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3-Ethynylphenol

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Name

3-Ethynylphenol

EINECS N/A
CAS No. 10401-11-3 Density 1.12g/cm3
PSA 20.23000 LogP 1.37350
Solubility N/A Melting Point 64-66 °C
Formula C8H6 O Boiling Point 230.9°Cat760mmHg
Molecular Weight 118.135 Flash Point 106.1°C
Transport Information N/A Appearance Clear yellow liquid
Safety
Hazard Codes Xn
Risk Statements 22-41-52/53
Safety Statements 26-37/39
RIDADR 2810
WGK Germany 2
Risk Codes 22-41-52/53
Molecular Structure Molecular Structure of 10401-11-3 (3-Hydroxyphenylacetylene) Hazard Symbols
Synonyms

Phenol,m-ethynyl- (7CI,8CI); 3-Ethynylphenol; 3-Hydroxy-1-ethynylbenzene;3-Hydroxyphenylacetylene; m-Ethynylphenol; m-Hydroxyethynylbenzene

Article Data 11

3-Ethynylphenol Synthetic route

3-(2-triisopropylsilylethynyl)phenol

10401-11-3

3-hydroxy phenylacetylene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;95%
388061-72-1

3-[2-(trimethylsilylethynyl)]phenol

10401-11-3

3-hydroxy phenylacetylene

Conditions
ConditionsYield
With methanol; potassium hydroxide In tetrahydrofuran at 20℃; for 10h; Inert atmosphere;88%
Stage #1: 3-[2-(trimethylsilylethynyl)]phenol With potassium hydroxide In tetrahydrofuran; methanol; water for 2h;
Stage #2: With hydrogenchloride In tetrahydrofuran; methanol; water
70%
With potassium carbonate In methanol at 20℃; for 3h; Inert atmosphere;

3-methyl-4-(3-hydroxyphenyl)methylene-isoxazole-5(4H)-one

10401-11-3

3-hydroxy phenylacetylene

Conditions
ConditionsYield
at 800℃; under 0.000750075 Torr;87%

3-(3-hydroxy-3-methylbut-1-ynyl)phenol

10401-11-3

3-hydroxy phenylacetylene

Conditions
ConditionsYield
With potassium hydroxide In toluene for 3h; Heating;43%
138769-95-6

(1S,2R)-3-Trimethylsilanylethynyl-cyclohexa-3,5-diene-1,2-diol

10401-11-3

3-hydroxy phenylacetylene

Conditions
ConditionsYield
With potassium carbonate In methanol for 12h;

(1R,2S)-3-Ethynyl-cyclohexa-3,5-diene-1,2-diol

A

5101-44-0

2-ethynyl-phenol

B

10401-11-3

3-hydroxy phenylacetylene

Conditions
ConditionsYield
With perchloric acid at 25℃; Rate constant;
591-20-8

3-Bromophenol

10401-11-3

3-hydroxy phenylacetylene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bis(triphenylphosphine)palladium(II) dichloride; copper(l) iodide; triethylamine / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere
2: potassium carbonate / methanol / 3 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine / 1,4-dioxane / 1.33 h / 70 °C / Inert atmosphere; Microwave irradiation
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
View Scheme
100-83-4

meta-hydroxybenzaldehyde

10401-11-3

3-hydroxy phenylacetylene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chloroform / 24 h / Cooling with ice; Inert atmosphere; Darkness
2: 800 °C / 0 Torr
View Scheme

4-(3-ethynylphenoxy)-2,3,5,6-tetrafluoropyridine

10401-11-3

3-hydroxy phenylacetylene

Conditions
ConditionsYield
With potassium fluoride; 18-crown-6 ether; Methyl thioglycolate In water; acetonitrile at 50℃;
10401-11-3

3-hydroxy phenylacetylene

121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With gold(III) tribromide; water at 200℃; for 0.333333h; microwave irradiation;100%
With tropylium tetrafluoroborate; water; acetic acid at 130℃; for 1h; Catalytic behavior; Temperature; Microwave irradiation; Inert atmosphere;92%
With trifluorormethanesulfonic acid; water In 2,2,2-trifluoroethanol at 25℃; for 24h; Sealed tube; regioselective reaction;87%
With water at 60℃; for 20h; Sealed tube;63%
With methanesulfonic acid; iron(II) chloride tetrahydrate In 1,2-dichloro-ethane at 60℃; for 2h; Inert atmosphere;49%

3-Ethynylphenol Chemical Properties

Molecular Structure of 3-Ethynylphenol (CAS NO.10401-11-3):

IUPAC Name: 3-Ethynylphenol
Canonical SMILES: C#CC1=CC(=CC=C1)O
InChI: InChI=1S/C8H6O/c1-2-7-4-3-5-8(9)6-7/h1,3-6,9H
InChIKey: AODMJIOEGCBUQL-UHFFFAOYSA-N
Molecular Weight: 118.13264 [g/mol]
Molecular Formula: C8H6O
XLogP3: 1.8
H-Bond Donor: 1
H-Bond Acceptor: 1 
Index of Refraction: 1.589
Molar Refractivity: 35.34 cm3
Molar Volume: 104.7 cm3
Surface Tension: 49.8 dyne/cm
Density: 1.12 g/cm3
Flash Point: 106.1 °C
Enthalpy of Vaporization: 48.65 kJ/mol
Boiling Point: 230.9 °C at 760 mmHg
Vapour Pressure: 0.0424 mmHg at 25 °C
Appearance: Clear yellow liquid

3-Ethynylphenol Safety Profile

Safety Information of 3-Ethynylphenol (CAS NO.10401-11-3):
Hazard Codes: HarmfulXn
Risk Statements: 22-41-52/53 
R22:Harmful if swallowed. 
R41:Risk of serious damage to the eyes. 
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: 2810
WGK Germany: 2

3-Ethynylphenol Specification

 3-Ethynylphenol (CAS NO.10401-11-3), its Synonyms are 3-Hydroxyphenylacetylene ; Phenol, 3-ethynyl- (9CI) ; m-Hydroxyphenylacetylene ; m-Ethynylphenol ; Phenol, 3-ethynyl- .

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