Product Name

  • Name

    1-Pentyne

  • EINECS 210-987-1
  • CAS No. 627-19-0
  • Article Data66
  • CAS DataBase
  • Density 0.718 g/cm3
  • Solubility insoluble in water
  • Melting Point ?106 to ?105 °C
  • Formula C5H8
  • Boiling Point 40.9 °C at 760 mmHg
  • Molecular Weight 68.1185
  • Flash Point -34°C
  • Transport Information
  • Appearance Clear, colorless liquid
  • Safety Dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes. See also ACETYLENE COMPOUNDS and ALKYNES.
  • Risk Codes 11-36/37/38-65
  • Molecular Structure Molecular Structure of 627-19-0 (1-Pentyne)
  • Hazard Symbols F,Xn
  • Synonyms 1-Pentine(3CI); Propylacetylene
  • PSA 0.00000
  • LogP 1.41970

Synthetic route

1,2-dibromopentane
3234-49-9

1,2-dibromopentane

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With potassium hydroxide In xylene Heating;94%
With Aliquat 336; potassium hydroxide In water at 120℃; for 7h;80.9%
With petroleum; sodium amide at 160 - 170℃;
With potassium hydroxide; mineral oil at 250℃;
1-(triphenyl-λ5-phosphanylidene)pentan-2-one
17615-01-9

1-(triphenyl-λ5-phosphanylidene)pentan-2-one

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
at 750℃; under 0.01 Torr;59%
at 750℃;59%
1-pentynyl lithium
18643-50-0

1-pentynyl lithium

A

1-Pentyne
627-19-0

1-Pentyne

B

deca-4,6-diyne
16387-71-6

deca-4,6-diyne

Conditions
ConditionsYield
With dinitrogen tetraoxide In diethyl ether at -78℃; for 0.166667h; Product distribution;A 57%
B 30%
sodium acetylide
1066-26-8

sodium acetylide

propyl bromide
106-94-5

propyl bromide

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
In ammonium hydroxide at -35℃;56%
With ammonia
With tetrahydrofuran; N,N-dimethyl-formamide
In ammonia at -60℃;
In ammonia Alkylation;
pentanal
110-62-3

pentanal

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With Nonafluorobutanesulfonyl fluoride; tert-butylimino-tri(pyrrolidino)phosphorane In N,N-dimethyl-formamide at -10 - 20℃;53%
hex-2-ynal
27593-24-4

hex-2-ynal

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With sodium hydroxide In methanol at 85℃;40%
2-Pentyne
627-21-4

2-Pentyne

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With sodium at 100℃; Zers. des gebildeten Natriumpropylacetylens durch Wasser;
penta-2,3-diene
591-96-8

penta-2,3-diene

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With sodium at 100℃; Zers. des gebildeten Natriumpropylacetylens durch Wasser;
2-chloro-pent-2-ene
67747-70-0

2-chloro-pent-2-ene

1-Pentyne
627-19-0

1-Pentyne

3-chloro-2-pentene
34238-52-3

3-chloro-2-pentene

1-Pentyne
627-19-0

1-Pentyne

2-chloro-pent-1-ene
42131-85-1

2-chloro-pent-1-ene

1-Pentyne
627-19-0

1-Pentyne

2-bromopent-1-ene
31844-95-8

2-bromopent-1-ene

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With sodium amide; xylene at 150℃; Zersetzung des Reaktionsprodukts mit Wasser;
Multi-step reaction with 3 steps
1: chloroform; bromine
2: sodium ethylate
3: zinc; alcohol / 78 °C
View Scheme
1,2-dibromo-pent-1-ene
26391-15-1

1,2-dibromo-pent-1-ene

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With ethanol; zinc at 78℃;
di-1-propyl sulfate
598-05-0

di-1-propyl sulfate

sodium acetylide
1066-26-8

sodium acetylide

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With ammonia
3-methyl-but-1-yne
598-23-2

3-methyl-but-1-yne

A

2-Pentyne
627-21-4

2-Pentyne

B

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
Isomerisierung;
penta-1,2-diene
591-95-7

penta-1,2-diene

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With petroleum; sodium amide at 140℃;
2,2-dichloro-pentane
34887-14-4

2,2-dichloro-pentane

1-Pentyne
627-19-0

1-Pentyne

2,3-dichloropentane
600-11-3

2,3-dichloropentane

1-Pentyne
627-19-0

1-Pentyne

sodium acetylide
1066-26-8

sodium acetylide

1-iodo-propane
107-08-4

1-iodo-propane

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With ammonia under 760 Torr;
2-Pentanone
107-87-9

2-Pentanone

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With phosphorus pentachloride; potassium carbonate at 120℃;
Multi-step reaction with 2 steps
1: phosphorus pentachloride
View Scheme
Multi-step reaction with 2 steps
1: phosphorus pentachloride
View Scheme
cyclopentene
142-29-0

cyclopentene

A

1-methylbuta-1,3-diene
2004-70-8

1-methylbuta-1,3-diene

B

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
at 1227℃; Equilibrium constant;
3-buten-1-yne
689-97-4

3-buten-1-yne

(Z)-azomethane
4143-42-4

(Z)-azomethane

A

Z-piperylene
1574-41-0

Z-piperylene

B

1-methylbuta-1,3-diene
2004-70-8

1-methylbuta-1,3-diene

C

1-Pentyne
627-19-0

1-Pentyne

D

3-methyl-1-pentyne
922-59-8

3-methyl-1-pentyne

E

(Z)-3-methyl-1,3-pentadiene
2787-45-3

(Z)-3-methyl-1,3-pentadiene

Conditions
ConditionsYield
In gas at 299.9℃; Thermodynamic data; Rate constant; Kinetics; Heating; other temperature;
propene
187737-37-7

propene

A

1-Pentyne
627-19-0

1-Pentyne

B

3-methyl-but-1-yne
598-23-2

3-methyl-but-1-yne

C

6-Methyl-hept-1-en-4-yne
10288-14-9

6-Methyl-hept-1-en-4-yne

D

1,1'-Dimethylethenebisallene
4356-63-2

1,1'-Dimethylethenebisallene

E

1-octene-4-yne
24612-83-7

1-octene-4-yne

F

4-Methylhept-1-en-6-yne
120608-97-1

4-Methylhept-1-en-6-yne

Conditions
ConditionsYield
With Diatomic carbon at -196.1℃; Mechanism;
(E)/(Z)-1-bromo-1-pentene
60468-23-7

(E)/(Z)-1-bromo-1-pentene

A

1-Pentyne
627-19-0

1-Pentyne

B

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With potassium tert-butylate at 240℃; for 0.0166667h; Product distribution; Mechanism;
1-penten
109-67-1

1-penten

A

1-Pentyne
627-19-0

1-Pentyne

B

2-Pentanone
107-87-9

2-Pentanone

Conditions
ConditionsYield
With perchloric acid; air; Pd(OAc)2-OPTA In ethanol at 25℃; for 3.5h;A 89 % Chromat.
B 11 % Chromat.
With perchloric acid; air In ethanol at 25℃; for 3.5h; Product distribution; various reaction conditions; also for other n-alkenes;A 89 % Chromat.
B 11 % Chromat.
ethyl 1,2-dipropyl-1-cyclopropene-3-carboxylate
1605-39-6

ethyl 1,2-dipropyl-1-cyclopropene-3-carboxylate

A

1-Pentyne
627-19-0

1-Pentyne

B

ethyl 2-hexynoate
16205-90-6

ethyl 2-hexynoate

C

(Z)-ethyl 4-oxo-3-propyl-2-hepten-1-oate
73368-67-9

(Z)-ethyl 4-oxo-3-propyl-2-hepten-1-oate

D

(E)-ethyl 4-oxo-3-propyl-2-hepten-1-oate
73368-65-7

(E)-ethyl 4-oxo-3-propyl-2-hepten-1-oate

E

butyric acid
107-92-6

butyric acid

Conditions
ConditionsYield
With oxygen In acetonitrile Product distribution; Mechanism; Irradiation; other solvents (sensitizers: methylene blue, MB; rose bengal, RB; polymer-based rose bengal, p-RB);
1,2-di-n-propylcyclopropene
10306-92-0

1,2-di-n-propylcyclopropene

A

1-Pentyne
627-19-0

1-Pentyne

B

trans-1,3-octadien-5-one
30647-86-0

trans-1,3-octadien-5-one

C

5-nonyn-4-one
73368-69-1

5-nonyn-4-one

D

2-propyl-1-hexen-3-one
73368-66-8

2-propyl-1-hexen-3-one

Conditions
ConditionsYield
With oxygen In acetonitrile Irradiation; other solvents (sensitizer: methylene blue, MB; rose bengal, RB); Yield given. Further byproducts given;
With oxygen In acetonitrile Irradiation; other solvents (sensitizer: methylene blue, MB; rose bengal, RB); Further byproducts given;
1,2-di-n-propylcyclopropene
10306-92-0

1,2-di-n-propylcyclopropene

A

1-Pentyne
627-19-0

1-Pentyne

B

trans-1,3-octadien-5-one
30647-86-0

trans-1,3-octadien-5-one

C

5-nonyn-4-one
73368-69-1

5-nonyn-4-one

D

2-propyl-1-hexen-3-one
73368-66-8

2-propyl-1-hexen-3-one

E

butyric acid
107-92-6

butyric acid

Conditions
ConditionsYield
With oxygen In acetonitrile Product distribution; Mechanism; Irradiation; other solvents (sensitizers: methylene blue, MB; rose bengal, RB; polymer based rose bengal, p-RB);
Biphenyl-4-yl-dimethyl-pent-1-ynyl-silane
136449-60-0

Biphenyl-4-yl-dimethyl-pent-1-ynyl-silane

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With potassium carbonate In methanol72 % Chromat.
C5H7(3)H
100312-91-2

C5H7(3)H

1-Pentyne
627-19-0

1-Pentyne

Conditions
ConditionsYield
With amine buffer; water at 25℃; Rate constant; μ = 0.10 M;
1-Pentyne
627-19-0

1-Pentyne

hexakis[2-(dimethylaminomethyl)phenyl]cyclotrisilane
143504-44-3

hexakis[2-(dimethylaminomethyl)phenyl]cyclotrisilane

Dimethyl-{2-[1,2,2-tris-(2-dimethylaminomethyl-phenyl)-4-propyl-1,2-dihydro-[1,2]disilet-1-yl]-benzyl}-amine
158817-37-9

Dimethyl-{2-[1,2,2-tris-(2-dimethylaminomethyl-phenyl)-4-propyl-1,2-dihydro-[1,2]disilet-1-yl]-benzyl}-amine

Conditions
ConditionsYield
In benzene-d6 at 55℃; for 10h;100%
1-Pentyne
627-19-0

1-Pentyne

benzaldehyde
100-52-7

benzaldehyde

1-Phenyl-2-hexin-1-ol
108946-34-5

1-Phenyl-2-hexin-1-ol

Conditions
ConditionsYield
Stage #1: 1-Pentyne With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; for 1.5h;
Stage #2: benzaldehyde In tetrahydrofuran; hexane at -78 - 20℃;
100%
Stage #1: 1-Pentyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: benzaldehyde In tetrahydrofuran; hexane at 20℃; for 2h;
98%
Yield given. Multistep reaction;
Stage #1: 1-Pentyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: benzaldehyde In tetrahydrofuran; hexane at -78 - 0℃; for 6h;
1-Pentyne
627-19-0

1-Pentyne

2-iodophenylamine
615-43-0

2-iodophenylamine

2-(pent-1-yn-1-yl)aniline
26059-38-1

2-(pent-1-yn-1-yl)aniline

Conditions
ConditionsYield
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;94%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide for 48h; Ambient temperature;91%
2-bromo-pyridine
109-04-6

2-bromo-pyridine

1-Pentyne
627-19-0

1-Pentyne

2-(pent-1'-ynyl)-pyridine
202828-84-0

2-(pent-1'-ynyl)-pyridine

Conditions
ConditionsYield
With copper(l) iodide; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride In triethylamine at 25℃; for 16h; Sonogashira coupling;100%
Stage #1: 2-bromo-pyridine With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine at 25℃; for 0.5h; Inert atmosphere;
Stage #2: 1-Pentyne at 25℃; for 16h; Inert atmosphere;
94%
Stage #1: 2-bromo-pyridine With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine at 25℃; for 0.5h; Inert atmosphere;
Stage #2: 1-Pentyne at 25℃; for 16h; Inert atmosphere;
94%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In diethylamine for 20h; Ambient temperature;84%
Stage #1: 2-bromo-pyridine With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine for 0.5h; Sonogashira Cross-Coupling; Inert atmosphere;
Stage #2: 1-Pentyne for 18h; Sonogashira Cross-Coupling; Inert atmosphere; Darkness;
78%
1-Pentyne
627-19-0

1-Pentyne

acetic acid 1-acetoxymethyl-2-(4-bromo-2-nitro-phenyl)-ethyl ester
442521-49-5

acetic acid 1-acetoxymethyl-2-(4-bromo-2-nitro-phenyl)-ethyl ester

acetic acid 1-acetoxymethyl-2-(2-nitro-4-pent-1-ynyl-phenyl)-ethyl ester
442521-50-8

acetic acid 1-acetoxymethyl-2-(2-nitro-4-pent-1-ynyl-phenyl)-ethyl ester

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 18h; Sonogashira coupling;100%
1-Pentyne
627-19-0

1-Pentyne

1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

1-bromo-2-(n-propylethynyl)benzene
194092-09-6

1-bromo-2-(n-propylethynyl)benzene

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) at 20℃; for 8h; Inert atmosphere;100%
Stage #1: 1-Bromo-2-iodobenzene With bis-triphenylphosphine-palladium(II) chloride; triethylamine for 0.166667h; Sonogashira Cross-Coupling; Inert atmosphere;
Stage #2: 1-Pentyne With copper(l) iodide at 20℃; Sonogashira Cross-Coupling; Inert atmosphere;
100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 4h; Sonogashira coupling;96%
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-4-azido-6-(methylthio)tetrahydro-2H-pyran-3,5-diyl diacetate
443864-69-5

(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-4-azido-6-(methylthio)tetrahydro-2H-pyran-3,5-diyl diacetate

1-Pentyne
627-19-0

1-Pentyne

methyl 2,4,6-tri-O-acetyl-3-deoxy-3-(4-propyl-1H-[1,2,3]-triazol-1-yl)-1-thio-β-D-galactopyranoside

methyl 2,4,6-tri-O-acetyl-3-deoxy-3-(4-propyl-1H-[1,2,3]-triazol-1-yl)-1-thio-β-D-galactopyranoside

Conditions
ConditionsYield
With copper; N-ethyl-N,N-diisopropylamine In toluene at 45℃;100%
With N-ethyl-N,N-diisopropylamine; copper(l) iodide In toluene at 50℃; for 72h;100%
With copper(l) iodide; N-ethyl-N,N-diisopropylamine In toluene at 50℃; for 72h; regioselective reaction;99%
2,4-dibromo-5-methyl-pyrimidine
494194-61-5

2,4-dibromo-5-methyl-pyrimidine

1-Pentyne
627-19-0

1-Pentyne

5-methyl-2,4-di-pent-1-ynyl-pyrimidine

5-methyl-2,4-di-pent-1-ynyl-pyrimidine

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; for 3h; Sonogashira coupling;100%
2,4-dibromo-5,6-dimethyl-pyrimidine
753470-32-5

2,4-dibromo-5,6-dimethyl-pyrimidine

1-Pentyne
627-19-0

1-Pentyne

4,5-dimethyl-2,6-di-pent-1-ynyl-pyrimidine
753470-52-9

4,5-dimethyl-2,6-di-pent-1-ynyl-pyrimidine

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; for 3h; Sonogashira coupling;100%
1-Pentyne
627-19-0

1-Pentyne

2-(dimethylamino)benzaldehyde
579-72-6

2-(dimethylamino)benzaldehyde

1-(2-dimethylaminophenyl)hex-2-yn-1-ol
876460-06-9

1-(2-dimethylaminophenyl)hex-2-yn-1-ol

Conditions
ConditionsYield
Stage #1: 1-Pentyne With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.25h;
Stage #2: 2-(dimethylamino)benzaldehyde In tetrahydrofuran; hexane for 0.15h;
100%
1-Pentyne
627-19-0

1-Pentyne

ethyl chlorocarbonylacetate
36239-09-5

ethyl chlorocarbonylacetate

3-oxo-oct-4-ynoic acid ethyl ester
861144-51-6

3-oxo-oct-4-ynoic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 1-Pentyne With isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 6h;
Stage #2: ethyl chlorocarbonylacetate In tetrahydrofuran at 0 - 20℃;
100%
1-Pentyne
627-19-0

1-Pentyne

(R)-propylene oxide
15448-47-2

(R)-propylene oxide

(R)-oct-4-yn-2-ol
907157-39-5

(R)-oct-4-yn-2-ol

Conditions
ConditionsYield
Stage #1: 1-Pentyne With n-butyllithium In tetrahydrofuran; hexane at -40 - 0℃; for 0.5h;
Stage #2: (R)-propylene oxide With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexane at -20 - 20℃; for 16.5h;
100%
2-iodophenyl methoxymethyl sulfide
909275-31-6

2-iodophenyl methoxymethyl sulfide

1-Pentyne
627-19-0

1-Pentyne

2-(pent-1-ynyl)phenyl methoxymethyl sulfide
909275-32-7

2-(pent-1-ynyl)phenyl methoxymethyl sulfide

Conditions
ConditionsYield
With copper(l) iodide; triethylamine; triphenylphosphine; palladium dichloride at 20℃; Sonogashira coupling;100%
1-Pentyne
627-19-0

1-Pentyne

cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

trans-2-(1-pentynyl)cyclohexan-1-ol

trans-2-(1-pentynyl)cyclohexan-1-ol

Conditions
ConditionsYield
Stage #1: 1-Pentyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: cyclohexane-1,2-epoxide With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78℃; for 3h;
100%
Stage #1: 1-Pentyne With n-butyllithium; boron trifluoride diethyl etherate In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: cyclohexane-1,2-epoxide In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #3: With ammonium chloride In tetrahydrofuran; water
68%
1-Pentyne
627-19-0

1-Pentyne

trifluoro-methanesulfonic acid 3-methoxy-2-methyl-6-nitro-phenyl ester
835883-30-2

trifluoro-methanesulfonic acid 3-methoxy-2-methyl-6-nitro-phenyl ester

C13H15NO3
1148008-83-6

C13H15NO3

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetra-(n-butyl)ammonium iodide In triethylamine; acetonitrile Sonogashira-Hagihara coupling; Reflux;100%
1-Pentyne
627-19-0

1-Pentyne

N,N-diethyl-2-iodo-3-methoxy-4-(methoxymethoxy)benzamide
1161720-15-5

N,N-diethyl-2-iodo-3-methoxy-4-(methoxymethoxy)benzamide

N,N-diethyl-3-methoxy-4-(methoxymethoxy)-2-(pent-1-yn-1-yl)benzamide
1161720-16-6

N,N-diethyl-3-methoxy-4-(methoxymethoxy)-2-(pent-1-yn-1-yl)benzamide

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In diethylamine at 60℃; for 35h; Sonogashira coupling; Inert atmosphere;100%
1-Pentyne
627-19-0

1-Pentyne

o-iodo-methyl-benzoic acid
610-97-9

o-iodo-methyl-benzoic acid

methyl 2-(pent-1-yn-1-yl)benzoate
90584-93-3

methyl 2-(pent-1-yn-1-yl)benzoate

Conditions
ConditionsYield
With copper(l) iodide; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 20℃; for 24h; Arylation;99%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 24h; Condensation;99%
With triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran at 20℃; for 24h; Sonogashira coupling reaction;98%
1-Pentyne
627-19-0

1-Pentyne

deca-4,6-diyne
16387-71-6

deca-4,6-diyne

Conditions
ConditionsYield
With oxygen; palladium on activated charcoal; copper(l) iodide In dimethyl sulfoxide at 20℃; for 24h;99%
With N,N,N,N,-tetramethylethylenediamine In dichloromethane at 130℃; under 37503.8 Torr; for 0.333333h; Flow reactor; chemoselective reaction;98%
With copper(l) iodide; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride In acetonitrile at 25℃; for 24h;96%
1-Pentyne
627-19-0

1-Pentyne

2-iodochlorobenzene
615-41-8

2-iodochlorobenzene

1-(2-chlorophenyl)-1-pentyne
600174-97-8

1-(2-chlorophenyl)-1-pentyne

Conditions
ConditionsYield
With copper(l) iodide; diisopropylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride at 84℃; for 6h; Sonogashira coupling;99%
1-Pentyne
627-19-0

1-Pentyne

benzyl 2-formyl-4-isopropoxy-5-methoxyphenyl sulfide
445483-23-8

benzyl 2-formyl-4-isopropoxy-5-methoxyphenyl sulfide

benzyl 2-(1-hydroxy-2-hexynyl)-4-isopropoxy-5-methoxyphenyl sulfide
618388-71-9

benzyl 2-(1-hydroxy-2-hexynyl)-4-isopropoxy-5-methoxyphenyl sulfide

Conditions
ConditionsYield
Stage #1: 1-Pentyne With n-butyllithium In tetrahydrofuran at -78℃; for 0.15h;
Stage #2: benzyl 2-formyl-4-isopropoxy-5-methoxyphenyl sulfide In tetrahydrofuran at 18℃; for 0.25h;
99%
1-Pentyne
627-19-0

1-Pentyne

benzyl azide
622-79-7

benzyl azide

1‐benzyl‐4‐propyl‐1H‐1,2,3‐triazole

1‐benzyl‐4‐propyl‐1H‐1,2,3‐triazole

Conditions
ConditionsYield
With triethylamine In neat (no solvent) at 70℃; for 8h; Huisgen Cycloaddition; regioselective reaction;99%
With [copper(I)]2[(2-picolyliminomethyl)pyrrole]2 In dichloromethane at 20℃; for 4h; Inert atmosphere;99%
With Cu(I)complex of dendrimer of triazole rings with triethylene glycol termini In water at 30℃; for 24h; Inert atmosphere;98%
C10H11F3N2O4S
1006880-54-1

C10H11F3N2O4S

1-Pentyne
627-19-0

1-Pentyne

N-(3-pent-1-ynyl-pyridin-2-yl)butyramide
1006880-56-3

N-(3-pent-1-ynyl-pyridin-2-yl)butyramide

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In acetonitrile at 20℃; Sonogashira coupling;99%
diethyl ether
60-29-7

diethyl ether

1-Pentyne
627-19-0

1-Pentyne

1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

palladium diacetate
3375-31-3

palladium diacetate

1-bromo-4-(pent-1-yn-1-yl)benzene
109027-84-1

1-bromo-4-(pent-1-yn-1-yl)benzene

Conditions
ConditionsYield
With triphenylphosphine In hexane; triethylamine99%
1-Pentyne
627-19-0

1-Pentyne

3,5-dichloro-1-(4-methoxybenzyl)pyrazin-2(1H)-one
393860-82-7

3,5-dichloro-1-(4-methoxybenzyl)pyrazin-2(1H)-one

C17H17ClN2O2
1011736-21-2

C17H17ClN2O2

Conditions
ConditionsYield
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 80℃; for 0.166667h; Sonogashira coupling; microwave irradiation;99%
1-Pentyne
627-19-0

1-Pentyne

trimethyltin(IV)chloride
1066-45-1

trimethyltin(IV)chloride

trimethyl pentynyl stannane
1118-50-9

trimethyl pentynyl stannane

Conditions
ConditionsYield
With methyllithium In diethyl ether dropwise addn. of CH3Li to a soln. of 1-pentyne (-20°C, inert atmosphere), stirring 1 h, warming to 0°C, addn. of (CH3)3SnCl (ether), warming to room temp. while stirring (12 h); removal of solvent, fractional distillation, distillation;99%
1-Pentyne
627-19-0

1-Pentyne

2-Iodobenzoic acid,benzyl ester
67460-10-0

2-Iodobenzoic acid,benzyl ester

o-pent-1-ynylbenzoic acid benzyl ester

o-pent-1-ynylbenzoic acid benzyl ester

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; Sonogashira coupling; Inert atmosphere;99%
1-Pentyne
627-19-0

1-Pentyne

6-hydroxymethyl-5-iodo-1-isopropyl-1H-indazole
1202528-38-8

6-hydroxymethyl-5-iodo-1-isopropyl-1H-indazole

6-hydroxymethyl-1-isopropyl-5-(1-pentynyl)-1H-indazole
1202528-40-2

6-hydroxymethyl-1-isopropyl-5-(1-pentynyl)-1H-indazole

Conditions
ConditionsYield
copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride In N,N-dimethyl-formamide at 20℃; for 12h;99%
1-Pentyne
627-19-0

1-Pentyne

[(1S,2S)-1-({(4-bromophenyl)[trans-2-(6-fluoropyridin-2-yl)cyclopropanecarbonyl]amino}methyl)-2-methylbutyl]carbamic acid tert-butyl ester
1287206-05-6

[(1S,2S)-1-({(4-bromophenyl)[trans-2-(6-fluoropyridin-2-yl)cyclopropanecarbonyl]amino}methyl)-2-methylbutyl]carbamic acid tert-butyl ester

((1S,2S)-1-{[[(1S,2S)-2-(6-fluoropyridin-2-yl)cyclopropanecarbonyl]-(4-pent-1-ynylphenyl)amino]methyl}-2-methylbutyl)carbamic acid t-butyl ester

((1S,2S)-1-{[[(1S,2S)-2-(6-fluoropyridin-2-yl)cyclopropanecarbonyl]-(4-pent-1-ynylphenyl)amino]methyl}-2-methylbutyl)carbamic acid t-butyl ester

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 90℃; for 0.5h; Microwave irradiation;99%
3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

1-Pentyne
627-19-0

1-Pentyne

1-phenyl-4-octyn-3-ol
107383-34-6

1-phenyl-4-octyn-3-ol

Conditions
ConditionsYield
Stage #1: 1-Pentyne With n-butyllithium In tetrahydrofuran; hexane at -78 - -15℃; Inert atmosphere;
Stage #2: 3-phenyl-propionaldehyde In tetrahydrofuran; hexane at -78℃; Inert atmosphere;
99%
1-Pentyne
627-19-0

1-Pentyne

C11H10INO2
1387004-47-8

C11H10INO2

ethyl 5-(pent-1-yn-1-yl)-1H-indole-1-carboxylate
1439383-33-1

ethyl 5-(pent-1-yn-1-yl)-1H-indole-1-carboxylate

Conditions
ConditionsYield
Stage #1: 1-Pentyne; C11H10INO2 With bis-triphenylphosphine-palladium(II) chloride; triethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With copper(l) iodide In tetrahydrofuran at 20℃; Inert atmosphere;
99%

1-PENTYNE Chemical Properties

IUPAC Name: 1-Pentyne
The MF of 1-Pentyne (627-19-0) is C5H8.

                 
The MW of 1-Pentyne (627-19-0) is 68.12.
Synonyms of 1-Pentyne (627-19-0): Acetylene, propyl- ; Ethylmethylacetylene ; Pent-1-in
Product Categories: Miscellaneous;Acetylenes;Alkynes;Organic Building Blocks;Terminal
Form: Clear colorless to pale yellow liquid
Index of Refraction: 1.401 
Density: 0.718 g/ml
Flash Point: -34 °C   
Boiling Point: 40.9 °C
Melting Point: -106 °C
Storage temp: 2-8 °C
BRN: 1697133

1-PENTYNE Uses

  1-Pentyne (627-19-0) is used as organic synthesis.

1-PENTYNE Safety Profile

Dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes. See also ACETYLENE COMPOUNDS and ALKYNES.
Safety information of 1-Pentyne (627-19-0):
Hazard Codes  F,Xn
Risk Statements 
11  Highly Flammable
36/37/38  Irritating to eyes, respiratory system and skin
65  Harmful: May cause lung damage if swallowed
Safety Statements 
16  Keep away from sources of ignition - No smoking
26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36  Wear suitable protective clothing
62  If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label
RIDADR  UN 3295 3/PG 2
WGK Germany  3
HazardClass  3
PackingGroup  II

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