1,1,3,3-Tetramethylguanidine

Base Information

• Chemical Name: 1,1,3,3-Tetramethylguanidine
• CAS No.: 80-70-6
• Deprecated CAS: 142118-43-2,197451-33-5,197451-33-5
• Molecular Formula: C5H13N3
• Molecular Weight: 115.178
• Hs Code.: 29252000
• European Community (EC) Number: 201-302-7
• NSC Number: 148309
• UNII: VEZ101E7ZU
• DSSTox Substance ID: DTXSID2058835
• Nikkaji Number: J56.149E
• Wikipedia: 1,1,3,3-Tetramethylguanidine
• Wikidata: Q4545643
• Mol file: 80-70-6.mol

Synonyms:1,1,3,3-tetramethylguanidine;N,N,N',N'-tetramethylguanidine

Chemical Property of 1,1,3,3-Tetramethylguanidine

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.2 mm Hg ( 20 °C)
• Melting Point: -30 °C
• Refractive Index: n20/D 1.469
• Boiling Point: 163.2 °C at 760 mmHg
• Flash Point: 60 °C
• PSA: 30.33000
• Density: 0.9 g/cm³
• LogP: 0.14410
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: miscible
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 115.110947427
• Heavy Atom Count: 8
• Complexity: 75.7

Purity/Quality:

98% ^*data from raw suppliers

1,1,3,3-Tetramethylguanidine 99+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 22-34-20/22-10
• Safety Statements: 26-27-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: CN(C)C(=N)N(C)C
• 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 Base employed in the preparation of alkyl nitriles from alkyl halides and 3′-alkylthymidines from 3′-nitrothymidines. 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.

Technology Process of 1,1,3,3-Tetramethylguanidine

There total 15 articles about 1,1,3,3-Tetramethylguanidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.2%

sodium cyanide (773837-37-9) + dimethyl amine (124-40-3) → N,N,N',N'-tetramethylguanidine (80-70-6)

Guidance literature:

With water; chlorine; at 35 - 90 ℃; pH=8 - 9; Flow reactor; Large scale;

Reference yield:

C2H5FO*C5H13N3 → 2-fluoroethanol (371-62-0) + N,N,N',N'-tetramethylguanidine (80-70-6)

Guidance literature:

In octanol; at 24.84 ℃; Equilibrium constant;

DOI:10.1021/jo1014646

Reference yield:

C6H18N3OP*C2H3F3O → 2,2,2-trifluoroethanol (75-89-8) + N,N,N',N'-tetramethylguanidine (80-70-6)

Guidance literature:

In octanol; at 24.84 ℃; Equilibrium constant;

DOI:10.1021/jo1014646

upstream raw materials:

cyanogen iodide

dimethyl amine

1-Nitro-4-nitromethyl-benzene; compound with N,N,N',N'-tetramethyl-guanidine

NCNMe₂

Downstream raw materials:

1-[bis(dimethylamino)methylidene]-3-phenylurea

N-[bis(dimethylamino)methylene]benzenesulfonamide

N₁,N₁,N₃,N₃-tetramethylguanidinium

(4-(dimethylamino)phenyl)(4-fluorophenyl)methanone

Refernces

• 1、 -. "CURABLE COMPOSITION". . . Retrieved 2010/12/30.
• 2、 Li, Shenghai,Lin, Yingjie,Cao, Jungang,Zhang, Suobo. "Guanidine/Pd(OAc)2-catalyzed room temperature Suzuki cross-coupling reaction in aqueous media under aerobic conditions". . p. 4067 - 4072. Retrieved 2008/02/04.