kg (600mg/kg),International Journal of Radiation Biology and Related Studies in Physics, Chemistry and Medicine. Vol. 3, Pg. 41, 1961.
Storage Class: 11 - Combustible Solids

Chemistry & industry

Applications · 1 item

Uses4,4'-Dimethylbenzene sulfoxide (DMSO) is a sulfoxide compound. Representative marketed drugs containing a sulfoxide skeleton include esomeprazole (A. Aktiebolag, US5877192A, 1998), used to treat gastrointestinal disorders, and modafinil (LLLafon, US4927855A, 1990), used clinically to treat narcolepsy and anorexia. Due to their structural diversity and significant biological functions, the synthesis of sulfoxides has attracted widespread attention from organic synthetic chemists and pharmacologists. Furthermore, sulfoxide compounds possess important biological activities; by modifying their structure, their pharmacological activity can be enhanced, such as anti-ulcer, antiviral, anti-HIV-1, and antitumor effects. In the pesticide field, sulfoxide compounds offer advantages such as low dosage and low pollution as fungicides and herbicides. Sulfoxides, containing semi-polar groups, are neutral, soft-base extractants with a special affinity for noble metals in soft acids, resulting in high extraction rates and good selectivity. Furthermore, sulfoxides are important components of many natural products and pharmaceutical intermediates. Therefore, developing efficient and rapid methods for synthesizing sulfoxides is of great significance and remains a hot research area.