139009

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

98%

• Szinonimák: 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU
• Tapasztalati képlet (Hill-képlet): C₉H₁₆N₂
• Molekulatömeg: 152.24
• Beilstein: 508906
• EC-szám: 229-713-7
• MDL-szám: MFCD00006930
• UNSPSC kód: 12352302
• PubChem Substance ID: 24848373
• NACRES: NA.22

Tulajdonságok

• gőznyomás: 5.3 mmHg ( 37.7 °C)
• Minőségi szint: 200
• Teszt: 98%
• Forma: liquid
• környezetbarátabb alternatív termék tulajdonságai: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• törésmutató: n20/D 1.522-1.524 (lit.)
• bp: 80-83 °C/0.6 mmHg (lit.)
• sűrűség: 1.018 g/mL at 25 °C (lit.)
• környezetbarátabb alternatív kategória: , Aligned
• SMILES string: C1CCN2CCCN=C2CC1
• InChI: 1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2
• Nemzetközi kémiai azonosító kulcs: GQHTUMJGOHRCHB-UHFFFAOYSA-N

Leírás

Általános leírás

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.

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.

Alkalmazás

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

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.

Used in a new synthesis of the ABCD ring system of Camptothecin.

Tulajdonságok és előnyök

Strong hindered amine base.

Hivatkozás

An application review.

Biztonsági adatok

• Piktogramok: GHS06,GHS05
• Figyelmeztetés: Danger
• Figyelmeztető mondatok: H290,H301,H314,H412
• Óvintézkedésre vonatkozó mondatok: P234 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Veszélyességi osztályok: Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B
• Tárolási osztály kódja: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 2
• Lobbanási pont (F): 240.8 °F
• Lobbanási pont (C): 116 °C
• Egyéni védőeszköz: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter