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Basic Information
CAS No.: 3034-86-4
Name: 4-ETHYNYL-BENZOIC ACID METHYL ESTER
Article Data: 112
Molecular Structure:
Molecular Structure of 3034-86-4 (4-ETHYNYL-BENZOIC ACID METHYL ESTER)
Formula: C10H8O2
Molecular Weight: 160.172
Synonyms: Benzoicacid, p-ethynyl-, methyl ester (7CI,8CI);4-(Methoxycarbonyl)phenylacetylene;Methylp-ethynylbenzoate;Methyl 4-ethynylbenzoate;4-Ethynylbenzoic acid methyl ester;p-Ethynylbenzoic acid methyl ester;methyl 4-ethynylbenzoate;benzoic acid, 4-ethynyl-, methyl ester;methyl 4-ethynylbenzoate;
Density: 1.11 g/cm3
Melting Point: 103-105℃
Boiling Point: 239.4 °C at 760 mmHg
Flash Point: 92 °C
Solubility: Sparingly soluble in water (0.16 g/L at 25°C).
Hazard Symbols: Xi
Risk Codes: 36/37/38
Safety: 22-26-36
PSA: 26.30000
LogP: 1.45450
Synthetic route
33577-98-9

methyl 4-(3-hydroxy-3-methylbut-1-ynyl)benzoate

3034-86-4

4-ethynylbenzoic acid methyl ester

Conditions
ConditionsYield
With potassium phosphate; potassium hydroxide In toluene for 0.0833333h; Reagent/catalyst; Time; Inert atmosphere; Reflux;100%
With sodium hydride In toluene at 110℃;98%
With potassium phosphate; potassium carbonate In toluene Inert atmosphere;92%
75867-41-3

4-trimethylsilanylethynyl-benzoic acid methyl ester

3034-86-4

4-ethynylbenzoic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In methanol for 2h;100%
With tetrabutyl ammonium fluoride In tetrahydrofuran at -20℃; for 0.5h;99%
With potassium carbonate In methanol; dichloromethane99%
356759-39-2

(Z)-4-(β-bromovinyl)benzoic acid methyl ester

3034-86-4

4-ethynylbenzoic acid methyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 1h; microwave irradiation;99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 0.0166667h; microwave irradiation;
With sodium ethanolate In N,N-dimethyl-formamide at 120℃; for 12h;
67-56-1

methanol

150969-54-3

ethyl 4-(trimethylsilylethynyl)benzoate

3034-86-4

4-ethynylbenzoic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate at 20℃; for 2h;99%
With potassium carbonate at 20℃; for 0.5h;91%
With potassium carbonate at 20℃; for 2h;90%
With potassium carbonate at 10 - 20℃; for 3.86667h; Inert atmosphere; Schlenk technique;12.3 g
3609-53-8

methyl 4-acetylbenzoate

3034-86-4

4-ethynylbenzoic acid methyl ester

Conditions
ConditionsYield
With Nonafluorobutanesulfonyl fluoride; tert-butylimino-tri(pyrrolidino)phosphorane In N,N-dimethyl-formamide at -10 - 20℃;97%
619-44-3

methyl 4-iodobenzoate

1066-54-2

trimethylsilylacetylene

3034-86-4

4-ethynylbenzoic acid methyl ester

Conditions
ConditionsYield
Stage #1: methyl 4-iodobenzoate; trimethylsilylacetylene With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride for 24h;
Stage #2: With potassium carbonate In methanol for 48h;
91%
Stage #1: methyl 4-iodobenzoate; trimethylsilylacetylene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine at 90℃; for 24h; Inert atmosphere;
Stage #2: With potassium carbonate In methanol at 20℃; for 3h; Inert atmosphere;
70%
Stage #1: methyl 4-iodobenzoate; trimethylsilylacetylene With copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride; triethylamine In tetrahydrofuran at 70℃; Inert atmosphere;
Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1h;

4-(methoxycarbonyl)phenylethynyldiphenylphosphine oxide

3034-86-4

4-ethynylbenzoic acid methyl ester

Conditions
ConditionsYield
With methylmagnesium bromide In tetrahydrofuran; diethyl ether at -78 - 0℃; for 0.25h; Inert atmosphere;91%
619-44-3

methyl 4-iodobenzoate

ethynylzinc bromide

3034-86-4

4-ethynylbenzoic acid methyl ester

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 22℃; for 1h;86%
90965-06-3

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

1571-08-0

methyl 4-formylbenzoate

3034-86-4

4-ethynylbenzoic acid methyl ester

Conditions
ConditionsYield
With potassium tert-butylate In methanol at 100℃; for 0.5h;84%
With potassium carbonate In tetrahydrofuran; methanol at 20℃; for 12h;
With potassium carbonate In tetrahydrofuran; methanol at 20℃;23 mg
619-42-1

4-methoxycarbonylphenyl bromide

1066-54-2

trimethylsilylacetylene

3034-86-4

4-ethynylbenzoic acid methyl ester

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine at 20℃; for 24.5h; Inert atmosphere; Reflux;83.1%
Stage #1: 4-methoxycarbonylphenyl bromide; trimethylsilylacetylene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;
Stage #2: With methanol; potassium hydroxide In tetrahydrofuran at 20℃; for 0.5h;
30%
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Specification

The Benzoic acid,4-ethynyl-, methyl ester, with the CAS registry number 3034-86-4, has the systematic name of methyl 4-ethynylbenzoate. It is a kind of organics, and should be stored in the dry and cool environment. And the molecular formula of the chemical is C10H8O2.

The characteristics of Benzoic acid,4-ethynyl-, methyl ester are as followings: (1)ACD/LogP: 2.38; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.38; (4)ACD/LogD (pH 7.4): 2.38; (5)ACD/BCF (pH 5.5): 37.76; (6)ACD/BCF (pH 7.4): 37.76; (7)ACD/KOC (pH 5.5): 468.22; (8)ACD/KOC (pH 7.4): 468.22; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.537; (14)Molar Refractivity: 44.92 cm3; (15)Molar Volume: 143.7 cm3; (16)Polarizability: 17.81×10-24cm3; (17)Surface Tension: 42.5 dyne/cm; (18)Density: 1.11 g/cm3; (19)Flash Point: 92 °C; (20)Enthalpy of Vaporization: 47.62 kJ/mol; (21)Boiling Point: 239.4 °C at 760 mmHg; (22)Vapour Pressure: 0.0403 mmHg at 25°C. 

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OC)c1ccc(C#C)cc1
(2)InChI: InChI=1/C10H8O2/c1-3-8-4-6-9(7-5-8)10(11)12-2/h1,4-7H,2H3
(3)InChIKey: JPGRSTBIEYGVNO-UHFFFAOYAK