1,1,3,3-TETRAMETHYL GUANIDINE

PRODUCT IDENTIFICATION
CAS NO. 80-70-6

1,1,3,3-TETRAMETHYLGUANIDINE

EINECS NO. 201-302-7
FORMULA (CH3)2NC(=NH)N(CH3)2
MOL WT. 115.18

H.S. CODE

  

TOXICITY

  
SYNONYMS TMG; N,N,N',N'-tetramethyl Guanidine;
N,N'-tetramethylguanidine; Tetramethylguanidine;
SMILES

 

CLASSIFICATION

  

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE Clear liquid, amine like odor
MELTING POINT < -30 C
BOILING POINT

160 C

SPECIFIC GRAVITY

0.918

SOLUBILITY IN WATER miscible
pH  
VAPOR DENSITY

 

REFRACTIVE INDEX

 

NFPA RATINGS

 Health: 3 Flammability: 2 Reactivity: 0

AUTOIGNITION

 

FLASH POINT

53 C

STABILITY Stable under normal conditions

GENERAL DESCRIPTION & APPLICATIONS
Guanidine, also called carbamidine, is a strongly alkaline and water-soluble compound, NH=C(NH2)2 It is formed by the oxidation of guanine in urine as a normal product of protein metabolism in the body. In industry, guanidine, containing nitrogens and N=C double bond, and its modified derivatives are versatile intermediates used in the manufacture of plastics, resins, rubber chemicals, nitroguanidines (explosives), photo chemicals, fungicides, and disinfectant. It has also biotechnological application of protein separation, purification and as a protein denaturant. It can be used as an oxygen scavenger to prevent corrosion damage. It is used as a component of rocket propellants because it produce a large amount of heat when burned.

1,1,3,3-Tetramethylguanidine is used as a catalyst for polyurethane, and protecting agent for the synthesis of cephalosprines [substitute for 1,8-Diazabicyclo(5.4.0) undec-7-ene].

Bases activation of deprotonation is the first step in the synthesis. The strength of basicity, nucleophilicity, steric hindrance or solubility are the factors to select reagents for the best results in the chemical reactions such as alkylation, tautomerization, dehydrohalogenation, michael-addition, esterification, saponification, acylation, silylations, aldol-condensation, eliminations, and cyclization. Guanidine and amidine are the most strongly basic reagents. The order of basicity strength of some amines are; TBD > MTBD > DBU > DBN > TMG > Quinuclidine > TMP, Pempidine > Triethylamine > TED > Tributylamine > Collidine > Lutidine
  • TBD: 1,5,7-Triazabicyclo(4.4.0)dec-5-ene; 1,3,4,6,7,8-Hexahydro-2H-pyrimido[1,2-a] pyrimidine, CAS #: 5807-14-7
  • MTBD :7-Methyl-1,5,7-triazabicyclo(4.4.0)dec-5-ene;1,3,4,6,7,8-Hexahydro-1- methyl-2H-pyrimido [1,2-a]pyrimidine, CAS #: 84030-20-6
  • DBU: 1,8-Diazabicyclo[5.4.0]undec-7-ene; 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a] azepine, CAS #: 6674-22-2
  • DBN: 1,5-Diazabicyclo[4.3.0]non-5-ene, CAS #: 3001-72-7
  • TMG: 1,1,3,3-Tetramethylguanidine; N,N,N',N'-Tetramethylguanidine, CAS #: 80-70-6
  • Quinuclidine: 1-Azabicyclo[2.2.2]octane, CAS #: 100-76-5
  • TMP: 2,2,6,6-Tetramethylpiperidine, CAS #: 768-66-1
  • Pempidine: 1,2,2,6,6-Pentamethylpiperidine, CAS #: 79-55-0
  • TED: 1,4-Diazabicyclo[2.2.2]octan; Triethylenediamine, CAS #: 280-57-9
  • Collidine: Trimethylpyridine, CAS #: 108-75-8 (2,4,6- Isomer)
  • Lutidine: Dimethylpyridine, CAS #: 108-48-5 (2,6- Isomer)
SALES SPECIFICATION

APPEARANCE

 Clear liquid

ASSAY

99.0% min

MOISTURE

 0.2% max
TRANSPORTATION
PACKING
170kgs in drum
HAZARD CLASS 3,8 (Packing Group: III )
UN NO. 2924
OTHER INFORMATION
Hazard Symbols: C, Risk Phrases: 34, Safety Phrases: 25/36/37/39/45