20615
2-tert-Butyl-1,1,3,3-tetramethylguanidine
≥97.0% (GC)
Sinonimo/i:
BTMG
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About This Item
Formula empirica (notazione di Hill):
C9H21N3
Numero CAS:
Peso molecolare:
171.28
Beilstein:
2352408
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22
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Livello qualitativo
Saggio
≥97.0% (GC)
Stato
liquid
Indice di rifrazione
n20/D 1.457
P. ebollizione
88-89 °C/43 mmHg (lit.)
Gruppo funzionale
amine
Stringa SMILE
CN(C)\C(=N/C(C)(C)C)N(C)C
InChI
1S/C9H21N3/c1-9(2,3)10-8(11(4)5)12(6)7/h1-7H3
YQHJFPFNGVDEDT-UHFFFAOYSA-N
Descrizione generale
2-tert-Butyl-1,1,3,3-tetramethylguanidine (Barton′s base) is an excellent alternative to traditional inorganic bases for promoting the coupling reaction.
Applicazioni
- Synthesis of dinaphthyl ethers: Barton′s base, which includes 2-tert-Butyl-1,1,3,3-tetramethylguanidine, was utilized to promote SNAr reactions for the synthesis of highly oxygenated dinaphthyl ethers, demonstrating its efficacy as a catalyst in complex organic synthesis processes (Wipf and Lynch, 2003).
Avvertenza
Remark on appearance: Material may form precipitate on storage. The precipitate may easily be separated by filtration.
Avvertenze
Danger
Indicazioni di pericolo
Classi di pericolo
Acute Tox. 4 Oral - Skin Corr. 1B
Codice della classe di stoccaggio
8A - Combustible corrosive hazardous materials
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
149.0 °F - closed cup
Punto d’infiammabilità (°C)
65.0 °C - closed cup
Dispositivi di protezione individuale
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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D.H.R. Barton et al.
Organic Syntheses, 74, 103-103 (1997)
Peter Wipf et al.
Organic letters, 5(7), 1155-1158 (2003-03-28)
[reaction: see text] Electron-rich dinaphthyl ethers were synthesized by S(N)Ar reactions between naphthols and activated fluoronaphthalenes. 2-tert-Butyl-1,1,3,3-tetramethylguanidine (Barton's base) was found to be an excellent, mild alternative to traditional inorganic bases for promoting the coupling reaction.
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