407313
Methyl trans-3-pentenoate
90%
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About This Item
Linear Formula:
CH3CH=CHCH2CO2CH3
CAS Number:
Molecular Weight:
114.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Assay
90%
form
liquid
refractive index
n20/D 1.421 (lit.)
bp
55-56 °C/20 mmHg (lit.)
density
0.93 g/mL at 25 °C (lit.)
SMILES string
[H]\C(C)=C(\[H])CC(=O)OC
InChI
1S/C6H10O2/c1-3-4-5-6(7)8-2/h3-4H,5H2,1-2H3/b4-3+
InChI key
KJALUUCEMMPKAC-ONEGZZNKSA-N
General description
Methyl trans-3-pentenoate is an ester. Ring-closing metathesis (RCM) of methyl trans-3-pentenoate using silica- and monolith supported Grubbs-Herrmann-type catalysts has been reported. The 1,3-dipolar cycloaddition of with C-ethoxycarbonyl nitrone to form isoxazolidines has been studied.
Application
Methyl trans-3-pentenoate may be used for the total synthesis of phytochemicals (-)-grandinolide and (-)-sapranthin.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
75.2 °F - closed cup
Flash Point(C)
24 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
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Monolith-and Silica-Supported Carboxylate-Based Grubbs-Herrmann-Type Metathesis Catalysts.
Krause JO, et al.
Advanced Synthesis & Catalysis, 345(8), 996-1004 (2003)
Total Syntheses of (-)-Grandinolide and (-)-Sapranthin by the Sharpless Asymmetric Dihydroxylation of Methyl trans-3-Pentenoate: Elucidation of the Stereostructure of (-)-Sapranthin.
Harcken C, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 4(11), 2342-2352 (1998)
C-Alkoxycarbonyl nitrones: building blocks for the synthesis of butenolides, lactams and modified nucleosides.
Romeo G, et al.
Mini-Reviews in Organic Chemistry, 2(1), 59-77 (2005)
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