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Sigma-Aldrich

7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene

98%

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Synonym(s):
1,3,4,6,7,8-Hexahydro-1-methyl-2H-pyrimido[1,2-a]pyrimidine, MTBD
Empirical Formula (Hill Notation):
C8H15N3
CAS Number:
Molecular Weight:
153.22
Beilstein:
7635759
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.537 (lit.)

bp

75-79 °C/0.1 mmHg (lit.)

density

1.067 g/mL at 25 °C (lit.)

SMILES string

CN1CCCN2CCCN=C12

InChI

1S/C8H15N3/c1-10-5-3-7-11-6-2-4-9-8(10)11/h2-7H2,1H3

InChI key

OEBXWWBYZJNKRK-UHFFFAOYSA-N

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This Item
345571139009137286
form

liquid

form

crystals

form

liquid

form

powder

refractive index

n20/D 1.537 (lit.)

refractive index

-

refractive index

n20/D 1.522-1.524 (lit.)

refractive index

-

bp

75-79 °C/0.1 mmHg (lit.)

bp

-

bp

80-83 °C/0.6 mmHg (lit.)

bp

-

density

1.067 g/mL at 25 °C (lit.)

density

-

density

1.018 g/mL at 25 °C (lit.)

density

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

General description

7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene is a soluble amine base. It forms 1:1 complexes with 4-nitrophenyl[bis(diethylsulfonyl)]methane and phenyl[bis(diethylsulfonyl)]methane and their structures have been studied by FT-IR, 1H NMR and PM5 semiempirical methods. Catalytic performance of 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene for the transesterification of rapseed oil with methanol has been investigated.

Application

7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene may be used in microwave-promoted, palladium-catalyzed C-N bond-forming reactions with aryl/heteroaryl nonaflates and amines. It may be used as strong base to investigate the podand solvents, tris(oxaalkyl)phenylsilanes and tris(oxaalkyl)phosphates.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Rachel E Tundel et al.
The Journal of organic chemistry, 71(1), 430-433 (2006-01-04)
[reaction: see text] Microwave-assisted, palladium-catalyzed C-N bond-forming reactions with aryl/heteroaryl nonaflates and amines using the soluble amine bases DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) or MTBD (7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene) and ligands (1-3) resulted in good to excellent yields (71-99%) of arylamines in short reaction times (1-45
Transesterification of vegetable oils: a review.
Schuchardt U, et al.
Journal of the Brazilian Chemical Society, 9(3), 199-210 (1998)
Spectroscopic studies of the 1: 1 complexes of 4-nitrophenyl [bis (ethylsulfonyl)] methane and phenyl [bis (ethylsulfonyl)] methane with 7-methyl-1, 5, 7-triazabicyclo [4.4. 0] dec-5-ene and 1, 5, 7-triazabicyclo [4.4. 0] dec-5-ene.
Huczynski A, et al.
Journal of Molecular Structure, 841(1), 133-136 (2007)
Podand solvents for organic reactions.
Gierczyk B, et al.
Supramolecular Chemistry, 14(6), 497-502 (2002)
Jiun-Min Hsu et al.
PLoS genetics, 10(11), e1004715-e1004715 (2014-11-14)
Neuronal cargos are differentially targeted to either axons or dendrites, and this polarized cargo targeting critically depends on the interaction between microtubules and molecular motors. From a forward mutagenesis screen, we identified a gain-of-function mutation in the C. elegans α-tubulin

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