139009

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

98%

• 동의어(들): 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU
• 실험식(Hill 표기법): C₉H₁₆N₂
• Molecular Weight: 152.24
• Beilstein: 508906
• EC Number: 229-713-7
• MDL number: MFCD00006930
• UNSPSC 코드: 12352302
• PubChem Substance ID: 24848373
• NACRES: NA.22

속성

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

설명

일반 설명

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.

애플리케이션

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.

특징 및 장점

Strong hindered amine base.

문헌인용

An application review.

안전성 정보

• 픽토그램: GHS06,GHS05
• 신호어: Danger
• 유해 및 위험 성명서: H290,H301,H314,H412
• 예방조치 성명서: P234 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 2
• Flash Point (°F): 240.8 °F
• Flash Point (°C): 116 °C
• 개인 보호 장비: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter