41640

Dimethyl sulfoxide

puriss. p.a., ACS reagent, ≥99.9% (GC)

• Synonym(s): DMSO
• Linear Formula: (CH₃)₂SO
• CAS Number: 67-68-5
• Molecular Weight: 78.13
• Beilstein/REAXYS Number: 506008
• EC Number: 200-664-3
• MDL number: MFCD00002089
• UNSPSC Code: 12191502
• PubChem Substance ID: 329756130
• NACRES: NA.21

Properties

• grade: ACS reagent; puriss. p.a.
• Quality Level: 300
• vapor density: 2.7 (vs air)
• vapor pressure: 0.42 mmHg ( 20 °C)
• assay: ≥99.9% (GC)
• form: liquid
• autoignition temp.: 573 °F
• expl. lim.: 42 %, 63 °F
• impurities: ≤0.001% free acid (as CH₃COOH); ≤0.1% water
• evapn. residue: ≤0.005%
• refractive index: n20/D 1.479 (lit.); n20/D 1.479
• bp: 189 °C (lit.)
• mp: 16-19 °C (lit.); 18-20 °C
• density: 1.10 g/mL (lit.)
• cation traces: Al: ≤0.5 mg/kg; Ba: ≤0.1 mg/kg; Bi: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cu: ≤0.02 mg/kg; Fe: ≤0.5 mg/kg; K: ≤0.5 mg/kg; Li: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Na: ≤1 mg/kg; Ni: ≤0.5 mg/kg; Pb: ≤0.1 mg/kg; Sr: ≤0.1 mg/kg; Zn: ≤0.1 mg/kg
• SMILES string: CS(C)=O
• InChI: 1S/C2H6OS/c1-4(2)3/h1-2H3
• InChI key: IAZDPXIOMUYVGZ-UHFFFAOYSA-N

Description

General description

Dimethyl sulfoxide (DMSO) is a polar solvent. DMSO activated by electrophile (oxalyl chloride) has been used to oxidize various alcohols (primary, secondary, allylic, benzylic, hindered and bicyclic). Carbonyl compounds are formed as reaction products. It has been proposed as an alternate solvent for methyl cellosolve for use in ninhydrin reaction, due to its high stability.

Application

• Modification of gelatin by reaction with 1,6-diisocyanatohexane.: This study focuses on the modification of biopolymers using chemical agents, which could be relevant in contexts where DMSO is used as a reaction solvent ( Bertoldo et al., 2007).


• Characterization of O-acetyl-(4-O-methylglucurono)xylan isolated from birch and beech.: This research characterizes specific wood-derived xylans, potentially enhancing understanding of such biopolymers when dissolved in DMSO for analytical studies ( Teleman et al., 2002).

Caution

Supercools easily and remelts slowly at room temperature. Solidified product can be re-liquified by warming to room temperature without detriment to the product.

Other Notes

For information on dimethyl sulfoxide miscibility, please visit the following link:
Dimethyl Sulfoxide Miscibility/Immiscibility Table

Use as reagent in synthesis

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• flash_point_f: 188.6 °F - closed cup
• flash_point_c: 87 °C - closed cup