1,8-Diazabicyclo[5.4.0]undec-7-ene

ALDRICH/139009 - 98%

Synonym: 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine; DBU

Empirical Formula (Hill Notation): C₉H₁₆N₂
Molecular Weight: 152.24
EC Number: 229-713-7
MDL Number: MFCD00006930
Linear Formula: C₉H₁₆N₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-139009-2X2G	2 g	$20.30 1/EA	Add To Favorites
45-139009-25G	25 g	$38.80 1/EA	Add To Favorites
45-139009-100G	100 g	$90.90 1/EA	Add To Favorites
45-139009-500G	500 g	$432.00 1/EA	Add To Favorites
45-139009-2.5KG	2.5 kg	$1060.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 139009-100G.

12 Principles of Green Chemistry: Principle 9—Catalytic reagents (as selective as possible) are superior to stoichiometric reagents.

Properties
Descriptions
Safety Info.
Basic Data

assay	98%
bp	80-83 °C/0.6 mmHg (lit.)
density	1.018 g/mL at 25 °C (lit.)
form	liquid
greener alternative category	, Aligned
greener alternative product characteristics	Catalysis Learn more about the Principles of Green Chemistry .
InChI	1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2
InChI key	GQHTUMJGOHRCHB-UHFFFAOYSA-N
Quality Level	200
refractive index	n20/D 1.522-1.524 (lit.)
SMILES string	C1CCN2CCCN=C2CC1
sustainability	Greener Alternative Product
vapor pressure	5.3 mmHg ( 37.7 °C)

Application:	1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) may be used: • as catalyst for carboxylic acid esterification with dimethyl carbonate • in the synthesis of duocarmycin and CC-1065 analogs • as catalyst in aza-Michael addition and Knovenegal condensation reaction • as base for dehalogenation of halogenated Diels-Alder adducts and the resulting activated 2,4-dienones were subjected to regio- and stereo-directed Michael additions, using Yamamoto′s reagent (CH₃Cu · BF₃) • in a new synthesis of the ABCD ring system of Camptothecin
Application:	1,8-Diazabicyclo[5.4.0]undec-7-ene may be used as an catalyst for the dissolution and activation of cellulose by a reversible reaction of its hydroxyl groups with carbon dioxide. This dissolved cellulose system can be derivatized to form cellulose mixed esters.
Application:	Used in a new synthesis of the ABCD ring system of Camptothecin.
Citation:	An application review.
Features and Benefits:	Strong hindered amine base.
General description:	1,8-Diazabicyclo[5.4.0]undec-7-ene is a bicyclic amidine base. It is non-nucleophilic, sterically hindered, tertiary amine base in organic chemistry. It is reported to be superior to amine catalyst in Baylis-Hillman reaction. It promotes the methylation reaction of phenols, indoles and benzimidazoles with dimethyl carbonate under mild conditions.
General description:	We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.
Packaging:	2.5 kg in glass bottle
Packaging:	25, 100, 500 g in glass bottle

Symbol	GHS05,GHS06
Signal word	Danger
Hazard statements	H290 - H301 - H314 - H412
Precautionary statements	P234 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
Hazard Codes	C
Risk Statements	22-34-52/53
Safety Statements	26-36/37/39-45-61
RIDADR	UN 3267 8 / PGII
WGK Germany	WGK 2
Flash Point(F)	240.8 °F
Flash Point(C)	116 °C

Purity	98%
bp	80-83 °C/0.6 mmHg (lit.)
Density	1.018 g/mL at 25 °C (lit.)
Refractive Index	n20/D 1.522-1.524 (lit.)
UNSPSC	12352302

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