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359505

Sigma-Aldrich

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

98%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C8H15N3
CAS Number:
84030-20-6
Molecular Weight:
153.22
Beilstein:
7635759
EC Number:
281-791-1
MDL number:
MFCD00043004
UNSPSC Code:
12352100
PubChem Substance ID:
24862083
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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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
GHS05

Signal Word

Danger

Hazard Statements

H314

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

Certificates of Analysis (COA)

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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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