5-Hexyn-1-ol supplier | CasNO.928-90-5

Name
5-Hexyn-1-ol
EINECS
CAS No. 928-90-5
Article Data40
CAS DataBase
Density 0.901g/cm³
Solubility Slightly miscible with water.
Melting Point -34°C (estimate)
Formula C₆H₁₀ O
Boiling Point 167.1 °C at 760 mmHg
Molecular Weight 98.1448
Flash Point 70 °C
Transport Information
Appearance Clear pale yellow liquid
Safety Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
PackingGroup III
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1-Hexyn-6-ol;1-Hydroxy-5-hexyne;5-Hexynol;5-Hexynyl alcohol;6-Hydroxy-1-hexyne;
PSA 20.23000
LogP 0.78220

Synthetic route

: 73448-13-2
tert-butyldimethylsilyl hex-5-yn-1-yl ether

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 23℃; for 1h; Inert atmosphere;	93%
With triethylamine hydrofluoride In tetrahydrofuran at 50℃; for 19h; var. reag.: (n-Bu)4N(1+)*F(1-);	86%

: 1720-37-2
2-(hex-5-yn-1-yloxy)tetrahydro-2H-pyran

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With ammonium nitrate; Montmorillonite-K10 for 0.0583333h; deprotection; microwave irradiation;	86%
With ethanol; pyridinium p-toluenesulfonate at 55℃; var. reag.: TsOH, MeOH, 25 deg C, 7 h;	73%
With pyridinium p-toluenesulfonate In ethanol at 25℃; for 3h;

: 18420-41-2, 130233-13-5, 130233-14-6
2-(chloromethyl)tetrahydropyran

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With sodium amide; ferric nitrate In ammonia Whiting's double elimination;	85%
With sodium amide In ammonia	83%
With Iron(III) nitrate nonahydrate; ammonia; sodium for 4h; Cooling;	67%

: 53293-00-8
hex-5-ynoic acid

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 15h; Inert atmosphere;	82%
With LiAlH4 In diethyl ether

: 123186-35-6
1-((hex-5-yn-1-yloxy)methyl)-4-methoxybenzene

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With trichlorophosphate In 1,2-dichloro-ethane at 20℃; for 0.833333h;	80%
With acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite at 20℃; for 18h; Green chemistry; chemoselective reaction;	72%

: 764-60-3
hex-2-yn-1-ol

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With sodium hydride; ethylenediamine In mineral oil at 0 - 70℃;	52%
With sodium amide In various solvent(s)
With potassium tert-butylate; lithium; Trimethylenediamine at 20℃; Zipper reaction; Inert atmosphere;

: 77758-51-1
methyl hex-5-ynoate

: 762-72-1
allyl-trimethyl-silane

A: non-1-en-8-yn-4-ol

B: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With indium (III) iodide; Dimethylphenylsilane In dichloromethane at 20℃; for 1.66667h; Inert atmosphere; chemoselective reaction;	A 40% B 22 %Spectr.

...Expand

: 77566-25-7
nitrite d'hexyne-5 ol-1

A: 928-90-5
5-hexyl-1-ol

B: 29329-03-1
5-hexynal

C: 77566-35-9
(hydroxy-3 propyl)-3 isoxazole

Conditions

Conditions	Yield
In benzene at 10 - 20℃; for 26h; Irradiation;	A 17% B 5% C 11%

...Expand

: 1002-28-4
3-hexyn-1-ol

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With propane-1,3-diamine potassium salt

: 68274-83-9
5-hexyn-1-yl acetate

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With potassium hydroxide In methanol Heating;

: 17889-21-3
hex-5-ynyloxy-trimethyl-silane

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With sulfuric acid

: 77758-51-1
methyl hex-5-ynoate

: 928-90-5
5-hexyl-1-ol

: 18420-41-2, 130233-13-5, 130233-14-6
2-(chloromethyl)tetrahydropyran

: 7664-41-7
ammonia

sodium: sodium

: 928-90-5
5-hexyl-1-ol

...Expand

: 41302-05-0
1-chloro-4-tetrahydropyranyloxybutane

lithium acetylide-ethylenediamine complex: lithium acetylide-ethylenediamine complex

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 100-72-1
Tetrahydropyran-2-methanol

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
Stage #1: Tetrahydropyran-2-methanol With pyridine; thionyl chloride Stage #2: With ammonia; sodium amide Further stages.;
Multi-step reaction with 2 steps 1: 65 percent / SOCl2 / pyridine / 8 h / 45 °C 2: 85 percent / NaNH2 / Fe(NO3)3*9H2O / liquid ammonia View Scheme
Multi-step reaction with 2 steps 1: SOCl2 / pyridine 2: Na / liquid ammonia View Scheme

: 5622-76-4
1-phenylbut-1-en-3-yne

: 69284-62-4
6-bromo-hex-5-yn-1-ol

A: 928-90-5
5-hexyl-1-ol

B: 10-phenyldec-9-ene-5,7-diyn-1-ol

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; isopropylamine; copper(l) chloride In ethanol for 18h; Inert atmosphere;

...Expand

: 128217-23-2
1-(tert-butyldiphenylsilyloxy)-5-hexyne

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); sulfuric acid; water In methanol at 20℃; for 24h; Inert atmosphere;

: 128217-23-2
1-(tert-butyldiphenylsilyloxy)-5-hexyne

A: 928-90-5
5-hexyl-1-ol

B: 123171-29-9
6-(tert-butyldiphenylsilyloxy)hexan-2-one

Conditions

Conditions	Yield
With 2-dicyclohexyl(2′,6′-dimethoxybiphenyl)phosphine gold(I)bis(trifluoromethanesulfonyl)imide; water In methanol at 20℃; Inert atmosphere;	A 15 %Chromat. B 85 %Chromat.

: 18343-91-4
5,6-dibromohexan-1-ol

A: 928-90-5
5-hexyl-1-ol

B: 69441-76-5
5-bromohex-5-en-1-ol

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol at 40℃; for 24h; Reflux;

: 4221-03-8
5-hydroxypentanal

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

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 5.5h; Seyferth-Gilbert Homologation;

: 13392-69-3
valeric acid

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 6 h / 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C 3: potassium carbonate / methanol / 5.5 h / 20 °C View Scheme

: 187756-41-8
5-hydroxy-N,O-dimethyl-pentanohydroxamic acid

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C 2: potassium carbonate / methanol / 5.5 h / 20 °C View Scheme

: 111-29-5
1 ,5-pentanediol

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere 1.2: 3.17 h / -78 - 23 °C / Inert atmosphere 2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hydrogencarbonate / dichloromethane; water / 0 °C / Inert atmosphere 2.2: 0.25 h / 0 - 23 °C / Inert atmosphere 3.1: triphenylphosphine / dichloromethane / 3.17 h / 0 - 23 °C / Inert atmosphere 4.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 23 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 1 h / 23 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: 3.17 h / -78 - 23 °C / Inert atmosphere
2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hydrogencarbonate / dichloromethane; water / 0 °C / Inert atmosphere
2.2: 0.25 h / 0 - 23 °C / Inert atmosphere
3.1: triphenylphosphine / dichloromethane / 3.17 h / 0 - 23 °C / Inert atmosphere
4.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 23 °C / Inert atmosphere
5.1: hydrogenchloride / water; methanol / 1 h / 23 °C / Inert atmosphere
View Scheme

: 83067-20-3
5-(tert-butyldimethyl-silyloxy)pentan-1-ol

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hydrogencarbonate / dichloromethane; water / 0 °C / Inert atmosphere 1.2: 0.25 h / 0 - 23 °C / Inert atmosphere 2.1: triphenylphosphine / dichloromethane / 3.17 h / 0 - 23 °C / Inert atmosphere 3.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 23 °C / Inert atmosphere 4.1: hydrogenchloride / water; methanol / 1 h / 23 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 4 steps
1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hydrogencarbonate / dichloromethane; water / 0 °C / Inert atmosphere
1.2: 0.25 h / 0 - 23 °C / Inert atmosphere
2.1: triphenylphosphine / dichloromethane / 3.17 h / 0 - 23 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 23 °C / Inert atmosphere
4.1: hydrogenchloride / water; methanol / 1 h / 23 °C / Inert atmosphere
View Scheme

: 87184-80-3
5-tert-butyldimethylsilyloxypentanal

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: triphenylphosphine / dichloromethane / 3.17 h / 0 - 23 °C / Inert atmosphere 2: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 23 °C / Inert atmosphere 3: hydrogenchloride / water; methanol / 1 h / 23 °C / Inert atmosphere View Scheme

: 306734-44-1
1,1-dibromo-6-(tert-butyldimethylsiloxy)hex-1-ene

: 928-90-5
5-hexyl-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 23 °C / Inert atmosphere 2: hydrogenchloride / water; methanol / 1 h / 23 °C / Inert atmosphere View Scheme

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

: 928-90-5
5-hexyl-1-ol

: 1720-37-2
2-(hex-5-yn-1-yloxy)tetrahydro-2H-pyran

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 0℃; for 1.25h;	100%
With water; sodium hydrogencarbonate; 8-aminopyrene-1,3,6-trisulfonic acid, trisodium salt	98%
toluene-4-sulfonic acid In dichloromethane	98%

: 75-77-4
chloro-trimethyl-silane

: 928-90-5
5-hexyl-1-ol

: 103437-52-1
6-trimethylsilanyl-hex-5-yn-1-ol

Conditions

Conditions	Yield
Stage #1: 5-hexyl-1-ol With ethylmagnesium bromide Stage #2: chloro-trimethyl-silane Stage #3: With sulfuric acid In tetrahydrofuran	100%
Stage #1: 5-hexyl-1-ol With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: chloro-trimethyl-silane In tetrahydrofuran at -78 - 0℃; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0 - 20℃; Inert atmosphere;	100%
Stage #1: 5-hexyl-1-ol With dmap; n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: chloro-trimethyl-silane at -78 - 20℃; for 2h; Inert atmosphere;	99%

: 928-90-5
5-hexyl-1-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 73448-13-2
tert-butyldimethylsilyl hex-5-yn-1-yl ether

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane for 20h; Ambient temperature;	100%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 0.333333h; Inert atmosphere;	100%
With 1H-imidazole; dmap In dichloromethane at 20℃; for 1h; Inert atmosphere;	100%

: 928-90-5
5-hexyl-1-ol

: 124-63-0
methanesulfonyl chloride

: 79496-61-0
hex-5-ynyl methanesulphonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃;	100%
With triethylamine In diethyl ether at 0℃; for 3h;	99%
With triethylamine In dichloromethane at 0 - 20℃; for 14h; Inert atmosphere;	98%

: 928-90-5
5-hexyl-1-ol

: 75-24-1
trimethylaluminum

: 5212-80-6
5-methylhex-5-en-1-ol

Conditions

Conditions	Yield
With zirconocene dichloride In hexane; 1,2-dichloro-ethane at 20℃; for 22h; Addition;	100%

: 629-45-8
dibutyl disulfide

: 928-90-5
5-hexyl-1-ol

: (Z)-1,2-bis(butylthio)-1-hexen-6-ol

Conditions

Conditions	Yield
With rhodium hydrido (PEt3)3 complex; trifluorormethanesulfonic acid; P(p-CH3OC6H4)3 In acetone for 10h; Heating;	100%

: 928-90-5
5-hexyl-1-ol

A: 201035-80-5
(E)-6-iodo-5-hexen-1-ol

B: 132716-07-5, 106335-91-5
(Z)-6-iodo-5-hexene-1-ol

Conditions

Conditions	Yield
Stage #1: 5-hexyl-1-ol With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 3.5h; Heating; Stage #2: With iodine In dichloromethane at 0℃; for 1.3h; Title compound not separated from byproducts;	A 100% B n/a
Multi-step reaction with 2 steps 1: 2,2'-azobis(isobutyronitrile) / tetrahydrofuran / 14 h / 80 - 90 °C / Inert atmosphere 2: iodine / dichloromethane / 14 h / 80 - 90 °C / Inert atmosphere View Scheme

: 928-90-5
5-hexyl-1-ol

: 98-88-4
benzoyl chloride

: 216064-35-6
6-benzoyloxy-1-hexyne

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 0 - 20℃; for 1h;	100%
With dmap; triethylamine In dichloromethane at 0 - 20℃;	100%
With triethylamine In dichloromethane at 0 - 20℃;	99%

: 59099-79-5
4-(4-bromophenyl)-3-butyn-1-ol

: 928-90-5
5-hexyl-1-ol

: 857349-14-5
6-(4-(4-hydroxy-1-butynyl)phenyl)-5-hexyn-1-ol

Conditions

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

: 857349-11-2
4-(4-bromophenyl)-4-pentyn-1-ol

: 928-90-5
5-hexyl-1-ol

: 857349-13-4
6-(4-(5-hydroxy-1-pentynyl)phenyl)-5-hexyn-1-ol

Conditions

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

: 928-90-5
5-hexyl-1-ol

: 696-62-8
para-iodoanisole

: 128599-33-7
4-(6-hydroxy-hex-1-ynyl)-methoxybenzene

Conditions

Conditions	Yield
Stage #1: 5-hexyl-1-ol; para-iodoanisole With copper(l) iodide; N-ethyl-N,N-diisopropylamine; triphenylphosphine In tetrahydrofuran for 1h; Sonogashira coupling; Stage #2: bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran for 12h;	100%
With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine In tetrahydrofuran at 20℃; Sonogashira Cross-Coupling; Inert atmosphere;	96%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 2.5h;	94%

: 928-90-5
5-hexyl-1-ol

: 624-31-7
4-tolyl iodide

: 6-(p-tolyl)hex-5-yn-1-ol

Conditions

Conditions	Yield
Stage #1: 4-tolyl iodide With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 0.166667h; Stage #2: 5-hexyl-1-ol at 20℃;	100%
With C24H28Cl2N2PPd; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 110℃; for 6h; Sonogashira Cross-Coupling; Inert atmosphere;	96%
With potassium phosphate; copper(l) iodide; (E)-1,1-diphenyl-2-(pyridin-2-ylmethylene)hydrazine; dichloro bis(acetonitrile) palladium(II) In N,N-dimethyl-formamide at 70℃; for 5h; Sonogashira cross-coupling;	73%

: 928-90-5
5-hexyl-1-ol

: 115-11-7
isobutene

: 121587-75-5
tert-butyl 5-hexynyl ether

Conditions

Conditions	Yield
With Amberlyst In hexane at 20℃; for 14h; Inert atmosphere;	100%

: 928-90-5
5-hexyl-1-ol

: 170011-47-9
1,4-dioxaspiro[4.5]dec-7-en-8-yl trifluoromethanesulfonate

: 6-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)hex-5-yn-1-ol

Conditions

Conditions	Yield
With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine In tetrahydrofuran at 20℃; Sonogashira Cross-Coupling; Inert atmosphere;	100%

: 928-90-5
5-hexyl-1-ol

: ((3aS,4R,7R,7aS)-7-(3-azidopropyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-4-yl)methyl ((tert-butoxycarbonyl)leucyl)sulfamate

: ((3aS,4R,7R,7aS)-7-(3-(4-(4-hydroxybutyl)-1H-1,2,3-triazol-1-yl)propyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-4-yl)methyl ((tert-butoxycarbonyl)leucyl)sulfamate

Conditions

Conditions	Yield
With copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 50℃; Inert atmosphere;	100%

: 928-90-5
5-hexyl-1-ol

: 100-07-2
4-methoxy-benzoyl chloride

: 123186-35-6
1-((hex-5-yn-1-yloxy)methyl)-4-methoxybenzene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 18h; Inert atmosphere;	100%

: 928-90-5
5-hexyl-1-ol

: 146292-90-2
6-azidohexan-1-ol

: 1240924-00-8
6-(4-(4-hydroxybutyl)-1H-1,2,3-triazol-1-yl)hexan-1-ol

Conditions

Conditions	Yield
With polyvinylpyrrolidone coated copper(I) oxide nanoparticles In water at 37℃; for 48h; Sonication;	99.8%

: 928-90-5
5-hexyl-1-ol

: 98-59-9
p-toluenesulfonyl chloride

: 76911-01-8
5-hexynyl p-toluenesulfonate

Conditions

Conditions	Yield
With pyridine at 0℃; for 16h;	99%
With 1-methyl-1H-imidazole; triethylamine In toluene at 20℃; for 1h; Cooling with ice;	99.7%
With pyridine at 0℃; for 6h;	98%

: 928-90-5
5-hexyl-1-ol

: 66977-99-9
6-bromo-1-hexyne

Conditions

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 20℃; for 1h; Inert atmosphere;	99%
With bromine; triphenylphosphine In acetonitrile at 0℃;	87%
With carbon tetrabromide; triphenylphosphine In diethyl ether for 1h; Ambient temperature;	65%

: 928-90-5
5-hexyl-1-ol

: 108-24-7
acetic anhydride

: 68274-83-9
5-hexyn-1-yl acetate

Conditions

Conditions	Yield
With pyridine at 20℃; for 3h;	99%
With pyridine for 3h; Ambient temperature;	97%
With dmap; potassium carbonate In ethyl acetate	95%

: 928-90-5
5-hexyl-1-ol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 128217-23-2
1-(tert-butyldiphenylsilyloxy)-5-hexyne

Conditions

Conditions	Yield
Stage #1: 5-hexyl-1-ol With 1H-imidazole In dichloromethane at 0℃; for 0.166667h; Stage #2: tert-butylchlorodiphenylsilane In dichloromethane at 0 - 20℃; for 17h;	99%
With 1H-imidazole In tetrahydrofuran at 20℃;	96%
With 1H-imidazole In tetrahydrofuran at 20℃; for 2h;	96%

: 591-50-4
iodobenzene

: 928-90-5
5-hexyl-1-ol

: 69936-53-4
6-phenylhex-5-yn-1-ol

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 12h; Inert atmosphere;	99%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 18h; Inert atmosphere;	99%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In tetrahydrofuran at 20℃;	98%

: 928-90-5
5-hexyl-1-ol

: 100-39-0
benzyl bromide

: 60789-55-1
1-benzyloxy-5-hexyne

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; Schlenk technique; Inert atmosphere;	99%
Stage #1: 5-hexyl-1-ol With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: benzyl bromide In tetrahydrofuran at 0 - 20℃; for 90h;	99%
With tetra-(n-butyl)ammonium iodide; potassium hydride In tetrahydrofuran at 0 - 25℃; Inert atmosphere;	97%

: 928-90-5
5-hexyl-1-ol

: 824-94-2
p-methoxybenzyl chloride

: 123186-35-6
1-((hex-5-yn-1-yloxy)methyl)-4-methoxybenzene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 18h; Inert atmosphere;	99%
With sodium hydride In mineral oil	99%
Stage #1: 5-hexyl-1-ol With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 2h; Inert atmosphere; Stage #2: p-methoxybenzyl chloride With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil at 20℃; for 24h; Inert atmosphere;	91%

: 928-90-5
5-hexyl-1-ol

: 609-73-4
o-nitroiodobenzene

: 442155-84-2
2-(6-hydroxy-1-hexynyl)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 13h; Sonogashira coupling;	99%
Stage #1: 5-hexyl-1-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;	71%

: 636-98-6
p-nitrobenzene iodide

: 928-90-5
5-hexyl-1-ol

: (Z)-6-(4-nitrophenyl)-5-hexen-1-ol

Conditions

Conditions	Yield
Stage #1: 5-hexyl-1-ol With triethyl borane; dichloroindium hydride In tetrahydrofuran; hexane at -78℃; for 2.5h; Stage #2: p-nitrobenzene iodide With 1,3-dimethyl-2-imidazolidinone; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; trifuran-2-yl-phosphane In tetrahydrofuran; hexane for 0.5h; Heating;	99%
Stage #1: 5-hexyl-1-ol With indium(III) chloride; triethyl borane; diisobutylaluminium hydride In tetrahydrofuran; hexane at -78℃; for 2.5h; Stage #2: p-nitrobenzene iodide With trifuran-2-yl-phosphane; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran; hexane at 66℃; for 0.5h; Further stages.;	99%

: 928-90-5
5-hexyl-1-ol

: 615-41-8
2-iodochlorobenzene

: 608130-99-0
6-(2-chloro-phenyl)-hex-5-yn-1-ol

Conditions

Conditions	Yield
With copper(l) iodide; diisopropylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride at 84℃; for 6h; Sonogashira coupling;	99%

: 928-90-5
5-hexyl-1-ol

: 766-85-8
3-methoxy-1-iodobenzene

: (Z)-6-(3-methoxyphenyl)-5-hexen-1-ol

Conditions

Conditions	Yield
Stage #1: 5-hexyl-1-ol With indium(III) chloride; triethyl borane; diisobutylaluminium hydride In tetrahydrofuran; hexane at -40℃; for 2.5h; Stage #2: 3-methoxy-1-iodobenzene With trifuran-2-yl-phosphane; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran; hexane at 66℃; for 0.5h; Further stages.;	99%

: 591-50-4
iodobenzene

: 928-90-5
5-hexyl-1-ol

: 4-{1-phenyl-[1,2,3]triazol-4-yl}butan-1-ol

Conditions

Conditions	Yield
With sodium azide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium L-ascorbate; copper(l) iodide In dimethyl sulfoxide at 20℃; for 1.5h;	99%

: 13154-24-0
triisopropylsilyl chloride

: 928-90-5
5-hexyl-1-ol

: 290813-10-4
6-(triisopropyl-silanyl)hex-5-yn-1-ol

Conditions

Conditions	Yield
Stage #1: 5-hexyl-1-ol With ethylmagnesium bromide In tetrahydrofuran for 8h; Heating; Stage #2: triisopropylsilyl chloride In tetrahydrofuran for 18h; Heating; Further stages.;	99%
Stage #1: 5-hexyl-1-ol With ethylmagnesium chloride In tetrahydrofuran at 20℃; Inert atmosphere; Reflux; Stage #2: triisopropylsilyl chloride In tetrahydrofuran for 4h; Inert atmosphere; Reflux;	85%
Stage #1: 5-hexyl-1-ol With ethylmagnesium chloride In tetrahydrofuran for 16h; Heating; Stage #2: triisopropylsilyl chloride In tetrahydrofuran for 6h; Heating;	80%

5-Hexyn-1-ol Specification

The 5-Hexyn-1-ol with cas registry number of 928-90-5, is also called 1-Hexyn-6-ol ; 5-Hexynol . The 5-Hexyn-1-ol belongs to the following product categorie: (1)Acetylenes; (2)Acetylenic Alcohols & Their Derivatives; (3)Alkynes; (4)Organic Building Blocks; (5)Terminal .

Physical properties of 5-Hexyn-1-ol :(1)ACD/LogP: 0.75; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.75; (4)ACD/LogD (pH 7.4): 0.75; (5)ACD/BCF (pH 5.5): 2.2; (6)ACD/BCF (pH 7.4): 2.2; (7)ACD/KOC (pH 5.5): 61.25; (8)ACD/KOC (pH 7.4): 61.25; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.449; (14)Molar Refractivity: 29.2 cm³; (15)Molar Volume: 108.8 cm³; (16)Polarizability: 11.57×10^-24cm³; (17)Surface Tension: 35.9 dyne/cm; (18)Enthalpy of Vaporization: 46.99 kJ/mol; (19)Vapour Pressure: 0.572 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
The 5-Hexyn-1-ol irritates to eyes, respiratory system and skin. 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.

You can still convert the following datas into molecular structure:(1)SMILES:C#CCCCCO; (2)InChI:InChI=1/C6H10O/c1-2-3-4-5-6-7/h1,7H,3-6H2; (3)InChIKey:GOQJMMHTSOQIEI-UHFFFAOYAA; (4)Std. InChI:InChI=1S/C6H10O/c1-2-3-4-5-6-7/h1,7H,3-6H2; (5)Std. InChIKey:GOQJMMHTSOQIEI-UHFFFAOYSA-N.

Product Name

5-Hexyn-1-ol

Synthetic route

5-Hexyn-1-ol Specification

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Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
WGK Germany	3
PackingGroup	III