Tetramethylguanidine
Tetramethylguanidine Basic information
- Product Name:
- Tetramethylguanidine
- Synonyms:
-
- N,N’-Tetramethylguanidine
- 1,1,3,3-Tetramethyl Guanidine (TMG)
- 1,1,3,3-Tetramethylgyanidine, 97+%
- 1,1,3,3-Tetramethylguanidine,99%
- N,N,N,N-Tetramethy1 Guanidine
- 1,1,3,3-Tetramethylguanidin
- TMG
- 1,1,3 tetramethyl guanidine
- CAS:
- 80-70-6
- MF:
- C5H13N3
- MW:
- 115.18
- EINECS:
- 201-302-7
- Product Categories:
-
- Various hydrocyanic acid derivatives
- Glycosylating Reagents
- Bioactive Small Molecules
- Building Blocks
- Carbohydrate Chemistry
- Cell Biology
- Hydrocyanic acid derivatives
- Chemical Biology
- Chemical Synthesis
- Guanidines
- Nitrogen Compounds
- Organic Building Blocks
- T
- Antidote / Antibiotic / Antimicrobial
- 80-70-6
- Mol File:
- 80-70-6.mol
Tetramethylguanidine Chemical Properties
- Melting point:
- -30 °C
- Boiling point:
- 162-163 °C (lit.)
- Density
- 0.916 g/mL at 20 °C (lit.)
- vapor pressure
- 0.2 mm Hg ( 20 °C)
- refractive index
- n20/D 1.469
- Flash point:
- 140 °F
- storage temp.
- Store below +30°C.
- solubility
- Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
- pka
- 15.20±0.70(Predicted)
- form
- Liquid
- color
- APHA: ≤150
- PH
- 12.7 (10g/l, H2O, 25℃)
- Relative polarity
- 5.5
- Odor
- mild ammoniacal odor
- explosive limit
- 1.0-7.5%(V)
- Water Solubility
- miscible
- Sensitive
- Air Sensitive
- BRN
- 969608
- Dielectric constant
- 23.100000000000001
- Stability:
- Stable. Combustible. Incompatible with strong oxidizing agents, mineral and organic acids, carbon dioxide. Air-sensitive.
- InChIKey
- KYVBNYUBXIEUFW-UHFFFAOYSA-N
- LogP
- -0.49 at 20℃
- CAS DataBase Reference
- 80-70-6(CAS DataBase Reference)
- NIST Chemistry Reference
- N,N,N',N'-Tetramethylguanidine(80-70-6)
- EPA Substance Registry System
- Guanidine, N,N,N',N'-tetramethyl- (80-70-6)
Safety Information
- Hazard Codes
- C
- Risk Statements
- 22-34-20/22-10
- Safety Statements
- 26-27-36/37/39-45-16
- RIDADR
- UN 2920 8/PG 2
- WGK Germany
- 1
- F
- 9-23
- Autoignition Temperature
- 222 °C
- Hazard Note
- Harmful/Corrosive
- TSCA
- Yes
- HazardClass
- 8
- PackingGroup
- II
- HS Code
- 29252000
- Toxicity
- LD50 orally in Rabbit: 835 mg/kg
MSDS
- Language:English Provider:1,1,3,3-Tetramethylguanidine
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
Tetramethylguanidine Usage And Synthesis
Chemical Properties
N,N,N',N' -Tetramethylguanidine (TMG) [80-70-6], C5H13N3, Mr 115.18, is a stable, unusually strong base, pKa 13.6 (25 ℃), with a free imino group. It is a colorless to light-yellow liquid, miscible with water and common organic solvents: 0.92 g/cm3 (25 ℃), bp 160 ℃, vapor pressure 0.03 kPa (25℃).
Uses
Tetramethylguanidine (TMG) is used as polyurethane foam catalyst, as accelerator for the syntheses of polysulfured rubber, as a strong base in the photochemical (e.g. couplers) and in the pharmaceutical (e.g. steroids) industries. Product Data Sheet
Uses
Base employed in the preparation of alkyl nitriles from alkyl halides and 3′-alkylthymidines from 3′-nitrothymidines.
Uses
1,1,3,3-Tetaramethylguanidine is used as a strong, non-nucleophilic base for alkylations in organic synthesis. 1,1,3,3-Tetramethylguanidine is an efficient and selective catalyst for the benzoylation of alcohols.
Flammability and Explosibility
Flammable
Synthesis
Prepared from cyanogen chloride and dimethylamine in a 1 : 2 molar ratio, TMG is used as a polyurethane foam catalyst, in the preparation of pigments for color photography, and in steroid synthesis.
Purification Methods
Reflux it over granulated BaO, then fractionally distil it. Protect it from CO2. [Beilstein 4 IV 227.]
Tetramethylguanidine Preparation Products And Raw materials
Preparation Products
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