1-Ethynyl-3,5-dimethoxybenzene supplier

Name
1-ETHYNYL-3 5-DIMETHOXYBENZENE 98
EINECS
CAS No. 171290-52-1
Article Data20
CAS DataBase
Density 1.064 g/cm³
Solubility
Melting Point 44-48 °C(lit.)
Formula C₁₀H₁₀O₂
Boiling Point 264.066 °C at 760 mmHg
Molecular Weight 162.188
Flash Point 107.34 °C
Transport Information
Appearance
Safety 22-26-36/37-45
Risk Codes 36-42/43
Molecular Structure
Hazard Symbols Xn
Synonyms (3,5-Dimethoxyphenyl)acetylene;(3,5-Dimethoxyphenyl)ethyne;
PSA 18.46000
LogP 1.68510

Synthetic route

: 400608-30-2
1-(3,5-dimethoxyphenyl)-2-(trimethylsilyl)acetylene

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 0.0833333h;	100%
With potassium carbonate In methanol at 20℃; for 2h;	96%
With potassium carbonate In methanol at 20℃; for 2h;	96%

: 205746-51-6
1-(2,2-dibromoethen-1-yl)-3,5-dimethoxybenzene

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
With n-butyllithium for 10h;	94%
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.5h;	86%
With n-butyllithium In tetrahydrofuran; hexane at -50℃; Schlenk technique; Inert atmosphere;	81%

: 171290-51-0
2-methyl-4-(3,5-dimethoxyphenyl)-3-butyn-2-ol

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
With potassium hydroxide In toluene at 65℃; for 24h;	85%
With potassium hydroxide at 100 - 135℃; Yield given;
With potassium hydroxide In toluene for 24h; Reflux; Inert atmosphere;

: 7311-34-4
3,5-dimethoxybenzaldehdye

: 90965-06-3
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 12h; Inert atmosphere;	57%

: 39151-19-4
1-(3,5-dimethoxyphenyl)ethan-1-one

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
With diethyl chlorophosphate; lithium diisopropyl amide Yield given. Multistep reaction;

: 25245-27-6
1-iodo-3,5-dimethoxybenzene

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / Pd(PPh3)2Cl2; CuI; PPh3 / triethylamine / 48 h / 50 °C 2: 100 percent / TBAF / tetrahydrofuran / 0.08 h View Scheme
Multi-step reaction with 2 steps 1: Et3N, pyridine, Ph3P, CuI / (Ph3P)2PdCl2 / 14 h / 25 °C 2: KOH / 100 - 135 °C View Scheme
Multi-step reaction with 2 steps 1: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / 20 °C / Inert atmosphere 2: potassium fluoride; methanol / 2 h / 20 °C View Scheme

: 10272-07-8
3,5-Dimethoxyaniline

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: aq. HCl; NaNO2 / 0 °C 1.2: 50 percent / aq. KI / 20 °C 2.1: 85 percent / Pd(PPh3)2Cl2; CuI; PPh3 / triethylamine / 48 h / 50 °C 3.1: 100 percent / TBAF / tetrahydrofuran / 0.08 h View Scheme
Multi-step reaction with 4 steps 1: hydrogenchloride; sodium nitrite / water / -10 - 5 °C / Cooling with acetone-dry ice 2: potassium iodide / water / 20 °C 3: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / 20 °C / Inert atmosphere 4: potassium fluoride; methanol / 2 h / 20 °C View Scheme

: 1132-21-4
3,5-dimethoxybenzoic acid

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 2.) trimethylchlorosilane, 3.) 0.5 N HCl 2: 1.) LDA, 2.) diethyl chlorophosphate, 3.) LDA View Scheme

: 558-13-4
carbon tetrabromide

: 7311-34-4
3,5-dimethoxybenzaldehdye

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
Stage #1: carbon tetrabromide; 3,5-dimethoxybenzaldehdye With triphenylphosphine In dichloromethane at 0 - 20℃; for 0.5h; Ramirez-Corey-Fuchs reaction; Stage #2: With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 2h; Ramirez-Corey-Fuchs reaction; Stage #3: With ammonium chloride In tetrahydrofuran; n-heptane; ethylbenzene Ramirez-Corey-Fuchs reaction;	72 mg

: 7311-34-4
3,5-dimethoxybenzaldehdye

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triphenylphosphine / dichloromethane / 0.5 h / 0 - 20 °C 2: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 2 h / -78 °C View Scheme
Multi-step reaction with 2 steps 1.1: triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique 1.2: Inert atmosphere; Schlenk technique 2.1: n-butyllithium / tetrahydrofuran; hexane / -50 °C / Schlenk technique; Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: triphenylphosphine / dichloromethane / 1.25 h / 0 °C / Inert atmosphere; Schlenk technique 2: caesium carbonate / dimethyl sulfoxide / 115 °C / Sealed tube; Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: triphenylphosphine / dichloromethane / 2 h / 0 °C / Inert atmosphere 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 16 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: triphenylphosphine / dichloromethane / 0.5 h / 0 - 5 °C 1.2: 16 h / 20 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 16.5 h / Inert atmosphere View Scheme

: 20469-65-2
1-bromo-3,5-dimethoxybenzene

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tris-(dibenzylideneacetone)dipalladium(0); (dimethylamino)trimethyltin; triphenylphosphine / toluene / 8 h / Inert atmosphere; Reflux 2: tetrabutyl ammonium fluoride / dichloromethane / 5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: triphenylphosphine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 24 h / Reflux; Inert atmosphere 2: potassium hydroxide / toluene / 24 h / 65 °C View Scheme
Multi-step reaction with 2 steps 1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 80 °C / Inert atmosphere 2: potassium carbonate / methanol / 2 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 80 °C / Inert atmosphere 2: potassium carbonate / methanol / 2 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 24 h / Reflux; Inert atmosphere 2: potassium hydroxide / toluene / 24 h / Reflux; Inert atmosphere View Scheme

: 86988-56-9
3,5-Dimethoxy-benzenediazonium; chloride

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium iodide / water / 20 °C 2: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / 20 °C / Inert atmosphere 3: potassium fluoride; methanol / 2 h / 20 °C View Scheme

: 7417-20-1
3,5-dimethoxyphenethyl alcohol

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate; fluorosulfonyl fluoride; dimethyl sulfoxide / 2 h / 20 °C 2: cesium fluoride / dimethyl sulfoxide / 2 h / 100 °C View Scheme

: C10H11FO5S

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
With cesium fluoride In dimethyl sulfoxide at 100℃; for 2h;	224 mg

: 1122-91-4
4-bromo-benzaldehyde

: 1066-54-2
trimethylsilylacetylene

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

Conditions

Conditions	Yield
Sonogashira Cross-Coupling;

: 1001070-33-2
1-(benzenesulfonyl)-5-bromo-1H-pyrrolo[2,3-b]pyridine

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1-(benzenesulfonyl)-5-[2-(3,5-dimethoxyphenyl)ethynyl]-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; for 1.5h; Inert atmosphere; Sealed tube;	100%

: 77681-22-2, 3376-26-9, 85225-56-5
(Z)-N-benzylidenebenzylamine N-oxide

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: N-benzyl-N-(3-(3,5-dimethoxyphenyl)-1-phenylprop-2-yn-1-yl)-hydroxylamine

Conditions

Conditions	Yield
Stage #1: (Z)-N-benzylidenebenzylamine N-oxide; 1-Ethynyl-3,5-dimethoxy-benzene With trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; zinc dibromide In diethyl ether at 20℃; for 2h; Inert atmosphere; Stage #2: With toluene-4-sulfonic acid In methanol for 2h;	100%

: 696-62-8
para-iodoanisole

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 400608-31-3
1,3-dimethoxy-5-((4-methoxyphenyl)ethynyl)benzene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 18h; Sonogashira coupling; Inert atmosphere;	99%
With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride at 20℃; for 6h; Inert atmosphere;	93%
With pyrrolidine; palladium diacetate; triphenylphosphine for 1h; Sonogashira Cross-Coupling; Inert atmosphere; Reflux;	93%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 0 - 20℃; for 18h; Inert atmosphere; Schlenk technique;	80%
With pyrrolidine; triphenylphosphine; palladium 10% on activated carbon at 85℃; for 17h; Sonogashira Coupling; Inert atmosphere;	75%

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 234106-08-2
(2R,3S)-5β-azido-2-{[(4-methylbenzoyl)oxy]methyl}tetrahydrofuran-3-yl 4-methylbenzoate

: 1416717-98-0
1-[2′-deoxy-3′,5′-bis{O-(p-toluoyl)}-β-D-ribofuranosyl]-4-(3,5-dimethoxyphenyl)-1H-1,2,3-triazole

Conditions

Conditions	Yield
With copper(II) sulfate; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; water at 75 - 80℃; Inert atmosphere;	99%

: 5176-28-3
N-(tert-butoxycarbonyl)-1,4-dihydro-1,4-iminonaphthalene

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: C25H27NO4

Conditions

Conditions	Yield
Stage #1: N-(tert-butoxycarbonyl)-1,4-dihydro-1,4-iminonaphthalene With (R)-1-[(Sp)-2-(dicyclohexylphosphanyl)ferrocenylethyl]diphenylphosphane; rhodium(III) chloride trihydrate In 1,2-dimethoxyethane at 20℃; for 0.333333h; Inert atmosphere; Schlenk technique; Stage #2: 1-Ethynyl-3,5-dimethoxy-benzene In 1,2-dimethoxyethane at 70℃; for 30h; Inert atmosphere; Schlenk technique; enantioselective reaction;	98%

Yield

Stage #1: N-(tert-butoxycarbonyl)-1,4-dihydro-1,4-iminonaphthalene With (R)-1-[(Sp)-2-(dicyclohexylphosphanyl)ferrocenylethyl]diphenylphosphane; rhodium(III) chloride trihydrate In 1,2-dimethoxyethane at 20℃; for 0.333333h; Inert atmosphere; Schlenk technique;
Stage #2: 1-Ethynyl-3,5-dimethoxy-benzene In 1,2-dimethoxyethane at 70℃; for 30h; Inert atmosphere; Schlenk technique; enantioselective reaction;

98%

: 5176-28-3
N-(tert-butoxycarbonyl)-1,4-dihydro-1,4-iminonaphthalene

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1575707-08-2
tert-butyl ((1R,2S)-2-((3,5-dimethoxyphenyl)ethynyl)-1,2-dihydronaphthalen-1-yl)carbamate

Conditions

Conditions	Yield
Stage #1: N-(tert-butoxycarbonyl)-1,4-dihydro-1,4-iminonaphthalene With (R)-(+)-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl; copper(I) trifluoromethanesolfonate toluene complex; palladium diacetate In 1,2-dimethoxyethane at 0 - 20℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: 1-Ethynyl-3,5-dimethoxy-benzene In 1,2-dimethoxyethane for 6h; Inert atmosphere; Schlenk technique;	98%

Yield

Stage #1: N-(tert-butoxycarbonyl)-1,4-dihydro-1,4-iminonaphthalene With (R)-(+)-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl; copper(I) trifluoromethanesolfonate toluene complex; palladium diacetate In 1,2-dimethoxyethane at 0 - 20℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: 1-Ethynyl-3,5-dimethoxy-benzene In 1,2-dimethoxyethane for 6h; Inert atmosphere; Schlenk technique;

98%

: 3-azido-N-(3-(trifluoromethyl)phenyl)benzamide

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 3-(4-(3,5-dimethoxyphenyl)-1H-1,2,3-triazol-1-yl)-N-(3-(trifluoromethyl)phenyl)benzamide

Conditions

Conditions	Yield
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 2h; Inert atmosphere;	98%
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 2h;	98%

: methyl 3-formyl-2-(2-iodophenyl)indolizine-1-carboxylate

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: methyl 2-(2-((3,5-dimethoxyphenyl)ethynyl)phenyl)-3-formylindolizine-1-carboxylate

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 100℃; for 2h; Sonogashira Cross-Coupling;	98%

: 942620-37-3
C154H267N11O42

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: C162H273O42N11O2CH2CH2

Conditions

Conditions	Yield
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol for 0.166667h; microwave irradiation;	97%

: 2880-58-2
2-methoxy-1,4-benzoquinone

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1193360-00-7
4-((3,5-dimethoxyphenyl)ethynyl)-4-hydroxy-3-methoxycyclohexa-2,5-dien-1-one

Conditions

Conditions	Yield
Stage #1: 1-Ethynyl-3,5-dimethoxy-benzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.0833333h; Inert atmosphere; Stage #2: 2-methoxy-1,4-benzoquinone In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere;	96%
Stage #1: 1-Ethynyl-3,5-dimethoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: 2-methoxy-1,4-benzoquinone In tetrahydrofuran; hexane at -78℃; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane

: 6630-33-7
ortho-bromobenzaldehyde

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1078710-66-3
2-((3,5-dimethoxyphenyl)ethynyl)benzaldehyde

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 6h; Sonogashira coupling;	96%
With copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine In tetrahydrofuran at 80℃; for 12h;
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 60℃; for 4h; Inert atmosphere;

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 306315-01-5
2,2-dipivaloylamino-4-methyl-5-iodo-7-(N-benzyl)pyrrolo[2,3-d]pyrimidine

: 1321913-92-1
N-{7-benzyl-4-methyl-5-[(3,5-dimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-(2,2-dimethylpropanoyl)-2,2-dimethylpropanamide

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In 1,1-dichloroethane at 20℃; for 24h; Sonogashira coupling; Inert atmosphere; Darkness;	96%

: 5-(azidomethyl)-3-(3,4-dimethoxyphenyl)isoxazole

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 3-(3,4-dimethoxyphenyl)-5-((4-(3,5-dimethoxyphenyl)-1H-1,2,3-triazol-1-yl)methyl)isoxazole

Conditions

Conditions	Yield
With copper(II) sulfate; sodium L-ascorbate In water; N,N-dimethyl-formamide at 70℃; for 0.166667h; Sealed tube; Microwave irradiation;	96%

: 14985-44-5
8-bromo-2'-deoxyadenosine

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1350627-76-7
2-(6-amino-8-((3,5-dimethoxyphenyl)ethynyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In N,N-dimethyl-formamide at 20℃; for 18h; Sonogashira coupling; Inert atmosphere;	95%

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 316354-49-1
(2R,3S)-5α-azido-2-{[(4-methylbenzoyl)oxy]methyl}tetrahydrofuran-3-yl 4-methylbenzoate

: C31H31N3O7

Conditions

Conditions	Yield
With copper(II) sulfate; sodium L-ascorbate; diisopropylamine In tetrahydrofuran; water at 75 - 80℃; for 12h; Inert atmosphere;	95%

: 766-77-8
Dimethylphenylsilane

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: ((3,5-dimethoxyphenyl)ethynyl)dimethyl(phenyl)silane

Conditions

Conditions	Yield
With sodium hydroxide In 1,2-dimethoxyethane at 65℃; for 48h;	95%

: 622-79-7
benzyl azide

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1-benzyl-4-(3,5-dimethoxyphenyl)-1H-1,2,3-triazole

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate; betaine; sodium L-ascorbate In water at 30℃; for 24h;	95%

: 1239028-02-4
methyl 5-azido-2-hydroxybenzoate

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1239028-26-2
methyl 2-hydroxy-5-[4-(3,5-dimethoxyphenyl)-1H-1,2,3-triazol-1-yl]benzoate

Conditions

Conditions	Yield
With copper(II) sulfate; sodium L-ascorbate In water; dimethyl sulfoxide; tert-butyl alcohol at 20℃; for 96h; Inert atmosphere;	94%

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1261302-47-9
(E)-2,2'-(but-1-en-3-yne-1,4-diyl)bis(2,6-dimethoxybenzene)

Conditions

Conditions	Yield
With C77H74N2OPtSi2 In toluene at 60℃; Reagent/catalyst; Inert atmosphere; diastereoselective reaction;	94%
With [{Pd(μ-OH)Cl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)}2]; potassium hydroxide In ethanol at 22℃; for 24h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique; stereoselective reaction;	94%
With CoH(P(CH3)3)4 In tetrahydrofuran at 20℃; for 2h; Schlenk technique; Inert atmosphere; stereoselective reaction;	63%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; acetic acid In tetrahydrofuran; methanol; water at 20℃; for 7h; Inert atmosphere; optical yield given as %de; stereoselective reaction;	0.116 g

: 1722-10-7
3-chloro-6-methoxypyridazine

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 3-[(3,5-dimethoxyphenyl)ethynyl]-6-methoxypyridazine

Conditions

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); dicyclohexyl(2',4',6'-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane; triethylamine In tetrahydrofuran at 60℃; for 6h; Sonogashira Cross-Coupling; Sealed tube;	94%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: dimethyl 2-(3,5-dimethoxyphenyl)succinate

Conditions

Conditions	Yield
With 1,3-bis(tert-butyl(pyridin-2-yl)phosphanyl)propane; palladium(II) acetylacetonate; toluene-4-sulfonic acid at 100℃; under 30003 Torr; for 20h; Sealed tube; chemoselective reaction;	94%

...Expand

: 5159-41-1
2-iodobenzyl alcohol

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1205555-43-6
[2-(3,5-dimethoxyphenylethynyl)phenyl]methanol

Conditions

Conditions	Yield
Stage #1: 2-iodobenzyl alcohol With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Sonogashira coupling; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20 - 70℃; Sonogashira coupling; Inert atmosphere; Stage #3: 1-Ethynyl-3,5-dimethoxy-benzene In N,N-dimethyl-formamide at 70℃; for 2.16667h; Sonogashira coupling; Inert atmosphere;	93%

Yield

Stage #1: 2-iodobenzyl alcohol With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Sonogashira coupling; Inert atmosphere;
Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20 - 70℃; Sonogashira coupling; Inert atmosphere;
Stage #3: 1-Ethynyl-3,5-dimethoxy-benzene In N,N-dimethyl-formamide at 70℃; for 2.16667h; Sonogashira coupling; Inert atmosphere;

93%

: 1382312-69-7
2-bromo-3-thiophenecarboxylic acid-2-pyridyl ester

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1382312-86-8
C15H11BrO3S

Conditions

Conditions	Yield
Stage #1: 1-Ethynyl-3,5-dimethoxy-benzene With ethylmagnesium bromide In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: 2-bromo-3-thiophenecarboxylic acid-2-pyridyl ester In tetrahydrofuran at 0℃; for 0.5h;	93%

: 1421345-74-5
N-(4-azidobenzoyl)-L-homoserine lactone

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1421345-53-0
C21H20N4O5

Conditions

Conditions	Yield
With copper(l) iodide; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h; Inert atmosphere;	93%

: 1453211-46-5
5-bromo-N-{3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}pyrimidin-2-amine

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1453207-54-9
5-[(3,5-dimethoxyphenyl)ethynyl]-N-{3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}pyrimidin-2-amine

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In N,N-dimethyl-formamide at 110℃; for 4h; Sonogashira Cross-Coupling;	93%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In N,N-dimethyl-formamide at 120℃; for 2.5h; Inert atmosphere;	23 mg

: 1,4-dihydro-9-isopropylidene-6,7-dimethoxy-1,4-methanonaphthalene

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: (1R*,4S*)-2-((3,5-dimethoxyphenyl)ethynyl)-6,7-dimethoxy-9-(propan-2-ylidene)-1,2,3,4-tetrahydro-1,4-methanonaphthalene

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (+)-(R)-[2,3,2',3'-tetrahydro-5,5'-bi(1,4-benzodioxin)-6,6'-diyl]bis(diphenylphosphane) In 1,2-dichloro-ethane at 70℃; for 5h; Inert atmosphere; Schlenk technique; enantioselective reaction;	93%

: (1-azido-2,5-di-O-acetyl-3-O-benzoyl-6-deoxy-6-diethylphosphono)-β-ribo-(5S)-hexafuranose

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 3-O-benzoyl-6-deoxy-2,5-O-diacetyl-6-diethylphosphono-1-(4-(3,5-dimethoxyphenyl)-1H-1,2,3-triazol-1-yl)-β-D-allofuranose

Conditions

Conditions	Yield
With copper(l) iodide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran Huisgen Cycloaddition; Reflux; regioselective reaction;	93%

: 946489-25-4
1-bromo-N,N'-bis(2,4-dimethylpent-3-yl)perylene-3,4:9,10-tetracarboxylic diimide

: 171290-52-1
1-Ethynyl-3,5-dimethoxy-benzene

: 1621187-01-6
C48H46N2O6

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine In tetrahydrofuran at 70 - 80℃; Schlenk technique; Inert atmosphere;	92%

1-Ethynyl-3,5-dimethoxybenzene Specification

The Benzene,1-ethynyl-3,5-dimethoxy-, with CAS registry number 171290-52-1, belongs to the following product categories: (1)Alkynes; (2)Organic Building Blocks; (3)Terminal. It has the systematic name of 1-ethynyl-3,5-dimethoxybenzene. And the chemical formula of this chemical is C₁₀H₁₀O₂.

Physical properties of Benzene,1-ethynyl-3,5-dimethoxy-: (1)ACD/LogP: 2.11; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.11; (4)ACD/LogD (pH 7.4): 2.11; (5)ACD/BCF (pH 5.5): 23.68; (6)ACD/BCF (pH 7.4): 23.68; (7)ACD/KOC (pH 5.5): 335.26; (8)ACD/KOC (pH 7.4): 335.26; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 18.46 Å²; (13)Index of Refraction: 1.522; (14)Molar Refractivity: 46.54 cm³; (15)Molar Volume: 152.4 cm³; (16)Polarizability: 18.45×10^-24cm³; (17)Surface Tension: 38.7 dyne/cm; (18)Density: 1.06 g/cm³; (19)Flash Point: 107.3 °C; (20)Enthalpy of Vaporization: 48.17 kJ/mol; (21)Boiling Point: 264.1 °C at 760 mmHg; (22)Vapour Pressure: 0.0162 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
The Benzene,1-ethynyl-3,5-dimethoxy- irritates to eyes, respiratory system and skin. And this chemical may cause sensitization by inhalation and skin contact. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: O(c1cc(C#C)cc(OC)c1)C
(2)InChI: InChI=1/C10H10O2/c1-4-8-5-9(11-2)7-10(6-8)12-3/h1,5-7H,2-3H3
(3)InChIKey: HUSBBWQIJMRKLI-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C10H10O2/c1-4-8-5-9(11-2)7-10(6-8)12-3/h1,5-7H,2-3H3
(5)Std. InChIKey: HUSBBWQIJMRKLI-UHFFFAOYSA-N

Product Name

1-ETHYNYL-3 5-DIMETHOXYBENZENE 98

Synthetic route

1-Ethynyl-3,5-dimethoxybenzene Specification

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