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Merck
CN

160407

二苄基马来酸酯

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关于此项目

线性分子式:
CH2(CO2CH2C6H5)2
化学文摘社编号:
分子量:
284.31
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
239-099-2
Beilstein/REAXYS Number:
1998264
MDL number:
Form:
liquid
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form

liquid

Quality Level

refractive index

n20/D 1.546 (lit.)

bp

188 °C/0.2 mmHg (lit.)

density

1.137 g/mL at 25 °C (lit.)

functional group

ester, phenyl

SMILES string

O=C(CC(=O)OCc1ccccc1)OCc2ccccc2

InChI

1S/C17H16O4/c18-16(20-12-14-7-3-1-4-8-14)11-17(19)21-13-15-9-5-2-6-10-15/h1-10H,11-13H2

InChI key

RYFCSKVXWRJEOB-UHFFFAOYSA-N

General description

Direct asymmetric reaction of dibenzyl malonate with N-tert-butoxycarbonyl aldimines in the presence of Yb(OTf)3 and iPr-pybox (pybox = pyridine bisoxazoline) complexes has been investigated.

Application

Dibenzyl malonate was used in the preparation of tetraethyl 3,3-bis(benzyloxycarbonyl)propylene bisphosphonate. It was also used in the preparation of benzyl umbelliferone-3-carboxylate via Knoevenagel condensation with 2,4-dihydroxybezaldehyde.


存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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J D Perry et al.
Journal of applied microbiology, 101(5), 977-985 (2006-10-17)
Enzyme substrates based on 4-methylumbelliferone are widely used for the detection of Escherichia coli and enterococci in water, by detection of beta-glucuronidase and beta-glucosidase activity respectively. This study aimed to synthesize and evaluate novel umbelliferone-based substrates with improved sensitivity for
Synthesis of bone-targeted oestrogenic compounds for the inhibition of bone resorption.
Bulman Page PC, et al.
Tetrahedron, 57(9), 1837-1847 (2001)
Babak Karimi et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(31), 10142-10145 (2013-06-22)
Go Mannich! A highly efficient and enantioselective method for the direct asymmetric reaction of dibenzyl malonate with N-tert-butoxycarbonyl aldimines in the presence of Yb(OTf)3 and iPr-pybox complexes is described (see scheme; pybox = pyridine bisoxazoline).



全球贸易项目编号

货号GTIN
160407-50G04061836682606
160407-10G04061838745514