Skip to Content
MilliporeSigma
All Photos(1)

Documents

345571

Sigma-Aldrich

1,5,7-Triazabicyclo[4.4.0]dec-5-ene

98%

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
1,3,4,6,7,8-Hexahydro-2H-pyrimido[1,2-a]pyrimidine, Hhpp, TBD
Empirical Formula (Hill Notation):
C7H13N3
CAS Number:
5807-14-7
Molecular Weight:
139.20
Beilstein/REAXYS Number:
3242
EC Number:
227-367-1
MDL number:
MFCD00043003
UNSPSC Code:
12352100
PubChem Substance ID:
24861334
NACRES:
NA.22

Quality Level

200

assay

98%

form

crystals

mp

125-130 °C (lit.)

solubility

acetonitrile: soluble
ethanol: soluble
organic solvents: soluble
water: soluble

SMILES string

C1CNC2=NCCCN2C1

InChI

1S/C7H13N3/c1-3-8-7-9-4-2-6-10(7)5-1/h1-6H2,(H,8,9)

InChI key

FVKFHMNJTHKMRX-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

1,5,7-Triazabicyclo[4.4.0]dec-5-ene, a bicyclic guanidine base, has been found to be an excellent catalyst for Michael and Michael-type reactions. It forms 1:1 complex with lasalocid acid and crystal structure of the complex has been studied by X-ray diffraction, FT-IR spectroscopy and 1H NMR.

Application

1,5,7-Triazabicyclo[4.4.0]dec-5-ene may be used as organocatalyst for aminolysis of esters. It may be used as catalyst for direct addition of P(O)-H bonds (dialkyl phosphites and diphenyl phosphonite) across various activated alkenes. Polymer supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (PTBD) was used as a base and a reagent scavenger for the synthesis of aryl ethers from phenols and alkyl or aryl halides.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Structural and spectroscopic studies of the 1: 1 complex of lasalocid acid with 1, 5, 7-triazabicyclo [4.4. 0] dec-5-ene.
Huczynski A, et al.
Journal of Molecular Structure, 875(1), 501-508 (2008)
P-C Bond formation via direct and three-component conjugate addition catalyzed by 1, 5, 7-triazabicyclo [4.4. 0] dec-5-ene (TBD).
Jiang Z, et al.
Tetrahedron Letters, 48(1), 51-54 (2007)
Jinfeng Wang et al.
Journal of surgical oncology, 111(8), 992-999 (2015-05-16)
We aimed to investigate potential of urinary cell-free microRNA-214 (miR-214) as a noninvasive biomarker for bladder cancer in this report. We screened miR-214 expression in medium from 2 bladder cancer cell lines to determine whether it is secretory. Then we
Polymer supported bases in combinatorial chemistry: synthesis of aryl ethers from phenols and alkyl halides and aryl halides.
Xu W, et al.
Tetrahedron Letters, 38(42), 7337-7340 (1997)
1, 5, 7-Triazabicyclo [4.4. 0] dec-5-ene (TBD) catalyzed Michael reactions.
Ye W, et al.
Tetrahedron Letters, 46(40), 6875-6878 (2005)
View All Related Papers

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