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Merck

139009

Sigma-Aldrich

1,8-二氮杂双环[5.4.0]十一碳-7-烯

greener alternative

98%

别名:

2,3,4,6,7,8,9,10-八氢嘧啶并[1,2-a]氮杂卓, DBU

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About This Item

经验公式(希尔记法):
C9H16N2
分子量:
152.24
Beilstein:
508906
EC號碼:
MDL號碼:
分類程式碼代碼:
12352302
PubChem物質ID:
NACRES:
NA.22

蒸汽壓力

5.3 mmHg ( 37.7 °C)

品質等級

化驗

98%

形狀

liquid

環保替代產品特色

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

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.)

環保替代類別

SMILES 字串

C1CCN2CCCN=C2CC1

InChI

1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2

InChI 密鑰

GQHTUMJGOHRCHB-UHFFFAOYSA-N

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一般說明

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。
默克生命科学致力于为您提供更环保的替代产品,以符合“绿色化学的12项原则”的一项或多项原则要求。该产品为增强型,提高了催化效率。点击此处了解更多详情。

應用

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。
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
用于一种新型的喜树碱ABCD环系合成。

特點和優勢

强位阻胺碱。

引用

应用综述。

象形圖

Skull and crossbonesCorrosion

訊號詞

Danger

危險分類

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

儲存類別代碼

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

水污染物質分類(WGK)

WGK 2

閃點(°F)

240.8 °F

閃點(°C)

116 °C

個人防護裝備

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


分析证书(COA)

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DBU (1, 8-diazabicyclo [5.4. 0] undec-7-ene)-A Nucleophillic Base.
Ghosh N
Synlett, 2004(03), 574-575 (2004)
Sustainable succinylation of cellulose in a CO 2-based switchable solvent and subsequent Passerini 3-CR and Ugi 4-CR modification.
Soyler Z, et al.
Green Chemistry, 20(1), 214-224 (2018)
Tetrahedron, 60, 4821-4827 (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)

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A solid and bench-stable alternative to sulfuryl fluoride gas has been developed, 4-(Acetylamino)phenyl]imidodisulfuryl difluoride (ASIF). ASIF is a shelf-stable, crystallilne reagent for the installation of the valuable SO2F functional group.

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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