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2028-63-9 Usage

Chemical Properties

clear colorless to light yellow liquid

Flammability and Explosibility

Flammable

Check Digit Verification of cas no

The CAS Registry Mumber 2028-63-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,2 and 8 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2028-63:
(6*2)+(5*0)+(4*2)+(3*8)+(2*6)+(1*3)=59
59 % 10 = 9
So 2028-63-9 is a valid CAS Registry Number.
InChI:InChI=1/C4H6O/c1-3-4(2)5/h1,4-5H,2H3/t4-/m1/s1

2028-63-9 Well-known Company Product Price

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  • TCI America

  • (B0750)  3-Butyn-2-ol (55% in Water, ca. 7.5mol/L)  

  • 2028-63-9

  • 25mL

  • 290.00CNY

  • Detail
  • TCI America

  • (B0750)  3-Butyn-2-ol (55% in Water, ca. 7.5mol/L)  

  • 2028-63-9

  • 500mL

  • 2,150.00CNY

  • Detail
  • TCI America

  • (B1001)  3-Butyn-2-ol  >97.0%(GC)

  • 2028-63-9

  • 5mL

  • 250.00CNY

  • Detail
  • TCI America

  • (B1001)  3-Butyn-2-ol  >97.0%(GC)

  • 2028-63-9

  • 25mL

  • 775.00CNY

  • Detail
  • Alfa Aesar

  • (A11881)  (±)-3-Butyn-2-ol, 98%   

  • 2028-63-9

  • 5g

  • 295.0CNY

  • Detail
  • Alfa Aesar

  • (A11881)  (±)-3-Butyn-2-ol, 98%   

  • 2028-63-9

  • 10g

  • 515.0CNY

  • Detail
  • Alfa Aesar

  • (A11881)  (±)-3-Butyn-2-ol, 98%   

  • 2028-63-9

  • 25g

  • 897.0CNY

  • Detail
  • Alfa Aesar

  • (A11881)  (±)-3-Butyn-2-ol, 98%   

  • 2028-63-9

  • 100g

  • 3319.0CNY

  • Detail
  • Alfa Aesar

  • (A11881)  (±)-3-Butyn-2-ol, 98%   

  • 2028-63-9

  • 250g

  • 7292.0CNY

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  • Aldrich

  • (447986)  3-Butyn-2-ol  97%

  • 2028-63-9

  • 447986-25ML

  • 747.63CNY

  • Detail
  • Aldrich

  • (447986)  3-Butyn-2-ol  97%

  • 2028-63-9

  • 447986-100ML

  • 2,329.47CNY

  • Detail

2028-63-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Butyn-2-ol

1.2 Other means of identification

Product number -
Other names 3-butyne2-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2028-63-9 SDS

2028-63-9Synthetic route

trimethyl(4-{[(1-methylprop-2-yn-1-yl)oxy]methyl}benzyl)silane
846539-19-3

trimethyl(4-{[(1-methylprop-2-yn-1-yl)oxy]methyl}benzyl)silane

A

p-<(trimethylsilyl)methyl>benzaldehyde
109088-53-1

p-<(trimethylsilyl)methyl>benzaldehyde

B

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃;A n/a
B 74%
acetaldehyde
75-07-0

acetaldehyde

acetylene
74-86-2

acetylene

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 15℃;10%
With potassium hydroxide; Dimethoxymethane; sodium amide
With potassium hydroxide; 2-methoxy-ethanol; sodium amide
Propargylic aldehyde
624-67-9

Propargylic aldehyde

methylmagnesium bromide
75-16-1

methylmagnesium bromide

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With diethyl ether
2-bromo-1-buten-3-ol
198014-16-3

2-bromo-1-buten-3-ol

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With potassium hydroxide
ethynyldimagnesium dibromide
4301-15-9

ethynyldimagnesium dibromide

acetaldehyde
75-07-0

acetaldehyde

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With diethyl ether; ethanol
sodium acetylide
1066-26-8

sodium acetylide

acetaldehyde
75-07-0

acetaldehyde

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
at -5℃;
at -5℃;
With ammonia
diethyl ether
60-29-7

diethyl ether

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

acetaldehyde
75-07-0

acetaldehyde

acetylene
74-86-2

acetylene

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

acetaldehyde
75-07-0

acetaldehyde

acetylene
74-86-2

acetylene

A

3-hexyn-2,5-diol
3031-66-1

3-hexyn-2,5-diol

B

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With copper acetylenide upon Fuller's earth; water at 120 - 125℃; under 11400 Torr;
With Fuller's Earth; water; copper(I) monacetylide at 125℃; under 11032.6 Torr; Gemisch von zwei Formen;
With Fuller's Earth; water; copper(I) monacetylide at 125℃; under 11032.6 Torr; Gemisch von zwei Formen;
With copper acetylenide upon Fuller's earth; water at 120 - 125℃; under 11400 Torr;
diethyl ether
60-29-7

diethyl ether

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

acetylene
74-86-2

acetylene

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
anschl. mit Acetaldehyd;
ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

acetylene
74-86-2

acetylene

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With diethyl ether nachfolgende Einw. von Acetaldehyd;
2-bromo-1-buten-3-ol
198014-16-3

2-bromo-1-buten-3-ol

aqueous KOH-solution

aqueous KOH-solution

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

methyl ethynyl ketone
1423-60-5

methyl ethynyl ketone

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 0℃; for 1h;
acetaldehyde
75-07-0

acetaldehyde

lithium acetylide
70277-75-7

lithium acetylide

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

acetaldehyde
75-07-0

acetaldehyde

acetylenemagnesium bromide
4301-14-8

acetylenemagnesium bromide

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃;
Stage #1: acetaldehyde; acetylenemagnesium bromide In tetrahydrofuran at -20 - 20℃; Inert atmosphere;
Stage #2: With ammonium chloride In tetrahydrofuran at 0℃; Inert atmosphere;
In tetrahydrofuran at 0℃; for 5h;
In tetrahydrofuran at -78 - 20℃; for 2.5h; Inert atmosphere;
but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With potassium carbonate In methanol at 20℃; for 2h; Inert atmosphere;
2-hydroxypropanal
3913-65-3

2-hydroxypropanal

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

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

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Conditions
ConditionsYield
With potassium carbonate In methanol at 20℃; for 5.5h; Seyferth-Gilbert Homologation;
but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

methyl ethynyl ketone
1423-60-5

methyl ethynyl ketone

Conditions
ConditionsYield
With dihydrogen peroxide In toluene at 70℃; for 8.5h; Reagent/catalyst;100%
With titanium(IV) oxide; oxygen at 29.84℃; under 760.051 Torr; for 24h; Sealed tube; Irradiation;77%
With chromium(VI) oxide; sulfuric acid at 2 - 10℃; under 30 Torr; for 3h;38%
but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

1-iodo-buta-1,2-diene
2914-57-0

1-iodo-buta-1,2-diene

Conditions
ConditionsYield
With 1-iodo-N,N,2-trimethylprop-1-en-1-amine In dichloromethane 1.) 0 deg C; 2.) rt., 4 days;100%
With triphenyl phosphite methiodide In N,N-dimethyl-formamide
Stage #1: but-3-yn-2-ol With n-butyllithium In tetrahydrofuran at -78℃; for 0.0833333h; Inert atmosphere;
Stage #2: With methanesulfonyl chloride In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #3: With copper(l) iodide; lithium iodide In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

1-methylprop-2-ynyl methanesulfonate
59967-06-5

1-methylprop-2-ynyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 1h; Ambient temperature;100%
With triethylamine In dichloromethane at 0℃; for 3h; Inert atmosphere;95%
With triethylamine In dichloromethane at 0℃; for 0.25h;93%
but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

tert-butyl-(1-methyl-prop-2-ynyloxy)diphenylsilane
247923-45-1

tert-butyl-(1-methyl-prop-2-ynyloxy)diphenylsilane

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 12h;100%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;94%
With 1H-imidazole In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;83%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;
With 1H-imidazole In dichloromethane at 0 - 20℃; for 8h;
4-tolyl iodide
624-31-7

4-tolyl iodide

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

4-(4-methylphenyl)but-3-yn-2-ol
79756-90-4

4-(4-methylphenyl)but-3-yn-2-ol

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 5.5h; Sonogashira coupling; Inert atmosphere;100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In dimethyl sulfoxide; triethylamine at 40 - 45℃; for 10.3h;91%
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 7h; Sonogashira coupling;87%
benzaldehyde
100-52-7

benzaldehyde

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

1-phenyl-2-pentyne-1,4-diol
135468-12-1

1-phenyl-2-pentyne-1,4-diol

Conditions
ConditionsYield
Stage #1: but-3-yn-2-ol With methyllithium In tetrahydrofuran; diethyl ether at -50℃; for 2h;
Stage #2: benzaldehyde In tetrahydrofuran; diethyl ether at -50 - 20℃;
100%
Stage #1: but-3-yn-2-ol With n-butyllithium In tetrahydrofuran at -78℃; for 2h;
Stage #2: benzaldehyde In tetrahydrofuran at -78 - 20℃; Further stages.;
82%
Stage #1: but-3-yn-2-ol With n-butyllithium In diethyl ether at -78℃; for 2h; Inert atmosphere;
Stage #2: benzaldehyde In diethyl ether at -78 - 20℃; Inert atmosphere;
82%
With n-butyllithium In tetrahydrofuran at -78 - 20℃;
Stage #1: but-3-yn-2-ol With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Schlenk technique;
Stage #2: benzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; for 24h; Schlenk technique;
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

3-(triisopropylsilyl)oxybut-1-yne
868764-60-7

3-(triisopropylsilyl)oxybut-1-yne

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 15h;100%
3,5-dimethylphenyl iodide
22445-41-6

3,5-dimethylphenyl iodide

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

4-(3,5-dimethylphenyl)-3-butyn-2-ol
1020212-00-3

4-(3,5-dimethylphenyl)-3-butyn-2-ol

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 4h; Sonogashira coupling; Inert atmosphere;100%
With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 100℃; for 0.166667h; Sonogashira reaction; microwave irradiation;
[κ1(C(1),C(4))-C(CO2Me)=C(CO2Me)C(CO2Me)=C(CO2Me)](PPh3)2IrCl

[κ1(C(1),C(4))-C(CO2Me)=C(CO2Me)C(CO2Me)=C(CO2Me)](PPh3)2IrCl

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

[κ1(C(1),C(4))-C(CO2Me)=C(CO2Me)C(CO2Me)=C(CO2Me)](PPh3)2Ir(CO)(E-CH=CHMe)
167385-31-1

[κ1(C(1),C(4))-C(CO2Me)=C(CO2Me)C(CO2Me)=C(CO2Me)](PPh3)2Ir(CO)(E-CH=CHMe)

Conditions
ConditionsYield
In dichloromethane; water two phases, 24 h at 25°C;100%
In chloroform; water in air, Ir compd. and ligand (1:10 molar ratio) in aq. chloroform, stirred at 23°C for 15 h; evapd., recrystd. (benzene/hexane);95%
In dichloromethane-d2; water Ir compd. and ligand for 21 h; NMR;
1,4-diazidobutane
24345-72-0

1,4-diazidobutane

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

C12H20N6O2
1250839-21-4

C12H20N6O2

Conditions
ConditionsYield
With copper(I) bromide In N,N-dimethyl-formamide at 50℃; for 12h; Huigen-type cycloaddition; regioselective reaction;100%
C23H26I2O4

C23H26I2O4

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

C31H36O6

C31H36O6

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran Sonogashira Cross-Coupling;100%
but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

but-3-yn-2-yl diphenyl phosphate

but-3-yn-2-yl diphenyl phosphate

Conditions
ConditionsYield
With triethylamine; trifluoroacetic acid In dichloromethane at 0 - 20℃; Inert atmosphere;100%
but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

O-1-methyl-2-propynyl phenylphenylphosphinate
23834-42-6

O-1-methyl-2-propynyl phenylphenylphosphinate

Conditions
ConditionsYield
With triethylamine; trifluoroacetic acid In dichloromethane at 0 - 20℃; Inert atmosphere;100%
benzophenone
119-61-9

benzophenone

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

(R/S)-1,1-diphenylpent-2-yne-1,4-diol
783339-46-8

(R/S)-1,1-diphenylpent-2-yne-1,4-diol

Conditions
ConditionsYield
Stage #1: but-3-yn-2-ol With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 0.333333h; Inert atmosphere;
Stage #2: benzophenone With cerium(III) chloride In tetrahydrofuran; hexane Reagent/catalyst;
100%
Stage #1: but-3-yn-2-ol With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 0.5h; Inert atmosphere;
Stage #2: benzophenone In tetrahydrofuran; hexane Inert atmosphere;
87%
ethyl vinyl ether
109-92-2

ethyl vinyl ether

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

2-(3-oxa-pent-2-yloxy)-but-3-yne
5967-11-3

2-(3-oxa-pent-2-yloxy)-but-3-yne

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane at 23℃; for 1h;99%
With pyridinium p-toluenesulfonate In dichloromethane at 23℃; for 1h;99%
With pyridinium p-toluenesulfonate In dichloromethane for 1h;93%
With hydrogenchloride for 2h;83%
With hydrogenchloride
but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

3-(trimethylsiloxy)but-1-yne
17869-76-0, 100244-12-0, 117924-32-0

3-(trimethylsiloxy)but-1-yne

Conditions
ConditionsYield
at 110℃; for 12h;99%
at 110℃; for 16h;99%
for 0.166667h; microwave irradiation;95%
but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

(μ-η(2)-η(2)-HC*CCH(CH3)OH)Co2(CO)6
40687-04-5, 172511-75-0

(μ-η(2)-η(2)-HC*CCH(CH3)OH)Co2(CO)6

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;99%
In diethyl ether N2; soln. stirred for 0.5 h until no CO evolution was no longer visible; evapn., flash chromy. (elution with hexane to remove Co impurities); elution with 20/1 hexane/ethylacetate, elem. anal.;84%
In not given reacting Co2(CO)8 soln. with alkyne until CO formation is completed; room temp., under N2;
In not given reacting Co2(CO)8 soln. with alkyne until CO formation is completed; room temp., under N2;
ethane-1,2-diyl bis(2-(2-iodophenyl)acetate)
1269806-61-2

ethane-1,2-diyl bis(2-(2-iodophenyl)acetate)

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

ethane-1,2-diyl bis(2-(2-(3-hydroxybut-1-ynyl)phenyl)acetate)
1269806-66-7

ethane-1,2-diyl bis(2-(2-(3-hydroxybut-1-ynyl)phenyl)acetate)

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran Sonogashira coupling;99%
butane-1,4-diyl bis(2-(2-iodophenyl)acetate)
1269806-62-3

butane-1,4-diyl bis(2-(2-iodophenyl)acetate)

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

butane-1,2-diyl bis(2-(2-(3-hydroxybut-1-ynyl)phenyl)acetate)
1269806-71-4

butane-1,2-diyl bis(2-(2-(3-hydroxybut-1-ynyl)phenyl)acetate)

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran Sonogashira coupling;99%
thiophenol
108-98-5

thiophenol

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

3-phenylsulfanyl-butan-2-one
13023-53-5, 132187-18-9, 132187-19-0

3-phenylsulfanyl-butan-2-one

Conditions
ConditionsYield
Stage #1: but-3-yn-2-ol With palladium diacetate; gold(I) chloride In nitromethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: thiophenol In nitromethane at 80℃; for 8h; Solvent; Time; Inert atmosphere; regioselective reaction;
99%
thiophenol
108-98-5

thiophenol

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

3-(phenylthio)-3-buten-2-ol
77202-27-8

3-(phenylthio)-3-buten-2-ol

Conditions
ConditionsYield
Stage #1: but-3-yn-2-ol With palladium diacetate; gold(I) chloride In nitromethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: thiophenol In nitromethane at 60℃; for 3h; Inert atmosphere; regioselective reaction;
99%
Stage #1: but-3-yn-2-ol With palladium diacetate In nitromethane at 20℃; for 0.0833333h; Microwave irradiation; Sealed tube;
Stage #2: thiophenol In nitromethane at 80℃; for 16h; regioselective reaction;
51%
cyclohexyl azide
19573-22-9

cyclohexyl azide

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

1-cyclohexyl-4-(1-hydroxyethyl)-1,2,3-triazole

1-cyclohexyl-4-(1-hydroxyethyl)-1,2,3-triazole

Conditions
ConditionsYield
With 2-{4-[(dimethylamino)methyl]-1,2,3-triazol-1-yl}cyclohexan-1-ol; copper(II) sulfate; sodium L-ascorbate In ethanol; water at 20℃; for 1.5h; Reagent/catalyst; Huisgen Cycloaddition;99%
With 2-{4-[(dimethylamino)methyl]-1,2,3-triazolyl}cyclohexan-1-ol; copper(II) sulfate; sodium L-ascorbate In ethanol; water at 20℃; for 1.5h;99%
BOC-glycine
4530-20-5

BOC-glycine

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

N-Boc-glycine-2-butyn-1-ester
537710-07-9

N-Boc-glycine-2-butyn-1-ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 16h; Inert atmosphere;99%
1-Iodonaphthalene
90-14-2

1-Iodonaphthalene

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

4-(naphthalen-1-yl)but-3-yn-2-ol

4-(naphthalen-1-yl)but-3-yn-2-ol

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 0 - 20℃; for 16h; Sonogashira Cross-Coupling; Inert atmosphere;99%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;98%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 20℃;
Phenylselenyl bromide
34837-55-3

Phenylselenyl bromide

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

4-Phenylselanyl-but-3-yn-2-ol
104829-02-9

4-Phenylselanyl-but-3-yn-2-ol

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1h;98%
1-Fluoro-2-iodobenzene
348-52-7

1-Fluoro-2-iodobenzene

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

4-(2-fluorophenyl)but-3-yn-2-ol
893746-80-0

4-(2-fluorophenyl)but-3-yn-2-ol

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;98%
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 60℃;
but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

4-(4'-nitrophenyl)-3-butyn-2-ol
111887-20-8

4-(4'-nitrophenyl)-3-butyn-2-ol

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 80℃; Inert atmosphere; Schlenk technique;98%
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 80℃;
2-Iodothiophene
3437-95-4

2-Iodothiophene

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

(+/-)-4-(thiophen-2-yl)but-3-yn-2-ol
422308-84-7

(+/-)-4-(thiophen-2-yl)but-3-yn-2-ol

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;98%
With copper(l) iodide; ethanolamine; triphenylphosphine; palladium on activated charcoal In water at 80℃; for 8h; Sonogashira coupling;90%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 60℃; Inert atmosphere; Schlenk technique;84%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 20℃;
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 12h;
(Z)-{N-[4-(2-(N'-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-4-methylbenzenesulfonamido)methylallyloxy]but-2-enyl}-2-nitrobenzenesulfonamide
1018387-42-2

(Z)-{N-[4-(2-(N'-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-4-methylbenzenesulfonamido)methylallyloxy]but-2-enyl}-2-nitrobenzenesulfonamide

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

C35H32F17N3O7S2
1018389-92-8

C35H32F17N3O7S2

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 1h; Fukuyama-Mitsunobu reaction;98%
3-Iodotoluene
625-95-6

3-Iodotoluene

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

4-(m-methylphenyl)-3-butyn-2-ol
265660-98-8

4-(m-methylphenyl)-3-butyn-2-ol

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;98%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In dimethyl sulfoxide; triethylamine at 40 - 45℃; for 10.5h;89%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 20℃;
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 12h;

2028-63-9Relevant articles and documents

Method for synthesizing 3 -butyne -2 - alcohol with high yield

-

Paragraph 0033-0049, (2021/11/27)

The invention discloses a method for synthesizing 3 -butyne -2 - alcohol, wherein tripolyacetaldehyde is used as a raw material acetaldehyde source, and potassium hydroxide or potassium tert-butoxide or potassium tert-butoxide is used as a dispersant. After the reaction endpoint material is hydrolyzed to remove potassium hydroxide, the target product 3 - butyne -2 - alcohol is separated by aqueous phase extraction. The method has the advantages of low acetylene reaction pressure. Target product yield is high.

Phosphine-Catalyzed Intermolecular Annulations of Fluorinated ortho-Aminophenones with Alkynones – The Switchable [4+2] or [4+2]/[3+2] Cycloaddition

Zhang, Yanshun,Sun, Yaoliang,Wei, Yin,Shi, Min

supporting information, p. 2129 - 2135 (2019/03/13)

A phosphine-catalyzed intermolecular annulation reaction of functionalized ortho-aminoacetophenones with alkynones has been disclosed in this paper. A variety of 2-alkynylquinolines and benzo-fused indolizine were selectively afforded in moderate to good yields at different reaction temperatures and with different phosphine catalysts via the in situ generated zwitterionic intermediate derived from alkynone and phosphine. (Figure presented.).

Gold(I)-catalyzed decarboxylation of propargyl carbonates: Reactivity reversal of the gold catalyst from π-Lewis acidity to σ-Lewis acidity

Shen, Ruwei,Yang, Jianjun,Zhu, Shugao,Chen, Chao,Wu, Luling

supporting information, p. 1259 - 1269 (2015/04/22)

A cationic gold(I)-catalyzed decarboxylative etherification of propargyl carbonates to selectively produce propargyl ethers is reported. In the reaction the gold(I) catalyst shows a distinct σ-Lewis acidity rather than the commonly observed π-Lewis acidity, and thus catalyzes the decarboxylation of a variety of propargyl carbonates to give the corresponding propargyl ethers with high selectivity. This reaction represents a rare example of the tunable reactivity of cationic gold(I) complexes between σ-Lewis acidity and π-Lewis acidity.

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