Tetramethylguanidine

Tetramethylguanidine Basic information
Product Name:Tetramethylguanidine
Synonyms:1,1,3,3-Tetramethylgyanidine, 97+%;1,1,3,3-Tetramethylguanidine,99%;N,N,N,N-Tetramethy1 Guanidine;1,1,3,3-Tetramethylguanidin;1,1,3,3-Tetramethylguayyniaine;Guanidine, 1,1,3,3-tetramethyl-;n,n,n’,n’-tetramethyl-guanidin;N1,N1,N3,N3-Tetramethylguanidine
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;Chemical Biology;Chemical Synthesis;Guanidines;Nitrogen Compounds;Organic Building Blocks;T;Hydrocyanic acid derivatives;Antidote / Antibiotic / Antimicrobial;80-70-6
Mol File:80-70-6.mol
Tetramethylguanidine Structure
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
Fp 140 °F
storage temp. Store below +30°C.
solubility Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
pka15.20±0.70(Predicted)
form Liquid
color APHA: ≤150
Relative polarity5.5
PH12.7 (10g/l, H2O, 25℃)
Odormild ammoniacal odor
explosive limit1.0-7.5%(V)
Water Solubility miscible
Sensitive Air Sensitive
BRN 969608
Stability:Stable. Combustible. Incompatible with strong oxidizing agents, mineral and organic acids, carbon dioxide. Air-sensitive.
InChIKeyKYVBNYUBXIEUFW-UHFFFAOYSA-N
LogP-0.49 at 20℃
CAS DataBase Reference80-70-6(CAS DataBase Reference)
NIST Chemistry ReferenceN,N,N',N'-Tetramethylguanidine(80-70-6)
EPA Substance Registry SystemGuanidine, 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
9-23
Autoignition Temperature222 °C
Hazard Note Harmful/Corrosive
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29252000
ToxicityLD50 orally in Rabbit: 835 mg/kg
MSDS Information
ProviderLanguage
1,1,3,3-Tetramethylguanidine English
SigmaAldrich English
ACROS English
ALFA English
Tetramethylguanidine Usage And Synthesis
Chemical PropertiesLiquid
UsesTetramethylguanidine (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
UsesBase employed in the preparation of alkyl nitriles from alkyl halides and 3′-alkylthymidines from 3′-nitrothymidines.
Uses1,1,3,3-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 ExplosibilityFlammable
Purification MethodsReflux it over granulated BaO, then fractionally distil it. Protect it from CO2. [Beilstein 4 IV 227.]
Tetramethylguanidine Preparation Products And Raw materials
Preparation Products4-CYANOSTYRENE-->4-NITROSTYRENE-->DIPHENYLDIAZOMETHANE-->N,N,N',N'-tetramethyl-N''-[3-(trimethoxysilyl)propyl]guanidine
1,3,5-(TRIISOPROPYL)-4,5-DIISOPROPYLIMINO-2-(THIEN-2-YLCARBOXAMIDO-N-ISOPROPYL)-1,3,5-TRIAZOLINE TETRACHLOROFERRATE Tetramethylguanidine 9-(2-CHLOROETHYL)-2,9-DIHYDRO-3H-IMIDAZO[1,2-A]BENZIMIDAZOLE HEXAMETHYLGUANIDINIUM CHLORIDE (3-ETHYL-2-IMINO-2,3-DIHYDRO-BENZOIMIDAZOL-1-YL)-ACETIC ACID CHEMBRDG-BB 5545601 N,N,N',N'-TETRAMETHYLGUANIDINIUM AZIDE 2-(3-ethyl-2-imino-2,3-dihydro-1H-benzimidazol-1-yl)ethanol AKOS 89906 1,3,4,6,7,8-HEXAHYDRO-1-METHYL-2H-PYRIMIDOL[1,2-A]PYRIMIDINE 10-(2-CHLOROETHYL)-2,3,4,10-TETRAHYDROPYRIMIDO[1,2-A]BENZIMIDAZOLE 4-(2-(4-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]PIPERAZINO)-4,5-DIHYDRO-1H-IMIDAZOL-1-YL)BENZENECARBOXYLIC ACID CHEMBRDG-BB 5522694 CHEMBRDG-BB 5532820 Hexazinone 1-[4,6-BIS(DIMETHYLAMINO)-1,3,5-TRIAZIN-2-YL]-3-(4-CHLOROPHENYL)-2-IMINOIMIDAZOLIDIN-4-ONE (2-IMINO-3-METHYL-2,3-DIHYDRO-BENZOIMIDAZOL-1-YL)-ACETIC ACID HYDROBROMIDE AZOLITMIN

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