Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

20615

Sigma-Aldrich

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

≥97.0% (GC)

Synonym(s):

BTMG

Sign Into View Organizational & Contract Pricing

Select a Size

5 ML
$262.00
25 ML
$933.00

$262.00


In StockDetails


Request a Bulk Order

Select a Size

Change View
5 ML
$262.00
25 ML
$933.00

About This Item

Empirical Formula (Hill Notation):
C9H21N3
CAS Number:
Molecular Weight:
171.28
Beilstein/REAXYS Number:
2352408
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form:
liquid
assay:
≥97.0% (GC)

$262.00


In StockDetails


Request a Bulk Order

Quality Level

assay

≥97.0% (GC)

form

liquid

refractive index

n20/D 1.457

bp

88-89 °C/43 mmHg (lit.)

functional group

amine

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[1].

Application

  • 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).

Caution

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

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class

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

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.

Questions

Reviews

No rating value

Active Filters

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