1-Butoxy-4-eth-1-ynylbenzene supplier

Name
1-Butoxy-4-eth-1-ynylbenzene
EINECS
CAS No. 79887-15-3
Article Data9
CAS DataBase
Density 1.97 g/cm³
Solubility
Melting Point
Formula C₁₂H₁₄O
Boiling Point 252.9 °C at 760 mmHg
Molecular Weight 174.243
Flash Point 100.5 °C
Transport Information
Appearance
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms (4-Butoxyphenyl)acetylene;1-Butoxy-4-ethynylbenzene;4-Butyloxyphenylacetylene;benzene, 1-butoxy-4-ethynyl-;
PSA 9.23000
LogP 2.84680

Synthetic route

: 265653-38-1
1-butoxy-4-[(trimethylsilyl)ethynylene]benzene

: 79887-15-3
1-butoxy-4-ethynylbenzene

Conditions

Conditions	Yield
With potassium fluoride In methanol at 20℃; for 46h;	99%
With tetrabutyl ammonium fluoride In tetrahydrofuran; water at 20℃; under 633.813 Torr; for 0.5h;	98%
With potassium carbonate In tetrahydrofuran; methanol at 20℃;	90%
With potassium fluoride dihydrate In tetrahydrofuran; methanol at 20℃;	69%

: 96693-04-8
1-(n-butoxy)-4-iodobenzene

: 70277-75-7
lithium acetylide

: 79887-15-3
1-butoxy-4-ethynylbenzene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); ethylenediamine; zinc(II) chloride In tetrahydrofuran Alkylation;

: 168832-34-6
4-(4-butoxy-phenyl)-2-methyl-but-3-yn-2-ol

: 79887-15-3
1-butoxy-4-ethynylbenzene

Conditions

Conditions	Yield
With potassium hydroxide In toluene Heating;
With potassium hydroxide In toluene for 5h; Heating;
With potassium hydroxide In toluene Heating;
With sodium hydroxide In toluene for 3h; Reflux;

: 540-38-5
4-Iodophenol

anilinooxalyl azide: anilinooxalyl azide

: 79887-15-3
1-butoxy-4-ethynylbenzene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: KOH / ethanol; H2O 2: triphenylphosphine; triethylamine / bis(triphenylphosphine) palladium dichloride; copper(I) iodide / tetrahydrofuran / 2 h / Heating 3: KOH / toluene / Heating View Scheme

: 96693-04-8
1-(n-butoxy)-4-iodobenzene

: 79887-15-3
1-butoxy-4-ethynylbenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triphenylphosphine; triethylamine / bis(triphenylphosphine) palladium dichloride; copper(I) iodide / tetrahydrofuran / 2 h / Heating 2: KOH / toluene / Heating View Scheme
Multi-step reaction with 2 steps 1: CuI; Et3N / Pd(PPh3)2Cl2 / 70 °C 2: KOH / toluene / Heating View Scheme
Multi-step reaction with 2 steps 1: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 45 °C 2: potassium carbonate / tetrahydrofuran; methanol / 20 °C View Scheme
Multi-step reaction with 2 steps 1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 12 h / Reflux 2: sodium hydroxide / toluene / 3 h / Reflux View Scheme

: 106-41-2
4-bromo-phenol

concentrated aqueous KOH-solution: concentrated aqueous KOH-solution

: 79887-15-3
1-butoxy-4-ethynylbenzene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: EtONa / ethanol / 22 h / Heating 2: Pd(PPh3)4; CuI; Et3N / 4 h / Heating 3: KOH / toluene / 5 h / Heating View Scheme

: 39969-57-8
1-bromo-4-butoxybenzene

: 79887-15-3
1-butoxy-4-ethynylbenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Pd(PPh3)4; CuI; Et3N / 4 h / Heating 2: KOH / toluene / 5 h / Heating View Scheme
Multi-step reaction with 2 steps 1: copper(l) iodide; triphenylphosphine; triethylamine; bis-triphenylphosphine-palladium(II) chloride / toluene / 80 °C 2: potassium fluoride dihydrate / tetrahydrofuran; methanol / 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 0.33 h / 60 °C / 633.81 Torr / Inert atmosphere 1.2: 60 °C / 633.81 Torr / Inert atmosphere 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran; water / 0.5 h / 20 °C / 633.81 Torr View Scheme

: 540-38-5
4-Iodophenol

PhSnCl3: PhSnCl3

: 79887-15-3
1-butoxy-4-ethynylbenzene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: K2CO3 / acetone / Heating 2: CuI; Et3N / Pd(PPh3)2Cl2 / 70 °C 3: KOH / toluene / Heating View Scheme

: 540-38-5
4-Iodophenol

: 79887-15-3
1-butoxy-4-ethynylbenzene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / acetonitrile / Reflux 2: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 45 °C 3: potassium carbonate / tetrahydrofuran; methanol / 20 °C View Scheme
Multi-step reaction with 3 steps 1: tetrakis(triphenylphosphine) palladium(0); triethylamine; copper(l) iodide / toluene / 24 h / 20 °C / Inert atmosphere; Schlenk technique 2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C 3: potassium fluoride / methanol / 46 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 12 h / Reflux 2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 12 h / Reflux 3: sodium hydroxide / toluene / 3 h / Reflux View Scheme

: 88075-18-7
4-(2-(trimethylsilyl)ethynyl)phenol

: 79887-15-3
1-butoxy-4-ethynylbenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C 2: potassium fluoride / methanol / 46 h / 20 °C View Scheme

: 106-41-2
4-bromo-phenol

: 79887-15-3
1-butoxy-4-ethynylbenzene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium hydroxide / dimethyl sulfoxide / 24 h / 50 °C 2: copper(l) iodide; triphenylphosphine; triethylamine; bis-triphenylphosphine-palladium(II) chloride / toluene / 80 °C 3: potassium fluoride dihydrate / tetrahydrofuran; methanol / 20 °C View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 120 °C / 633.81 Torr 2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 0.33 h / 60 °C / 633.81 Torr / Inert atmosphere 2.2: 60 °C / 633.81 Torr / Inert atmosphere 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran; water / 0.5 h / 20 °C / 633.81 Torr View Scheme

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 33560-84-8
1,4-bis(4-butoxybenzene-1-yl)buta-1,3-diyne

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(l) chloride In acetonitrile at 20℃; Glaser coupling;	99%

: 622-79-7
benzyl azide

: 79887-15-3
1-butoxy-4-ethynylbenzene

: C19H21N3O

Conditions

Conditions	Yield
With bis(1-mesityl-3-methyl-4-phenyl-1,2,3-triazol-5-ylidene)copper(I) tetrafluoroborate In neat (no solvent) for 1.66667h; Huisgen Cycloaddition;	96%

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 622-37-7
Phenyl azide

: C18H19N3O

Conditions

Conditions	Yield
With copper(II) sulfate; sodium L-ascorbate In dichloromethane; water; tert-butyl alcohol at 50℃; Huisgen Cycloaddition;	92%

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 1548411-64-8
2,4-bis(4-butoxyphenyl)but-1-en-3-yne

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); acetic acid In tetrahydrofuran; water at 20℃; for 24h; Inert atmosphere; Schlenk technique; chemoselective reaction;	87%

: 103-67-3
benzyl-methyl-amine

: 611-73-4
Benzoylformic acid

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 1329710-14-6
N-benzyl-3-(4-butoxyphenyl)-N-methyl-1-phenylprop-2-yn-1-amine

Conditions

Conditions	Yield
With copper(I) bromide In toluene at 100℃; for 0.416667h; Microwave irradiation; Sealed vessel;	83%

...Expand

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 529502-50-9
1,2-dibromo-4,5-diiodobenzene

: C30H28Br2O2

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In tetrahydrofuran Sonogashira Cross-Coupling;	83%

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 5736-89-0
1-(4-butoxyphenyl)ethan-1-one

Conditions

Conditions	Yield
With hydrogenchloride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 45℃; for 55h; Inert atmosphere; Schlenk technique; chemoselective reaction;	82%

: 78823-49-1
1,2-dibromo-3,6-diiodo-4,5-dimethylbenzene

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 190372-14-6
1,2-dibromo-3,6-bis((4-butoxyphenyl)ethynyl)-4,5-dimethylbenzene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine In toluene at 70℃; for 24h;	80%

: 96843-23-1
1,5-dibromo-2,4-diiodobenzene

: 79887-15-3
1-butoxy-4-ethynylbenzene

: C30H28Br2O2

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In tetrahydrofuran Sonogashira Cross-Coupling;	78%

: C14H20BrIO2

: 79887-15-3
1-butoxy-4-ethynylbenzene

: C26H33BrO3

Conditions

Conditions	Yield
Stage #1: C14H20BrIO2 With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 50℃; under 633.813 Torr; for 0.25h; Sonogashira Cross-Coupling; Inert atmosphere; Stage #2: 1-butoxy-4-ethynylbenzene With triethylamine In tetrahydrofuran at 0 - 20℃; under 633.813 Torr; for 48h; Sonogashira Cross-Coupling; Inert atmosphere;	78%

: 114790-46-4
aminoacetaldehyde dimethyl acetal

: 79887-15-3
1-butoxy-4-ethynylbenzene

: (C4H9OC6H4)C2HN3CH2CH(OCH3)2

Conditions

Conditions	Yield
copper; copper(II) sulfate In water; tert-butyl alcohol at 110℃; for 2h;	76%

: 811-68-7
silver(I) trifluoromethanethiolate

: 79887-15-3
1-butoxy-4-ethynylbenzene

: (1-(4-butoxyphenyl) vinyl)(trifluoromethyl)sulfane

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; copper(l) chloride In water; 1,2-dichloro-ethane at 100℃; for 17h; Inert atmosphere;	76%

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 1-(1-chlorovinyl)-4-butoxybenzene

Conditions

Conditions	Yield
Stage #1: 1-butoxy-4-ethynylbenzene With acetic anhydride In nitromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: With hydrogenchloride In nitromethane at 20℃; under 760.051 Torr; for 2.5h; regioselective reaction;	75%

: 63262-06-6
1,4-dibromo-2,5-diiodobenzene

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 1,4-dibromo-2,5-bis(4-butoxyphenylethynyl)benzene

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In tetrahydrofuran Sonogashira Cross-Coupling;	75%

: 124-38-9
carbon dioxide

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 294895-77-5
3-(4-butoxyphenyl)propiolic acid

Conditions

Conditions	Yield
Stage #1: 1-butoxy-4-ethynylbenzene With n-butyllithium In tetrahydrofuran; hexane at -10℃; Metallation; Stage #2: carbon dioxide In diethyl ether Carboxylation;	70%

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 331861-94-0
1,7-dibromo-N,N'-bis(2,6-diisopropylphenyl)perylene-3,4:9,10-tetracarboxylic acid diimide

: 1095002-00-8
C72H66N2O6

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 80℃; for 15h; Sonogashira coupling; Inert atmosphere;	70%

: 111-26-2
hexan-1-amine

: 122-78-1
phenylacetaldehyde

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 1569267-36-2
N-(4-(4-butoxyphenyl)-1-phenylbut-3-yn-2-yl)hexan-1-amine

Conditions

Conditions	Yield
With copper(I) bromide In toluene at 100℃; for 4h;	68%

...Expand

: 559-40-0
octaperfluorocyclopentene

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 1,2-bis[2-[4-(butoxyphenyl)ethyn]-1-yl]-3,3,4,4,5,5-hexafluorocyclopentene

Conditions

Conditions	Yield
Stage #1: 1-butoxy-4-ethynylbenzene With n-butyllithium In tetrahydrofuran at 0℃; for 2h; Stage #2: octaperfluorocyclopentene In tetrahydrofuran at -78 - 20℃; for 2h;	52%

: 95925-41-0
trans-1-(2-bromoethyl)-4-n-pentylcyclohexane

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 1-(4-Butoxyphenyl)-4-(trans-4-pentylcyclohexyl)but-1-yne

Conditions

Conditions	Yield
With n-butyllithium In N,N,N,N,N,N-hexamethylphosphoric triamide 1.) 0 deg C, 1 h, 2.) 0 deg C, 4 h;	38%

: 76466-34-7
2,7-di-tert-butyl-4,5,9,10-tetrabromopyrene

: 79887-15-3
1-butoxy-4-ethynylbenzene

: C72H74O4

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 100℃; for 48h; Sonogashira Cross-Coupling;	35%

: 636-31-7
1,2,4,5-tetraiodobenzene

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 1,2,4-Tris-(4-butoxy-phenylethynyl)-5-iodo-benzene

Conditions

Conditions	Yield
With copper(l) iodide; trans-dichlorobis(triphenylphosphine)palladium(II); triethylamine In dimethyl sulfoxide at 20℃; for 21h; Sonogashira cross-coupling;	32%

: 5,11-dibromoindeno[1,2-b]fluorene-6,12-dione

: 79887-15-3
1-butoxy-4-ethynylbenzene

: C44H34O4

Conditions

Conditions	Yield
Stage #1: 5,11-dibromoindeno[1,2-b]fluorene-6,12-dione; 1-butoxy-4-ethynylbenzene With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 1h; Inert atmosphere; Stage #2: With diisopropylamine In tetrahydrofuran at 100℃; Inert atmosphere; Sealed tube;	30%

: 1,2-bis(2,3,4,5,6-pentafluorophenyl)-3,3,4,4,5,5-hexafluorocyclopentene

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 3,3,4,4,5,5-hexafluoro-1,2-bis[2,3,5,6-tetrafluoro-4-(2-(4-n-butoxyphenyl)ethyn-1-yl)phenyl]cyclopentene

Conditions

Conditions	Yield
Stage #1: 1-butoxy-4-ethynylbenzene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: 1,2-bis(2,3,4,5,6-pentafluorophenyl)-3,3,4,4,5,5-hexafluorocyclopentene In tetrahydrofuran; hexane at 20℃; for 20h;	27%

: C15H10BrNS

: 79887-15-3
1-butoxy-4-ethynylbenzene

: C27H23NOS

Conditions

Conditions	Yield
With sodium carbonate In propan-1-ol for 24h; Heck Reaction; Inert atmosphere; Reflux;	12.6%

: C15H9Br2NS

: 79887-15-3
1-butoxy-4-ethynylbenzene

: C27H22BrNOS

Conditions

Conditions	Yield
With sodium carbonate In propan-1-ol for 24h; Heck Reaction; Inert atmosphere; Reflux;	12.4%

: 105076-41-3
1-(2-Bromo-ethyl)-4-propyl-cyclohexane

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 1-Butoxy-4-[4-(4-propyl-cyclohexyl)-but-1-ynyl]-benzene

Conditions

Conditions	Yield
With n-butyllithium In N,N,N,N,N,N-hexamethylphosphoric triamide 1.) 0 deg C, 1 h, 2.) 0 deg C, 4 h;

: 1-(2-Bromo-ethyl)-4-propyl-bicyclo[2.2.2]octane

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 1-[4-(4-Butoxy-phenyl)-but-3-ynyl]-4-propyl-bicyclo[2.2.2]octane

Conditions

Conditions	Yield
With n-butyllithium In N,N,N,N,N,N-hexamethylphosphoric triamide 1.) 0 deg C, 1 h, 2.) 0 deg C, 4 h;

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 1-[4-(2-Bromo-ethyl)-cyclohexyl]-4-propyl-benzene

: C29H38O

Conditions

Conditions	Yield
With n-butyllithium In N,N,N,N,N,N-hexamethylphosphoric triamide 1.) 0 deg C, 1 h, 2.) 0 deg C, 4 h;

: 79887-15-3
1-butoxy-4-ethynylbenzene

: 171363-05-6
2-ethyl bromide

: 1-(4-Butoxyphenyl)-4-but-1-yne

Conditions

Conditions	Yield
With n-butyllithium In N,N,N,N,N,N-hexamethylphosphoric triamide 1.) 0 deg C, 1 h, 2.) 0 deg C, 4 h;

1-Butoxy-4-eth-1-ynylbenzene Specification

The 1-Butoxy-4-eth-1-ynylbenzene, with the CAS registry number 79887-15-3, has the systematic name of 1-butoxy-4-ethynylbenzene. It belongs to the product categories of Phenyls & Phenyl-Het. What's more, while dealing with this chemical, you should avoid contacting with skin and eyes. And the molecular formula of the chemical is C₁₂H₁₄O.

The characteristics of 1-Butoxy-4-eth-1-ynylbenzene are as followings: (1)ACD/LogP: 3.91; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.91; (4)ACD/LogD (pH 7.4): 3.91; (5)ACD/BCF (pH 5.5): 551.01; (6)ACD/BCF (pH 7.4): 551.01; (7)ACD/KOC (pH 5.5): 3189.51; (8)ACD/KOC (pH 7.4): 3189.51; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.514; (14)Molar Refractivity: 54.07 cm³; (15)Molar Volume: 179.4 cm³; (16)Polarizability: 21.43×10^-24cm³; (17)Surface Tension: 36.7 dyne/cm; (18)Density: 0.97 g/cm³; (19)Flash Point: 100.5 °C; (20)Enthalpy of Vaporization: 47.05 kJ/mol; (21)Boiling Point: 252.9 °C at 760 mmHg; (22)Vapour Pressure: 0.03 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O(c1ccc(C#C)cc1)CCCC
(2)InChI: InChI=1/C12H14O/c1-3-5-10-13-12-8-6-11(4-2)7-9-12/h2,6-9H,3,5,10H2,1H3
(3)InChIKey: JMLXBCSKFMMFGF-UHFFFAOYAI

Product Name

1-Butoxy-4-eth-1-ynylbenzene

Synthetic route

1-Butoxy-4-eth-1-ynylbenzene Specification

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