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Merck
CN

139009

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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关于此项目

经验公式(希尔记法):
C9H16N2
分子量:
152.24
UNSPSC Code:
12352302
NACRES:
NA.22
PubChem Substance ID:
EC Number:
229-713-7
Beilstein/REAXYS Number:
508906
MDL number:
Assay:
98%
Concentration:
≥98%
Form:
liquid
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vapor pressure

5.3 mmHg ( 37.7 °C)

Quality Level

assay

98%

form

liquid

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

concentration

≥98%

refractive index

n20/D 1.522-1.524 (lit.)

pH

12.8 (20 °C, 10 g/L)

bp

80-83 °C/0.6 mmHg (lit.)

mp

-70 °C

density

1.018 g/mL at 25 °C (lit.)

greener alternative category

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

General description

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。

Application

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。

Features and Benefits

强位阻胺碱。


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pictograms

Skull and crossbonesCorrosion

signalword

Danger

存储类别

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

flash_point_f

240.8 °F

flash_point_c

116 °C

ppe

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

hcodes

Hazard Classifications

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



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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商品

The prevalence of organofluorine compounds in industry and drug design necessitates the ability to introduce C–F bonds to molecules.

ASIF provides bench-stable alternative to sulfuryl fluoride gas for installing SO2F functional group in organic synthesis.

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.


DBU (1, 8-diazabicyclo [5.4. 0] undec-7-ene)-A Nucleophillic Base.
Ghosh N
Synlett, 2004(03), 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)



全球贸易项目编号

货号GTIN
139009-25G04061837670282
139009-2X2G04061835550739
139009-100G04061837670275
139009-2.5KG04061838125040
139009-500G04061838732606