136581
1,5-二氮杂双环[4.3.0]壬-5-烯
98%
别名:
DBN
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关于此项目
经验公式（希尔记法）:
C7H12N2
化学文摘社编号:
分子量:
124.18
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
221-087-3
Beilstein/REAXYS Number:
2417
MDL number:
Assay:
98%
Form:
liquid
InChI key
SGUVLZREKBPKCE-UHFFFAOYSA-N
InChI
1S/C7H12N2/c1-3-7-8-4-2-6-9(7)5-1/h1-6H2
SMILES string
C1CN=C2CCCN2C1
assay
98%
form
liquid
refractive index
n20/D 1.519 (lit.)
bp
95-98 °C/7.5 mmHg (lit.)
density
1.005 g/mL at 25 °C (lit.)
Quality Level
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General description
DBN是一种强碱，广泛用作有机合成中的催化剂，可促进迈克尔加成和羟醛缩合。
Application
1,5-二氮杂二环[4.3.0]壬-5-烯（DBN）可以用作：
- 通过脱氢/脱羧芳构化将四氢-β-咔啉合成为β-咔啉的一种试剂
- 通过Friedel−Crafts酰化反应进行的吡咯和吲哚的区域选择性C-酰化中的亲核有机催化剂。
- 三元液相-液相变化系统配方中的超强碱，并与十六烷和己醇一起用于捕获硫化氢气体。
- 使用超临界二氧化碳作为反应物和溶剂，由2-氨基苄腈制备1H-喹唑啉-2,4-二酮的一种碱。
- 2-氨基硫酚与CO2通过C-S键形成的环羰基化反应合成苯并噻唑酮的催化剂
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
存储类别
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
201.2 °F - closed cup
flash_point_c
94 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Organic Base-Catalyzed C-S Bond Construction from CO2: A New Route for the Synthesis of Benzothiazolones.
Gao Xiang, et al.
Catalysts, 8(7), 271-271 (2018)
The simple solvent-free synthesis of 1H-quinazoline-2, 4-diones using supercritical carbon dioxide and catalytic amount of base
Mizuno T, et al.
Tetrahedron Letters, 45(38), 7073-7075 (2004)
Organic base-promoted efficient dehydrogenative/decarboxylative aromatization of tetrahydro-βcarbolines into β-carbolines under air.
Zhao Z, et al.
Tetrahedron Letters, 60(11), 800-804 (2019)
Craig A Hutton et al.
The Journal of organic chemistry, 72(18), 6865-6872 (2007-08-10)
Several functionalized diazabicyclo[4.3.0]nonenes and other heterocycles have been prepared as potential peptidomimetic scaffolds. A novel and efficient method has been developed for the preparation of N-substituted gamma-lactams 13. Preparation of amidine-containing 1,5-diazabicyclo[4.3.0]nonenes 43 and 44 has been achieved through Hg-mediated
Ryuichi Arakawa et al.
Journal of mass spectrometry : JMS, 40(1), 66-69 (2004-12-08)
When elemental selenium was added to a strongly basic amine, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), the selenium started to dissolve and the solution turned dark brown. We investigated the chemical reaction of this selenium dissolution process by electrospray ionization mass
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