Conditions | Yield |
---|---|
With diethyl ether |
1-Nitro-4-nitromethyl-benzene; compound with N,N,N',N'-tetramethyl-guanidine
A
1-nitro-4-(nitromethyl)benzene
B
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 30℃; Equilibrium constant; Irradiation; other solvents; |
A
ethyl bis-(4-nitrophenyl)acetate
B
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In tetrahydrofuran at 10.3 - 34.8℃; Kinetics; Equilibrium constant; |
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
With ethanol; ammonia at 100℃; |
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
With ammonia; water |
Conditions | Yield |
---|---|
With ethanol; mercury dichloride |
Conditions | Yield |
---|---|
With N,N-dimethylammonium chloride at 100℃; for 12h; |
1,1,3,3-tetramethylgyanidine-gallane (1/1)
A
gallium
B
hydrogen
C
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
at 85 - 90℃; Thermodynamic data; |
Conditions | Yield |
---|---|
In octanol at 24.84℃; Equilibrium constant; |
Conditions | Yield |
---|---|
In octanol at 24.84℃; Equilibrium constant; |
Conditions | Yield |
---|---|
In octanol at 24.84℃; Equilibrium constant; |
Conditions | Yield |
---|---|
at 4℃; for 20h; | 100% |
In tetrachloromethane at 25℃; Equilibrium constant; ΔH; other temp.: 40, 57, 75 deg C; other solvent: CHCl3 (25, 36, 50, 65 deg C); | |
In tetrachloromethane at 25℃; other temp.; solvent CHCl3; | |
at 20℃; |
benzyl 2-methylene-4-phenylbutanoate
N,N,N',N'-tetramethylguanidine
benzyl 2-((methoxyphosphinyl)methyl)-4-phenylbutanoate
Conditions | Yield |
---|---|
With trimethyl orthoformate In ethyl acetate | 100% |
2-chloro-4,6-dimethoxy-1 ,3,5-triazine
N,N,N',N'-tetramethylguanidine
1,1,3,3-tetramethylguanidine hydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; N,N,N',N'-tetramethylguanidine In acetonitrile at 0 - 5℃; for 0.5h; Stage #2: C25H23NO6 In acetonitrile for 12h; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 23h; | 100% |
L-phenylalanine
N,N,N',N'-tetramethylguanidine
bis(dimethylamino)methaniminium (L)-2-amino-3-phenylpropanoate
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 75h; | 100% |
Conditions | Yield |
---|---|
at -78 - 23℃; Schlenk technique; Inert atmosphere; | 100% |
at -78 - 23℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
at -78 - 23℃; Schlenk technique; Inert atmosphere; | 100% |
at -78 - 23℃; Inert atmosphere; | 100% |
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In toluene at 25℃; for 1h; | 100% |
Conditions | Yield |
---|---|
In methanol; water at 20℃; for 3h; | 100% |
D-6-methoxy-α-methyl-2-naphthaleneacetic acid sodium salt
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
Stage #1: D-6-methoxy-α-methyl-2-naphthaleneacetic acid sodium salt With Amberlyst 15 hydrogen In methanol Stage #2: N,N,N',N'-tetramethylguanidine In methanol at 20℃; for 1h; | 100% |
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In methanol at 60℃; for 0.5h; Inert atmosphere; | 100% |
In methanol at 60℃; for 0.5h; Inert atmosphere; | 100% |
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In methanol; water for 1h; | 100% |
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In methanol; water for 1h; | 100% |
3,3,4,4,5,5,6,6,7,7,8,8,8,9,10,10,10,10-heptadecafluoro-1-decathioacetic acid
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In methanol for 2h; Reflux; | 100% |
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In methanol for 2h; Reflux; | 100% |
2,4,6-tris(trifluoromethyl)benzoyl chloride
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 0.5h; | 99% |
N,N,N',N'-tetramethylguanidine
4-methylbenzenesulfonic acid 1,1,3,3-tetramethylguanidine salt
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In methanol at 20℃; | 99% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 1.5h; | 99% |
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In methanol Heating; | 99% |
ammonium thiocyanate
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In methanol at 20℃; for 1h; | 99% |
(triphenylphosphine)gold(I) chloride
silver trifluoromethanesulfonate
N,N,N',N'-tetramethylguanidine
(tetramethylguanidine)(triphenylphosphane)gold(I) triflate
Conditions | Yield |
---|---|
In tetrahydrofuran (N2); stirring the Au complex and AgO3SCF3 in THF at 0°C for 30 min, filtration, addn. of tetramethylguanidine, reacting 1 h; solvent removal, addn. of CH2Cl2, crystn. upon layering with pentane; elem. anal.; | 98% |
(1,1';3',1''-terphenyl)-2'-ol
diethylzinc
N,N,N',N'-tetramethylguanidine
[zinc(2,6-(C6H5)2-C6H3O)2(1,1,3,3-tetramethylquanidine)2]
Conditions | Yield |
---|---|
In hexane byproducts: C2H6; (Et)2Zn (1.0 mmol) added to soln. of HNC(N(CH3)2)2 (2.0 mmol) and HOC6H3(C6H5)2 (2.0 mmol); ppt. dissolved in THF, volatiles evapd. over 24 h; elem. anal.; | 98% |
1,4-butane sultone
N,N,N',N'-tetramethylguanidine
4-(1,1,3,3-tetramethylguanidine-2-yl)butylsulfonic acid
Conditions | Yield |
---|---|
In toluene at 80 - 85℃; for 4h; | 98% |
3-methyl-1-sulphonic acid imidazolium chloride
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 98% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 3h; | 98% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 98% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 12h; Inert atmosphere; | 98% |
N,N,N',N'-tetramethylguanidine
Conditions | Yield |
---|---|
With sulfur tetrachloride In dichloromethane | 97% |
diethylzinc
N,N,N',N'-tetramethylguanidine
[Zn3(μ-1,1,3,3-tetramethylguanidinate))4(Et)2]
Conditions | Yield |
---|---|
In hexane byproducts: ethane; (Ar); addn. dropwise of Zn(Et)2 (3 equiv.) to soln. of 1,1,3,3-tetramethylguanidine (4 equiv.) in hexane; stirring for 30 min; evapn. of solvent, crystn., recrystn. from concd. hexanes soln. at -37°C; elem. anal.; | 97% |
Ethyl isothiocyanate
4-chlorobenzoylmethyl bromide
N,N,N',N'-tetramethylguanidine
(4-chlorophenyl)(4-(dimethylamino)-2-(ethylamino)thiazol-5-yl)methanone
Conditions | Yield |
---|---|
Stage #1: Ethyl isothiocyanate; N,N,N',N'-tetramethylguanidine In acetone at 20℃; for 0.5h; Stage #2: 4-chlorobenzoylmethyl bromide In acetone at 20℃; | 97% |
Molecular formula: C5H13N3
Molecular Weight: 115.18 g/mol
Molecular Structure of Tetramethylguanidine (CAS NO.80-70-6):
EINECS: 201-302-7
Appearance: liquid
Melting Point: -30 °C
Boiling Point: 163.2 °C at 760 mmHg
Flash Point: 60 °C
Density: 0.918 g/mL at 25 °C(lit.)
Storage Temp.: 2-8 °C
Water Solubility: miscible
Index of Refraction: 1.455
Molar Refractivity: 34.66 cm3
Molar Volume: 127.5 cm3
Surface Tension: 27.7 dyne/cm
XLogP3: 0.4
H-Bond Donor: 1
H-Bond Acceptor: 3
Rotatable Bond Count: 2
Exact Mass: 115.110947
MonoIsotopic Mass: 115.110947
Topological Polar Surface Area: 30.3
Heavy Atom Count: 8
Canonical SMILES: CN(C)C(=N)N(C)C
InChI: InChI=1S/C5H13N3/c1-7(2)5(6)8(3)4/h6H,1-4H3
InChIKey: KYVBNYUBXIEUFW-UHFFFAOYSA-N
EINECS: 201-302-7
Product Categories: Various hydrocyanic acid derivatives; Hydrocyanic acid derivatives
Tetramethylguanidine (80-70-6) is used as as accelerator for the syntheses of polysulfured rubber, polyurethane foam catalyst, as a strong base in the photochemical (e.g. couplers) and in the pharmaceutical (e.g. steroids) industries.
Hazard Codes: C
Risk Statements: 22-34-20/22-10
R22:Harmful if swallowed.
R34:Causes burns.
R20/22:Harmful by inhalation and if swallowed.
R10:Flammable.
Safety Statements: 26-27-36/37/39-45-16
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S27:Take off immediately all contaminated clothing.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S16:Keep away from sources of ignition.
RIDADR: UN 2920 8/PG 2
WGK Germany: 1
F: 9-23
Hazard Note: Harmful/Corrosive
HazardClass: 8
PackingGroup: II
HS Code: 29252000
Tetramethylguanidine (CAS NO.80-70-6) is also named as AI3-51030 ; CCRIS 6689 ; N,N,N',N'-Tetramethylguanidine ; NSC 148309 ; Guanidine, 1,1,3,3-tetramethyl- (8CI) ; Guanidine, N,N,N',N'-tetramethyl- . Tetramethylguanidine (CAS NO.80-70-6) is a strong amine base with a higher pKa than typical amines. It is highly water soluble so easily removed from other chemicals in a chemical process.
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