122068
反式-4-甲氧基-3-丁烯-2-酮
technical grade, 90%
别名:
(E)-4-Methoxy-3-buten-2-one
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关于此项目
线性分子式:
CH3OCH=CHCOCH3
化学文摘社编号:
分子量:
100.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
257-364-0
Beilstein/REAXYS Number:
2070991
MDL number:
Assay:
90%
InChI key
VLLHEPHWWIDUSS-ONEGZZNKSA-N
InChI
1S/C5H8O2/c1-5(6)3-4-7-2/h3-4H,1-2H3/b4-3+
SMILES string
[H]\C(OC)=C(\[H])C(C)=O
grade
technical grade
assay
90%
refractive index
n20/D 1.468 (lit.)
bp
200 °C (lit.)
density
0.982 g/mL at 25 °C (lit.)
functional group
ether, ketone
storage temp.
2-8°C
Quality Level
General description
反式 -4-甲氧基-3-丁烯-2-酮为底物，与 3-TBSO-取代类乙烯基重氮乙酸盐发生由三氟甲磺酸锌催化的 Mukaiyama-Michael 反应，生成官能化的 3-酮-2-重氮链烷酸酯 。
Application
反式 -4-甲氧基-3-丁烯-2-酮曾用作 (-)-地棘蛙素对映选择性全合成的起始试剂 。
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
145.4 °F - closed cup
flash_point_c
63 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Yu Liu et al.
Organic letters, 12(19), 4304-4307 (2010-09-03)
Enedione-diazoesters formed from 3-TBSO-2-diazo-3-butenoates undergo base-catalyzed pericyclization that with dinitrogen extrusion and methyl migration provide a novel and efficient route to 2-carboalkoxyresorcinols. Intercepting the intermediate enolate anion with methyl vinyl ketone leads to the corresponding 4-substituted 2-carboalkoxyresorcinol and suggests generalization
Bifunctional thiourea-catalyzed enantioselective double Michael reaction of ?, d-unsaturated ?-ketoester to nitroalkene: asymmetric synthesis of (-)-epibatidine.
Hoashi Y, et al.
Tetrahedron Letters, 45(50), 9185-9188 (2004)
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