Skip to Content
Merck
CN

345571

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

98%

Synonym(s):

1,3,4,6,7,8-Hexahydro-2H-pyrimido[1,2-a]pyrimidine, Hhpp, TBD

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C7H13N3
CAS Number:
5807-14-7
Molecular Weight:
139.20
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24861334
EC Number:
227-367-1
Beilstein/REAXYS Number:
3242
MDL number:
MFCD00043003
Assay:
98%
Form:
crystals

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI key

FVKFHMNJTHKMRX-UHFFFAOYSA-N

InChI

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

SMILES string

C1CNC2=NCCCN2C1

assay

98%

form

crystals

mp

125-130 °C (lit.)

solubility

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

Quality Level

200

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBV5937
BCCK3147
BCCF3494
BCBZ9044
BCBW4371

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.

Search for a COA

Already Own This Product?

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

Visit the Document Library

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)
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
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