Home > Compound List > Compound details
623-47-2 molecular structure
click picture or here to close

ethyl prop-2-ynoate

ChemBase ID: 57995
Molecular Formular: C5H6O2
Molecular Mass: 98.09994
Monoisotopic Mass: 98.03677943
SMILES and InChIs

SMILES:
C(#C)C(=O)OCC
Canonical SMILES:
CCOC(=O)C#C
InChI:
InChI=1S/C5H6O2/c1-3-5(6)7-4-2/h1H,4H2,2H3
InChIKey:
FMVJYQGSRWVMQV-UHFFFAOYSA-N

Cite this record

CBID:57995 http://www.chembase.cn/molecule-57995.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
ethyl prop-2-ynoate
IUPAC Traditional name
ethyl propiolate
Synonyms
Ethyl propiolate
Ethyl acetylenecarboxylate
Ethyl propiolate
Ethyl propiolate
Ethyl prop-2-ynoate
Propiolic acid ethyl ester
乙炔基羧酸乙酯
丙炔酸乙酯
CAS Number
623-47-2
EC Number
210-795-8
MDL Number
MFCD00009184
Beilstein Number
878250
PubChem SID
24894572
24887914
162062758
PubChem CID
12182

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 0.91800505  LogD (pH = 7.4) 0.91800505 
Log P 0.91800505  Molar Refractivity 25.3017 cm3
Polarizability 9.635451 Å3 Polar Surface Area 26.3 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
9°C expand Show data source
9°C expand Show data source
Boiling Point
118-120°C expand Show data source
118-120°C expand Show data source
120 °C(lit.) expand Show data source
120°C expand Show data source
Flash Point
23°C expand Show data source
23°C(73°F) expand Show data source
25 °C expand Show data source
77 °F expand Show data source
Density
0.963 expand Show data source
0.968 g/ml expand Show data source
0.968 g/mL at 25 °C(lit.) expand Show data source
Refractive Index
1.4120 expand Show data source
n20/D 1.412(lit.) expand Show data source
n20/D 1.413 expand Show data source
Storage Warning
Flammable/Toxic/Harmful/Lachrymatory/Keep Cold expand Show data source
KEEP COLD, LACHRYMATOR, TOXIC, FLAMMABLE expand Show data source
European Hazard Symbols
Flammable Flammable (F) expand Show data source
Irritant Irritant (Xi) expand Show data source
UN Number
3272 expand Show data source
UN3272 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
3 expand Show data source
Packing Group
3 expand Show data source
III expand Show data source
Risk Statements
10-36/37/38 expand Show data source
R:10-36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
26-37-60 expand Show data source
S:16-20-25-26-37/39 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS02 expand Show data source
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H226-H315-H319-H335 expand Show data source
GHS Precautionary statements
P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A expand Show data source
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
RID/ADR
UN 3272 3/PG 3 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥99.0% (GC) expand Show data source
97% expand Show data source
98% expand Show data source
99% expand Show data source
Grade
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Impurities
≤0.1% DCADMA expand Show data source
≤0.2% dichloromethane expand Show data source
Linear Formula
HC≡CCO2C2H5 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich
MP Biomedicals - 05205878 external link
MP Biomedicals Rare Chemical collection
Sigma Aldrich - E46607 external link
Application
Halogenated derivatives were used as substrates for direct, asymmetric alkynylation of cyclic β-ketoesters using chiral phase-transfer catalysts.1 Also employed in a one-pot , four-component synthesis of benzene-1,2,3,5-tetracarboxylates promoted by Ph3P.2
Packaging
5, 25, 100 g in glass bottle
Sigma Aldrich - 81869 external link
Other Notes
Synthesis of ethyl (Z)-2,3-dibromoacrylate1

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Regio- and stereospecific hydrohalogenation of propiolic acid derivatives is illustrated by the conversion of ethyl propiolate to (Z)-3-bromo-2-propenoate in the presence of LiBr + acetic acid in acetonitrile: J. Org. Chem., 57, 709 (1992); Org. Synth. Coll., 9, 412 (1998).
  • • n-BuLi gives the alkynyllithium derivative, stable at low temperatures: J. Org. Chem., 45, 28 (1980). For use in a sequence for the synthesis of butenolides, see: J. Am. Chem. Soc., 101, 1544 (1979):
  • • Conjugate addition of allylic alcohols in the presence of trimethylamine proceeds via an intermediate betaine and leads to allyl vinyl ethers which undergo the Claisen rearrangement to give δ-unsaturated aldehydes: J. Org. Chem., 48, 5406 (1983); Org. Synth. Coll., 8, 536 (1993):
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle