所有图片(2)

139009

Sigma-Aldrich

1,8-二氮杂双环[5.4.0]十一碳-7-烯

greener alternative

98%

别名:
DBU, 2,3,4,6,7,8,9,10-八氢嘧啶并[1,2-a]氮杂卓
Empirical Formula (Hill Notation):
C9H16N2
分子量:
152.24
Beilstein:
508906
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

蒸汽压

5.3 mmHg ( 37.7 °C)

质量水平

200

测定

98%

环保替代产品特性

Catalysis
Learn more about the Principles of Green Chemistry.

折射率

n20/D 1.522-1.524 (lit.)

bp

80-83 °C/0.6 mmHg (lit.)

密度

1.018 g/mL at 25 °C (lit.)

环保替代产品分类

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

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一般描述

1,8-二氮杂双环[5.4.0]十一碳-7-烯是一种双环氨基碱。在有机化学中,它是非亲核、空间位阻叔胺碱。据报道,其在Baylis-Hillman反应中表现优于胺催化剂。在温和条件下,其可促进酚类、吲哚类、苯并咪唑类与碳酸二甲酯的甲基化反应。
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应用

1,8-二氮杂双环[5.4.0]十一碳-7-烯(DBU)可:
  • 用作羧酸与二甲基酯化反应的催化剂
  • 用于多卡霉素和CC-1065类似物的合成
  • 用作aza-Michael加成反应和Knoevenagel缩合反应的催化剂
  • 用作卤代Diels–Alder加合物脱卤反应的碱,所得的活化2,4-二烯酮经过区域和空间定向Michael加成,反应采用Yamamoto′s试剂(CH3Cu · BF3)
  • 用于一种新型的喜树碱ABCD环系合成
1,8-二氮杂双环[5.4.0]十一碳-7-烯的羟基与二氧化碳发生可逆反应,可作为纤维素溶解和活化的催化剂。溶解的纤维素体系可由纤维素混合酯生成。
用于一种新型的喜树碱ABCD环系合成。

包装

25, 100, 500 g in glass bottle
2.5 kg in glass bottle

特点和优势

强位阻胺碱。

引用

应用综述。

象形图

CorrosionSkull and crossbones

警示用语:

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK Germany

WGK 2

闪点(F)

240.8 °F

闪点(C)

116 °C

个人防护装备

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

分析证书

原产地证书 (CofO)

DBU (1, 8-diazabicyclo [5.4. 0] undec-7-ene)-A Nucleophillic Base.
Ghosh N
Synlett, 2004(03), 574-575 (2004)
Synlett, 3, 574-575 (2004)
W C Shieh et al.
Organic letters, 3(26), 4279-4281 (2002-01-11)
1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) is a novel and active catalyst in promoting the methylation reaction of phenols, indoles, and benzimidazoles with dimethyl carbonate under mild conditions. Additional rate enhancement is accomplished by applying microwave irradiation. By incorporating tetrabutylammonium iodide, the same microwave...
Synthesis of cellulose acetate propionate and cellulose acetate butyrate in a CO2/DBU/DMSO system.
Xu Q, et al.
Cellulose, 25(1), 205-216 (2018)
Tetrahedron, 60, 4821-4827 (2004)

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Knoevenagel Condensation Reaction

Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

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