N,N,N',N'-Tetramethylthiourea

• Catalog No.: L13392
• CAS Number: 2782-91-4
• M. F.: C5H12N2S
• M. W.: 132.22718
• Purity: 98%

SYNONYMS

• Title: N,N,N',N'-四甲基硫脲
• IUPAC name: 1,1,3,3-tetramethylthiourea
• IUPAC Traditional name: tetramethylthiourea
• Synonyms: TMTU

DATABASE IDS

• MDL Number: MFCD00008324
• EC Number: 220-488-0
• CAS Number: 2782-91-4
• Beilstein Number: 1744916

PROPERTIES

• Purity: 98%
• Boiling Point: 245°C
• Flash Point: 190°C(374°F)
• Melting Point: 75-77°C
• GHS Hazard statements: H302
• European Hazard Symbols: X
• GHS Precautionary statements: P280F-P308+P313-P330-P501A
• Risk Statements: 22
• RTECS: YU2750000
• Safety Statements: 36
• TSCA Listed: 是

REFERENCES

• Ligand for the Pauson-Khand reaction for the synthesis of cyclopentenones (see Octacarbonyldicobalt, 13060), mediated by catalytic amounts of cobalt carbonyl: Org. Lett., 7, 593 (2005), or palladium chloride: Synlett, 1657 (2005).
• Effective poison for halting the Rosenmund reduction of benzoyl chloride at the aldehyde stage: J. Chem. Soc., 2024 (1962). For a review of the Rosenmund reduction, see: Org. React., 4, 362 (1948). See also Palladium, 11722 and Quinoline, A11545.
• Used in combination with Lawesson's Reagent, A14530 for converting diesters to bis-thioesters for subsequent radical coupling as a method of ring formation, e.g. in Nicolaou's syntheses of hemibrevitoxin B and brevitoxin B: J. Am. Chem. Soc., 115, 3558 (1993); 117, 10227 (1995).