4-Pentyn-1-ol supplier | CasNO.5390-04-5

Name
4-Pentyn-1-ol
EINECS 226-383-6
CAS No. 5390-04-5
Article Data37
CAS DataBase
Density 0.911 g/cm³
Solubility Miscible with water.
Melting Point -24.1°C (estimate)
Formula C₅H₈O
Boiling Point 153.999 °C at 760 mmHg
Molecular Weight 84.1179
Flash Point 61.667 °C
Transport Information UN 1987
Appearance Clear yellow liquid
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms (3-Hydroxypropyl)acetylene;1-Hydroxy-4-pentyne;1-Pentyn-5-ol;5-Hydroxy-1-pentyne;NSC 5274;Pent-4-yne-1-ol;
PSA 20.23000
LogP 0.39210

Synthetic route

: 3003-84-7
Tetrahydrofurfuryl chloride

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With n-butyllithium In hexane at 0℃; for 2h; Solvent; Temperature;	99.9%
With ammonia; sodium amide	91%
With Iron(III) nitrate nonahydrate; ammonia; sodium Cooling with acetone-dry ice;	89%

: carbonic acid pent-4-ynyl ester 2,2,2-trichloro-ethyl ester

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With indium; water; ammonium chloride In methanol for 0.5h; Heating;	98%

: (2R,3R)-3-Heptadecafluorooctyl-2-pent-4-ynyloxy-tetrahydro-pyran

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With methanol; toluene-4-sulfonic acid In tetrahydrofuran at 70℃; for 24h; deprotection of alcoholic OH;	94%

: 130018-34-7
5-(2-propenyloxy)-1-pentyne

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
quinoline-2-carboxylic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In methanol at 30℃; for 3h; Conversion of starting material;	94%
With quinoline-2-carboxylic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In methanol at 30℃; for 3h;	94 % Chromat.

: 197219-01-5
1-methoxy-4-pent-4-ynyloxymethyl-benzene

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane at 21℃; for 0.25h;	91%

: trichloroacetic acid pent-4-ynyl ester

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With indium; water; ammonium chloride In methanol for 0.5h; Heating;	87%

: 6089-09-4
4-pentynoic acid

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether for 2h; Heating;	85%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;

: 62992-46-5
1-(tetrahydropyranyloxy)-4-pentyn

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With indium(III) triflate In methanol; water at 0 - 20℃; for 10h;	82%
With pyridinium p-toluenesulfonate In ethanol at 25℃; for 3h;

: 57618-47-0
5-benzyloxy-1-pentyne

A: 5390-04-5
pent-1-yn-5-ol

B: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With bis(acetylacetonate)oxovanadium; methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate at 120℃; for 48h;	A 60% B 62%

: 30428-24-1
nitrite de pentyne-4 ol-1

A: 96-48-0
4-butanolide

B: 18498-59-4
4-pentyn-1-al

C: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
In benzene at 10 - 20℃; for 18h; Irradiation;	A 2% B n/a C 38%
In benzene at 10 - 20℃; for 18h; Product distribution; Irradiation; examination of further acetylenic nitrites, reaction time;	A 2% B n/a C 38%

...Expand

: 109-99-9
tetrahydrofuran

: 5-tert-Butylperoxy-pent-1-yne

A: 1927-59-9
2-tert-butoxytetrahydrofuran

B: 5390-04-5
pent-1-yn-5-ol

C: 190184-80-6
2-(pent-4-yn-1-yloxy)tetrahydrofuran

D: (E)-5-(Tetrahydro-furan-2-yl)-pent-4-en-1-ol

E: 2-((E)-5-tert-Butylperoxy-pent-1-enyl)-tetrahydro-furan

F: trans-2-[5-(2-tetrahydrofuryl)pent-4-enyloxy]tetrahydrofurane

Conditions

Conditions	Yield
With tert-butyl peroxyacetate at 110℃; for 12h; Product distribution; Mechanism;	A 5% B 5% C 8% D n/a E n/a F n/a

...Expand

: 6581-54-0
3-chlorotetrahydropyran

A: 110-87-2
3,4-dihydro-2H-pyran

B: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With ammonia; sodium amide

: 110-87-2
3,4-dihydro-2H-pyran

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With n-pentylsodium; Petroleum ether
With n-butyllithium; Petroleum ether

: 18137-88-7
2-methyleneoxolane

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With n-pentylsodium; Petroleum ether
With n-butyllithium; Petroleum ether

: 6581-49-3
5-chloro-3,4-dihydro-2H-pyran

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With tetrahydrofuran; sodium

: 26274-19-1
5-bromo-3,4-dihydro-2H-pyran

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With butylsodium; Petroleum ether

: 59287-66-0
4,5-dibromo-1-pentanol

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With ammonia; sodium amide

: 14604-44-5
1-methoxy-4-pentyne

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
durch Entmethylieren;

: 63093-41-4
ethyl 4-pentynoate

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether
With tetrahydrofuran; potassium m-borate

: 50596-94-6
4-chloro-5-methyl-2,3-dihydro-furan

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
With lithium diisopropyl amide

: 30428-24-1
nitrite de pentyne-4 ol-1

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
(photolysis);

: 97-99-4
Tetrahydrofurfuryl alcohol

: 5390-04-5
pent-1-yn-5-ol

: 3003-84-7
Tetrahydrofurfuryl chloride

: 7664-41-7
ammonia

: sodium amide

: 5390-04-5
pent-1-yn-5-ol

...Expand

: 18137-88-7
2-methyleneoxolane

: 1822-71-5
n-pentylsodium

petroleum ether: petroleum ether

: 5390-04-5
pent-1-yn-5-ol

...Expand

: 6581-54-0
3-chlorotetrahydropyran

: 7664-41-7
ammonia

: sodium amide

A: 110-87-2
3,4-dihydro-2H-pyran

B: 5390-04-5
pent-1-yn-5-ol

...Expand

: 109-99-9
tetrahydrofuran

: 6581-49-3
5-chloro-3,4-dihydro-2H-pyran

sodium: sodium

A: 110-87-2
3,4-dihydro-2H-pyran

B: 5390-04-5
pent-1-yn-5-ol

...Expand

: 110-87-2
3,4-dihydro-2H-pyran

: 1822-71-5
n-pentylsodium

petroleum ether: petroleum ether

A: 31518-14-6
3,4-dihydro-2H-pyran-6-carboxylic acid

B: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
anschliessend mit festem Kohlendioxid;

...Expand

: 142-68-7
TETRAHYDROPYRANE

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tetrachloromethane / 25 - 35 °C / Einleiten von Chlor in Gegenwart von Jod 2: lithium alanate; diethyl ether 3: sodium amide; liquid ammonia View Scheme

: 5631-95-8
2,3-dichlorotetrahydro-2H-pyran

: 5390-04-5
pent-1-yn-5-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium alanate; diethyl ether 2: sodium amide; liquid ammonia View Scheme

: 110-87-2
3,4-dihydro-2H-pyran

: 5390-04-5
pent-1-yn-5-ol

: 62992-46-5
1-(tetrahydropyranyloxy)-4-pentyn

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In dichloromethane for 4.5h; Ambient temperature;	100%
With hydrogenchloride In dichloromethane Ambient temperature;	100%
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 2.5h;	100%

: 5390-04-5
pent-1-yn-5-ol

: 1071-73-4
5-Hydroxy-2-pentanone

Conditions

Conditions	Yield
With C20H44Cl4N8O4P4Pd2S2; water at 30℃; for 9h; Reagent/catalyst;	100%
With cisplatin In water at 37℃; for 120h;	67%
With water; mercury(II) sulfate

: 5390-04-5
pent-1-yn-5-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 61362-77-4
1-(tert-butyldimethylsilyloxy)-4-pentyne

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 4h; Inert atmosphere;	100%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;	100%

: 75-77-4
chloro-trimethyl-silane

: 5390-04-5
pent-1-yn-5-ol

: 13224-84-5
5-trimethylsilanyl-pent-4-yn-1-ol

Conditions

Conditions	Yield
With n-butyllithium Inert atmosphere;	100%
Stage #1: chloro-trimethyl-silane; pent-1-yn-5-ol With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Inert atmosphere; Stage #2: With hydrogenchloride In water for 3h; Inert atmosphere;	100%
Stage #1: pent-1-yn-5-ol With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.08333h; Inert atmosphere; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at 20℃;	100%

: 591-50-4
iodobenzene

: 5390-04-5
pent-1-yn-5-ol

: 24595-58-2
5-phenylpent-4-yn-1-ol

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;	100%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 20℃; for 12h;	100%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 20℃; for 12h;	99%

: 5390-04-5
pent-1-yn-5-ol

: 696-62-8
para-iodoanisole

: 154477-03-9
5-(4'-methoxyphenyl)-4-pentyn-1-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 20℃; for 4.5h; Inert atmosphere;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 5h; Sonogashira Cross-Coupling; Inert atmosphere;	99%
With copper(l) iodide; palladium diacetate; triphenylphosphine In diethylamine at 20℃; Inert atmosphere;	89%

: 5390-04-5
pent-1-yn-5-ol

: 124-63-0
methanesulfonyl chloride

: 68275-03-6
pent-4-yn-1-yl methanesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -20℃; for 0.583333h;	100%
With triethylamine In dichloromethane at 0℃; for 1h;	100%
With triethylamine In dichloromethane at 0℃; for 3h; Inert atmosphere;	100%

: 5390-04-5
pent-1-yn-5-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 91266-03-4
tert-butyl-pent-4-ynyloxy-diphenyl-silane

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide	100%
With 1H-imidazole In dichloromethane at 25℃;	100%
With 1H-imidazole In dichloromethane at 0℃; for 1h; Inert atmosphere;	100%

: 5390-04-5
pent-1-yn-5-ol

: 57381-43-8
2,5-dibromobenzoic acid methyl ester

: 857349-10-1
methyl 2,5-bis(5-hydroxy-1-pentynyl)benzoate

Conditions

Conditions	Yield
With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium(0) In dichloromethane at 50℃; Sonogashira reaction;	100%

: 5390-04-5
pent-1-yn-5-ol

: 624-38-4
para-diiodobenzene

: 857348-95-9
1,4-bis(5-hydroxy-1-pentynyl)benzene

Conditions

Conditions	Yield
With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium(0) In dichloromethane at 50℃; for 24h; Sonogashira reaction;	100%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In dichloromethane at 50℃; Sonogashira Cross-Coupling;

: 5390-04-5
pent-1-yn-5-ol

: 71-41-0
pentan-1-ol

Conditions

Conditions	Yield
Stage #1: pent-1-yn-5-ol With pyridinium p-toluenesulfonate In 1,2-dichloro-ethane at 80℃; for 20h; Stage #2: With triethylamine In dichloromethane at 20℃; for 6h; Stage #3: With trifluoroacetic acid In methanol; dichloromethane at 140℃; for 0.0666667h; microwave irradiation; Further stages.;	100%

: 142-68-7
TETRAHYDROPYRANE

: 5390-04-5
pent-1-yn-5-ol

: 62992-46-5
1-(tetrahydropyranyloxy)-4-pentyn

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In dichloromethane at 0 - 20℃; for 3h;	100%

: 5390-04-5
pent-1-yn-5-ol

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 184370-68-1
1-((triisopropylsilyl)oxy)-4-pentyne

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In dichloromethane at -78℃;	100%

: 5390-04-5
pent-1-yn-5-ol

: 322474-21-5
N,N'-bis-Boc-S-methyl-isothiourea

: 1325688-35-4
N,N-bis(tert-butoxycarbonyl)-methyl pent-4-yn-1-ylcarbamimidothioate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -10 - 50℃; for 0.75h; Microwave irradiation;	100%
With di-isopropyl azodicarboxylate; triphenylphosphine In water at -10 - 50℃; for 0.5h; Mitsunobu reaction; Microwave irradiation;	98%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -10 - 50℃; for 0.5h;	98%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at -10 - 50℃; Microwave irradiation;

: 5390-04-5
pent-1-yn-5-ol

: 622-79-7
benzyl azide

: 1198328-29-8
3-(1-benzyl-1H-1,2,3-triazol-4-yl)propan-1-ol

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate; (+)-sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 2h;	100%
With CuO-600 In water; tert-butyl alcohol at 20℃; for 12h;	96%
With copper-iron nanoparticles In water at 20℃; for 12h; Huisgen cycloaddition; Inert atmosphere; regioselective reaction;	89%

: 5390-04-5
pent-1-yn-5-ol

: 157017-41-9
1-(2-iodo-phenyl)-1H-pyrrole

: 1404452-38-5
5-(2-(1H-pyrrol-1-yl)phenyl)pent-4-yn-1-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 25℃; for 16h; Sonogashira Cross-Coupling; Inert atmosphere;	100%

: 5390-04-5
pent-1-yn-5-ol

: 7-amino-6-iodo-3-[2-deoxy-3,5-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-1H-1,8-naphthyridin-2-one

: 7-amino-6-(5-hydroxypent-1-ynyl)-3-[2-deoxy-3,5-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-1H-1,8-naphthyridin-2-one

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 20℃; for 0.333333h; Sonogashira Cross-Coupling;	100%

: 1-Boc-2-benzylpiperazine

: 5390-04-5
pent-1-yn-5-ol

: 32315-10-9
bis(trichloromethyl) carbonate

: C22H30N2O4

Conditions

Conditions	Yield
Stage #1: pent-1-yn-5-ol; bis(trichloromethyl) carbonate With pyridine In dichloromethane at 0℃; for 0.5h; Stage #2: 1-Boc-2-benzylpiperazine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h;	100%

...Expand

: 5390-04-5
pent-1-yn-5-ol

: 3-(4-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione

: 3-(4-(5-hydroxypent-1-yn-1-yl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 60℃; Inert atmosphere;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 80℃; for 8h; Sealed tube; Inert atmosphere;	80%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 80℃; for 20h; Inert atmosphere; Sealed tube;	58%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 80℃; for 8h; Sealed tube; Inert atmosphere;	2.08 g

: 676-85-7
methylsulphinyl chloride

: 5390-04-5
pent-1-yn-5-ol

: 4-pentynyl methanesulfinate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 1.5h; Inert atmosphere;	100%

: 5390-04-5
pent-1-yn-5-ol

: 6089-09-4
4-pentynoic acid

Conditions

Conditions	Yield
With Jones reagent In acetone at 20℃; for 1h;	99%
With Jones reagent In acetone at 0 - 20℃; for 1h;	82%
With Jones reagent In acetone at 0 - 20℃; for 1h;	82%

: 5390-04-5
pent-1-yn-5-ol

: 3282-30-2
pivaloyl chloride

: 140872-91-9
pent-4-yn-1-yl 2,2-dimethylpropanoate

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 0 - 20℃; Inert atmosphere;	99%
With dmap; triethylamine In dichloromethane at 20℃; for 15h; Inert atmosphere; Schlenk technique;	99%
With pyridine In dichloromethane for 1h; 0 to 25 deg C;	95%
With pyridine; dmap In dichloromethane at 0 - 25℃; Inert atmosphere;	80%
With pyridine; dmap at 0 - 20℃; Inert atmosphere;	76%

: 5390-04-5
pent-1-yn-5-ol

: 100-39-0
benzyl bromide

: 57618-47-0
5-benzyloxy-1-pentyne

Conditions

Conditions	Yield
Stage #1: pent-1-yn-5-ol With 1H-imidazole; sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.166667h; Inert atmosphere; Stage #2: benzyl bromide In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere;	99%
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 5h;	94%
Stage #1: pent-1-yn-5-ol With sodium hydride In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: benzyl bromide In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere;	94%

: 5390-04-5
pent-1-yn-5-ol

: 115-11-7
isobutene

: 119649-74-0
5-tert-Butoxy-pent-1-yne

Conditions

Conditions	Yield
With Amberlyst 15 hydrogen form In hexane at 20℃; for 4h;	99%
Amberlyst H-15 In hexane Ambient temperature; Yield given;

: 5390-04-5
pent-1-yn-5-ol

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

: 152771-70-5
2-(5-hydroxypent-1-ynyl)benzoic acid methyl ester

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 15h; Sonogashira Cross-Coupling; Inert atmosphere;	99%
With copper(l) iodide; triethylamine; trans-bis(triphenylphosphine)palladium(II) chloride at 25℃; for 12h;	92%
With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) Sonogashira coupling reaction;	86%
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 55℃; Sonogashira coupling;	85%
Stage #1: o-iodo-methyl-benzoic acid With triethylamine for 0.0833333h; Inert atmosphere; Stage #2: pent-1-yn-5-ol With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 20℃; for 7h; Sonogashira coupling; Inert atmosphere;	84%

: 5390-04-5
pent-1-yn-5-ol

: 609-73-4
o-nitroiodobenzene

: 442155-83-1
2-(5-hydroxy-1-pentynyl)nitrobenzene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; Sonogashira coupling;	99%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 14h; Sonogashira coupling;	92%
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 25℃; for 16h; Sonogashira cross-coupling;	91%
Stage #1: pent-1-yn-5-ol; o-nitroiodobenzene With bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine In N,N-dimethyl-formamide for 0.5h; Sonogashira coupling; Inert atmosphere; Stage #2: With copper(l) iodide In N,N-dimethyl-formamide at 20℃; for 5.16667h; Sonogashira coupling; Inert atmosphere;	83%

: 5390-04-5
pent-1-yn-5-ol

: 615-43-0
2-iodophenylamine

: 380415-68-9
2-(5-hydroxy-1-pentyn-1-yl)aniline

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine	99%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine Inert atmosphere;	75%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 16h; Schlenk technique;
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 10h; Inert atmosphere;

: 5390-04-5
pent-1-yn-5-ol

: 764-37-4
(E)-3-penten-1-ol

Conditions

Conditions	Yield
With water; ruthenium hydroxyapatite at 80℃; for 24h; Product distribution; Further Variations:; Catalysts; anti-Markovnikov hydration;	99%

: 5390-04-5
pent-1-yn-5-ol

: 431-03-8
dimethylglyoxal

: 3,8-dihydroxy-3-methyloct-4-yn-2-one

Conditions

Conditions	Yield
johnphos In tetrahydrofuran at 40℃;	99%
With acetylacetonatodicarbonylrhodium(l); johnphos In tetrahydrofuran at 40℃; for 24h;	91%
With johnphos; acetylacetonatodicarbonylrhodium(l) In tetrahydrofuran at 40℃; for 24h;	91%

4-Pentyn-1-ol Specification

The 4-Pentyn-1-ol, with the CAS registry number 5390-04-5, is also known as (3-Hydroxypropyl)acetylene. It belongs to the product categories of Miscellaneous; Acetylenes; Acetylenic Alcohols & Their Derivatives; Alkynes; Organic Building Blocks; Terminal. Its EINECS number is 226-383-6. This chemical's molecular formula is C₅H₈O and molecular weight is 84.12. What's more, its systematic name is pent-4-yn-1-ol. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from light. It is used in the Grignard reagent reaction and aldehyde oxidation reaction.

Physical properties of 4-Pentyn-1-ol are: (1)ACD/LogP: 0.47; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.468; (4)ACD/LogD (pH 7.4): 0.468; (5)ACD/BCF (pH 5.5): 1.334; (6)ACD/BCF (pH 7.4): 1.334; (7)ACD/KOC (pH 5.5): 42.788; (8)ACD/KOC (pH 7.4): 42.788; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 20.23 Å²; (13)Index of Refraction: 1.445; (14)Molar Refractivity: 24.576 cm³; (15)Molar Volume: 92.34 cm³; (16)Polarizability: 9.743×10^-24cm³; (17)Surface Tension: 36.394 dyne/cm; (18)Density: 0.911 g/cm³; (19)Flash Point: 61.667 °C; (20)Enthalpy of Vaporization: 45.515 kJ/mol; (21)Boiling Point: 153.999 °C at 760 mmHg; (22)Vapour Pressure: 1.195 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-chloromethyl-tetrahydro-furan at the temperature of -60 °C. This reaction will need reagent NaNH₂ and solvent tetrahydrofuran with the reaction time of 1 hour. The yield is about 80%.

4-Pentyn-1-ol can be prepared by 2-chloromethyl-tetrahydro-furan at the temperature of -60 °C

Uses of 4-Pentyn-1-ol: it can be used to produce 2-pent-4-ynyloxy-tetrahydro-pyran at the ambient temperature. It will need reagent p-TsOH and solvent diethyl ether. The yield is about 99%.

4-Pentyn-1-ol can be used to produce 2-pent-4-ynyloxy-tetrahydro-pyran at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: C#CCCCO
(2)Std. InChI: InChI=1S/C5H8O/c1-2-3-4-5-6/h1,6H,3-5H2
(3)Std. InChIKey: CRWVOXFUXPYTRK-UHFFFAOYSA-N

Product Name

4-Pentyn-1-ol

Synthetic route

4-Pentyn-1-ol Specification

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