All Photos(1)

20615

Sigma-Aldrich

2-tert-Butyl-1,1,3,3-tetramethylguanidine

≥97.0% (GC)

Synonym(s):
BTMG
Empirical Formula (Hill Notation):
C9H21N3
CAS Number:
Molecular Weight:
171.28
Beilstein:
2352408
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (GC)

refractive index

n20/D 1.457

bp

88-89 °C/43 mmHg (lit.)

SMILES string

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

InChI key

YQHJFPFNGVDEDT-UHFFFAOYSA-N

General description

2-tert-Butyl-1,1,3,3-tetramethylguanidine (Barton′s base) is an excellent alternative to traditional inorganic bases for promoting the coupling reaction.

Packaging

5, 25 mL in glass bottle

Caution

Remark on appearance: Material may form precipitate on storage. The precipitate may easily be separated by filtration.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK Germany

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service