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260614

Sigma-Aldrich

Ethyl 3-benzoylacrylate

technical grade, 92%

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About This Item

Linear Formula:
C6H5COCH=CHCO2C2H5
CAS Number:
17450-56-5
Molecular Weight:
204.22
MDL number:
MFCD00011533
UNSPSC Code:
12352100
PubChem Substance ID:
24855762
NACRES:
NA.22

grade

technical grade

Quality Level

100

Assay

92%

form

liquid

refractive index

n20/D 1.543 (lit.)

bp

184-185 °C/25 mmHg (lit.)

density

1.112 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)\C=C\C(=O)c1ccccc1

InChI

1S/C12H12O3/c1-2-15-12(14)9-8-11(13)10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+

InChI key

ACXLBHHUHSJENU-CMDGGOBGSA-N

General description

Ethyl 3-benzoylacrylate (ethyl trans-3-benzoylacrylate) undergoes enantioselective guanidine catalyst promoted Michael addition reaction with dithranol to yield Michael adduct.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Juan Shen et al.
Organic & biomolecular chemistry, 6(18), 3229-3236 (2008-09-20)
The enantioselective Diels-Alder reaction is one of the most important reactions for the synthesis of complex molecules. It provides access to chiral six-membered carbocyclic compounds containing up to four stereogenic centers in a single step. Asymmetric catalysis in the Diels-Alder

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