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A12314 1,1,3,3-Tetramethylguanidine, 99%

CAS Number

Stock No. Size Price ($) Quantity Availability
A12314-AC 25ml 20.60
A12314-AE 100ml 52.80
A12314-AP 500ml 175.00
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1,1,3,3-Tetramethylguanidine, 99%


Chemical Properties

Formula Weight
Melting point
Boiling Point
Flash Point
Refractive Index
Storage & Sensitivity
Air Sensitive. Store under Argon. Ambient temperatures.
Miscible with water.


1,1,3,3-Tetramethylguanidine is employed as a polyurethane foam catalyst, as an accelerator for the syntheses of polysulfured rubber. It is also used as a strong base in the photochemical (couplers) and in the pharmaceutical (steroids) industries. It is essential for the preparation of alkyl nitriles from alkyl halides and 3'-alkylthymidines from 3'-nitrothymidines. It serves as an efficient and selective catalyst for the benzoylation of alcohols. It replaces the expensive bases 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) and 1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) in organic synthesis.


Air sensitive. Incompatible with strong oxidizing agents, mineral and organic acids, carbon dioxide. Keep away from sources of ignition.

Literature References

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).

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.


Liang, S.; Zhou, Y.; Liu, H.; Jiang, T.; Han, B. Immobilized 1,1,3,3-Tetramethylguanidine Ionic Liquids as the Catalyst for Synthesizing Propylene Glycol Methyl Ether. Catal. Lett. 2010, 140 (1-2), 49-54.

Huczynski, A.; Janczak, J.; Stefanska, J.; Rutkowski, J.; Brzezinski, B. X-ray, spectroscopic and antibacterial activity studies of the 1:1 complex of lasalocid acid with 1,1,3,3-tetramethylguanidine. J. Mol. Struct. 2010, 977 (1-3), 51-55.

GHS Hazard and Precautionary Statements

Hazard Statements: H226-H302-H314-H332-H335

Flammable liquid and vapour. Harmful if swallowed. Causes severe skin burns and eye damage. Harmful if inhaled. May cause respiratory irritation.

Precautionary Statements: P210-P233-P240-P241-P242-P243-P261-P264b-P270-P271-P280-P301+P312-P303+P361+P353-P304+P340-P305+P351+P338-P310-P312-P330-P331-P363-P372-P374-P380-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. Explosion risk in case of fire. Fight fire with normal precautions from a reasonable distance. Evacuate area. Dispose of contents/ container to an approved waste disposal plant

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