Substance
ID:715533
Names and Identifiers
IUPAC name
1,1,3,3-tetramethylguanidine
IUPAC Traditional name
1,1,3,3-tetramethylguanidine
Synonyms
1,1,3,3-四甲基胍1,1,3,3-TetramethylguanidineTMG
Properties
Safety Information
European Hazard Symbols
Corrosive (C)
Harmful (X)Storage Warning
Air Sensitive
GHS Pictograms
Acute toxicity (oral, dermal, inhalation), categories 1,2,3
Corrosive to metals, category 1
Skin corrosion, categories 1A,1B,1C
Serious eye damage, category 1
Flammable gases, category 1
Flammable aerosols, categories 1,2
Flammable liquids, categories 1,2,3
Self-reactive substances and mixtures, Types B,C,D,E,F
Pyrophoric liquids, category 1
Pyrophoric solids, category 1
Self-heating substances and mixtures
Substances and mixtures, which in contact with water, emit flammable gases, categories 1,2,3
Organic peroxides, Types B,C,D,E,F
Risk Statements
22-34
Safety Statements
26-36/37/39-45
Hazard Class
8
GHS Hazard statements
H301-H314-H318-H226
TSCA Listed
是
Packing Group
II
GHS Precautionary statements
P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A
UN Number
UN2920
Physical Property
Boiling Point
162°C
Density
0.918
Melting Point
<-30°C
Refractive Index
1.4690
Flash Point
60°C(140°F)
Product Information
Purity
99%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• Inexpensive and efficient ligand for the palladium-catalyzed Heck reaction: Synlett, 1885 (2005).
• Other uses include: Acylation of amino acids by methyl trifluoroacetate: Synthesis, 399 (1976). Formation of Boc-amino acids with tert-butyl phenyl carbonate: Org. Synth. Coll., 6, 203 (1988). Cleavage of peptides from resins: Tetrahedron, 40, 4237 (1984). Selective cleavage of a primary benzyloxycarbonyl (Cbz, Z) group in the presence of either Boc or secondary Cbz: J. Chem. Soc., Perkin 1, 1905 (1988). See also 4-Chloromethylpyridine hydrochloride, A12859 and Appendix 6.
• Strong organic base useful for the formation of organic-soluble salts, and as a basic catalyst, e.g. in Michael addition reactions: J. Org. Chem., 27, 3175 (1962); Tetrahedron Lett., 569 (1973). Preferred catalyst in the Michael addition of aliphatic nitro compounds to unsaturated esters: Synthesis, 44 (1972); 953 (1989); Tetrahedron Lett., 30, 993 (1989).
• Useful base for formation of TBDMS ethers of alcohols with tert-Butyldimethylchlorosilane, A13064: J. Org. Chem., 49, 4657 (1984).
• For use in the Baylis-Hillman reaction, see: J. Chem. Soc., Perkin 1, 2831 (2001).