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Cas Database

Name	Ethyl propiolate	EINECS	210-795-8
CAS No.	623-47-2	Density	0.998 g/cm³
PSA	26.30000	LogP	0.18270
Solubility	miscible with water	Melting Point	9 °C
Formula	C₅H₆O₂	Boiling Point	119.999 °C at 760 mmHg
Molecular Weight	98.1014	Flash Point	23.333 °C
Transport Information	UN 3272 3/PG 3	Appearance	clear colorless to pale yellow liquid
Safety	26-36-37/39-16-33-29-24-23	Risk Codes	10-36/37/38-36-11
Molecular Structure		Hazard Symbols	Xi,F
Synonyms	Propiolicacid, ethyl ester (6CI,7CI,8CI);(Ethoxycarbonyl)acetylene;Carboethoxyacetylene;Ethyl 2-propynoate;Ethyl acetylenecarboxylate;Ethylacetylenemonocarboxylate;Ethyl propargylate;Ethylpropynoate;NSC 60551;Propynoic acid ethyl ester;	Article Data	32

Ethyl propiolate Synthetic route

: 64-17-5
ethanol

: 471-25-0
Propiolic acid

: 623-47-2
propynoic acid ethyl ester

Conditions

Conditions	Yield
With sulfuric acid; trimethyl orthoformate In dichloromethane at 40℃; for 24h; Reagent/catalyst;	86.7%
boron trifluoride diethyl etherate 1.) reflux, 1.5 h; 2.) rt., 4 h.;	60%
With sulfuric acid for 24h; Reflux;	36%

: 38391-86-5
Ethyl half ester of acetylenedicarboxylic acid

: 108-88-3
toluene

: 623-47-2
propynoic acid ethyl ester

Conditions

Conditions	Yield
at 100℃; Zeitlicher Verlauf der thermischen Zersetzung;

: 119930-16-4
(E)-4-(Triphenyl-λ5-phosphanylidene)-pent-2-enedioic acid diethyl ester

A: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

B: 623-47-2
propynoic acid ethyl ester

Conditions

Conditions	Yield
equil. react.;

: 38391-86-5
Ethyl half ester of acetylenedicarboxylic acid

: 7732-18-5
water

: 623-47-2
propynoic acid ethyl ester

Conditions

Conditions	Yield
at 100℃; Zeitlicher Verlauf der thermischen Zersetzung;

: 527-60-6
Mesitol

: 541-41-3
chloroformic acid ethyl ester

: 471-25-0
Propiolic acid

A: 1737-55-9
Trifluoressigsaeure-(2,4,6-trimethyl-phenylester)

B: 623-47-2
propynoic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: Propiolic acid With lithium hydride In tetrahydrofuran at 20℃; for 18h; Metallation; Stage #2: chloroformic acid ethyl ester In tetrahydrofuran at -10 - 20℃; Acylation; Stage #3: Mesitol In tetrahydrofuran at 20 - 45℃; Substitution;

: 541-41-3
chloroformic acid ethyl ester

: 51114-00-2
sodium 2,4,6-trimethylphenoxide

: 471-25-0
Propiolic acid

A: 1737-55-9
Trifluoressigsaeure-(2,4,6-trimethyl-phenylester)

B: carbonic acid ethyl ester 2,4,6-trimethyl-phenyl ester

C: (E)-3-(2,4,6-Trimethyl-phenoxy)-acrylic acid 2,4,6-trimethyl-phenyl ester

D: 623-47-2
propynoic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: Propiolic acid With lithium hydride In tetrahydrofuran at 20℃; for 18h; Metallation; Stage #2: chloroformic acid ethyl ester In tetrahydrofuran at -10 - 20℃; Acylation; Stage #3: sodium 2,4,6-trimethylphenoxide In tetrahydrofuran at 20 - 45℃; Substitution;

...Expand

: 764-01-2
methyl propargyl alcohol

: 1972-28-7
diethylazodicarboxylate

: 108-95-2
phenol

A: 13610-09-8
but-2-ynyloxybenzene

B: 623-47-2
propynoic acid ethyl ester

Conditions

Conditions	Yield
With triphenylphosphine In tetrahydrofuran; benzene	A 2.18 g (70%) B n/a

: 107-19-7
propargyl alcohol

: 1972-28-7
diethylazodicarboxylate

: 287108-60-5
5-bromo-2-[(4-hydroxy-benzenesulfonyl)-methyl-amino]-3-methyl-benzoic acid methyl ester

A: 623-47-2
propynoic acid ethyl ester

B: 287108-61-6
5-bromo-3-methyl-2-[methyl-(4-prop-2-ynyloxy-benzenesulfonyl)-amino]-benzoic acid methyl ester

Conditions

Conditions	Yield
With triphenylphosphine In tetrahydrofuran; benzene	A n/a B 0.389 g (71%)

: 461695-81-8
(hydrotris(3,5-diisopropylpyrazolyl)borato)CoCCC(O)OCH2CH3

: 7732-18-5
water

A: [Co(hydrotris(3,5-diisopropyl-1-pyrazolyl)borate)]2(OH)2

B: 623-47-2
propynoic acid ethyl ester

Conditions

Conditions	Yield
In not given

: 541-41-3
chloroformic acid ethyl ester

: 74-86-2
acetylene

: 623-47-2
propynoic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: acetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; Stage #2: chloroformic acid ethyl ester In tetrahydrofuran; hexane at -78℃; for 8h; Inert atmosphere;
Stage #1: acetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: chloroformic acid ethyl ester In tetrahydrofuran; hexane at -78 - 20℃; for 1.5h; Inert atmosphere;

Ethyl propiolate Chemical Properties

The Molecular formula of Ethyl propiolate(623-47-2): C₅H₆O₂
The Molecular Weight of Ethyl propiolate(623-47-2): 98.1
Molecular Structure :

EINECS: 210-795-8
Boiling Point: 120 °C at 760 mmHg
Flash Point: 23.3 °C
Water Solubility miscible
Index of Refraction: 1.418
Molar Refractivity: 24.81 cm³
Molar Volume: 98.3 cm³
Polarizability: 9.83 10^-24 cm³
Surface Tension: 32.5 dyne/cm
Density: 0.997 g/cm³
Enthalpy of Vaporization: 35.81 kJ/mol
Vapour Pressure: 15.5 mmHg at 25°C
storage temp.: 2-8°C
IUPAC Name: ethyl prop-2-ynoate
Synonyms: ACETYLENECARBOXYLIC ACID ETHYL ESTER;ETHYL PROPIOLATE;2-Propynoic acid, ethyl ester;Ethyl 2-propynoate;Ethyl propynoate;ETHYL ACETYLENECARBOXYLATE;EPL;(Ethoxycarbonyl)acetylene;

Ethyl propiolate Uses

Ethyl propiolate(623-47-2) is a kind of reagents for Organic Synthesis.

Ethyl propiolate Safety Profile

The Hazard Codes of Ethyl propiolate(623-47-2):

Xi,

F
Hazard Note: Irritant
HazardClass: 3
The Risk Statements information of Ethyl propiolate(623-47-2):
10: Flammable
11: Highly Flammable
36: Irritating to the eyes
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements information of Ethyl propiolate(623-47-2):
16: Keep away from sources of ignition - No smoking
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
24: Avoid contact with skin
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37/39: Wear suitable gloves and eye/face protection
RIDADR: UN 3272 3/PG 3
WGK Germany: 3
PackingGroup: II

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