2-Pentyn-1-ol supplier | CasNO.6261-22-9

Name
2-Pentyn-1-ol
EINECS 228-411-2
CAS No. 6261-22-9
Article Data50
CAS DataBase
Density 0.915 g/cm³
Solubility
Melting Point -49.7°C
Formula C₅H₈O
Boiling Point 149.1 °C at 760 mmHg
Molecular Weight 84.1179
Flash Point 58.3 °C
Transport Information UN 1987 3/PG 3
Appearance clear light yellow liquid
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Pentynol;2-Pentynyl alcohol;pent-2-yn-1-ol;
PSA 20.23000
LogP 0.39210

Synthetic route

: 109-72-8, 29786-93-4
n-butyllithium

: 107-00-6
but-1-yne

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With paraformaldehyde In tetrahydrofuran; hexane	99%

: 6261-21-8
2-pent-2-ynyloxy-tetrahydro-pyran

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With silica gel; iron(III) chloride for 96h; Ambient temperature;	92%
With sulfuric acid In ethanol Heating;
With sulfuric acid In methanol
hydrogenchloride In methanol for 10h; Ambient temperature; Yield given;
With water; sulfuric acid In methanol at 65℃; for 2h;

: 50-00-0
formaldehyd

: 107-00-6
but-1-yne

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
Stage #1: but-1-yne With ethyl bromide; magnesium In tetrahydrofuran at 20 - 30℃; for 0.75h; Cooling with ice; Stage #2: formaldehyd In tetrahydrofuran at 20℃; for 3h; Reflux; Stage #3: With sulfuric acid In water Cooling with ice;	90%
With n-butyllithium In diethyl ether	63%
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; for 1h; Inert atmosphere; Stage #2: formaldehyd In tetrahydrofuran; hexane at 0 - 50℃; for 4h; Inert atmosphere;
Stage #1: but-1-yne With ethyl bromide; magnesium In tetrahydrofuran at 30℃; for 0.75h; Cooling with ice; Stage #2: formaldehyd In tetrahydrofuran for 3h; Reflux;
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2.5h; Stage #2: formaldehyd In tetrahydrofuran at 20℃; for 16h;

: 74-96-4
ethyl bromide

: 107-19-7
propargyl alcohol

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With lithium amide; ammonia for 1h; Heating;	85%
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran at -30℃; for 18h;	70%
With lithium; ferric nitrate In tetrahydrofuran; ammonia for 2h;	50%

: 74-96-4
ethyl bromide

: 7439-93-2
lithium

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
In ammonia	85%

: 2-(2-pentynyloxy)tetrahydropyran

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With methanol; pyridinium p-toluenesulfonate at 50℃; for 3h;	54%

: 74-96-4
ethyl bromide

: 6089-04-9
3-(tetrahydropyran-2'-yloxy)propyne

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With sodium amide Behandeln des Reaktionsprodukts mit wss.-methanol.Schwefelsaeure;

: 6089-04-9
3-(tetrahydropyran-2'-yloxy)propyne

: 75-03-6
ethyl iodide

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With sodium amide Behandeln des Reaktionsprodukts mit wss.-methanol.Schwefelsaeure;

: 13280-07-4
4-chlorobut-2-yn-1-ol

: 75-16-1
methylmagnesium bromide

A: 6261-22-9
pent-2-yn-1-ol

B: 22742-89-8
2-methyl-2,3-butadiene-1-ol

Conditions

Conditions	Yield
In diethyl ether at 5℃;

...Expand

: 10574-76-2
pent-2-ynyl acetate

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water Heating;

: 68480-09-1
1-(1-ethoxy-ethoxy)-pent-2-yne

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With sulfuric acid

: 18450-62-9
1-vinyloxy-pent-2-yne

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride at 19.9 - 34.9℃; Kinetics;

: 13280-07-4
4-chlorobut-2-yn-1-ol

: 917-64-6
methyl magnesium iodide

A: 6261-22-9
pent-2-yn-1-ol

B: 22742-89-8
2-methyl-2,3-butadiene-1-ol

Conditions

Conditions	Yield
In diethyl ether at -30℃; for 0.5h; Yield given. Yields of byproduct given;
In diethyl ether at -30℃; for 0.5h; Yield given;

...Expand

: 503-17-3
dimethylacetylene

: 6261-22-9
pent-2-yn-1-ol

: 75-03-6
ethyl iodide

: 107-19-7
propargyl alcohol

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With lithium amide; ammonia In tetrahydrofuran
Stage #1: propargyl alcohol With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane at -78 - -65℃; for 1h; Cooling with acetone-dry icex; Inert atmosphere; Stage #2: ethyl iodide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane at -75 - 30℃; for 18h;

: 13280-07-4
4-chlorobut-2-yn-1-ol

: 74-88-4
methyl iodide

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With magnesium 1.) Et2O, THF, 2.) Et2O, THF, 1 h, reflux; Yield given. Multistep reaction;

: 50-00-0
formaldehyd

butyne-(1)-magnesium bromide: butyne-(1)-magnesium bromide

: 6261-22-9
pent-2-yn-1-ol

: 13280-07-4
4-chlorobut-2-yn-1-ol

methyl magnesium halide: methyl magnesium halide

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With diethyl ether

: 16400-32-1
1-bromo-pent-2-yne

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOAc / Heating 2: NaOH / methanol; H2O / Heating View Scheme

: 74-96-4
ethyl bromide

: 107-19-7
propargyl alcohol

: 7782-61-8
ferric nitrate

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With ammonia; lithium In water

...Expand

: 84282-45-1
1-(1-methoxy-1-methyl-ethoxy)-pent-2-yne

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With water; Amberlyst 15 at 22℃; for 1.5h; Product distribution / selectivity; Inert atmosphere;	95.3 %Chromat.

: 1263216-89-2
1-(1-methoxy-1-methyl-propoxy)-pent-2-yne

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With water; sulfuric acid at 22℃; for 1.5h;

: 50-00-0
formaldehyd

: 51207-09-1
1-butynyl magnesium bromide

butyne-(1)-magnesium bromide: butyne-(1)-magnesium bromide

: 6261-22-9
pent-2-yn-1-ol

...Expand

: 55314-57-3
ethyl pent-2-ynoate

: 6261-22-9
pent-2-yn-1-ol

Conditions

Conditions	Yield
With diisobutylaluminium hydride In dichloromethane at -78℃; for 1h; Inert atmosphere;

: 6261-22-9
pent-2-yn-1-ol

: 124-63-0
methanesulfonyl chloride

: 81159-43-5
methanesulfonic acid pent-2-ynyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -5℃; for 0.416667h;	100%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	69%
With triethylamine In dichloromethane at 20℃; for 0.5h;

: 6261-22-9
pent-2-yn-1-ol

: 1576-95-0
cis-2-penten-1-ol

Conditions

Conditions	Yield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760.051 Torr;	99.5%
With hydrogen; Lindlar's catalyst	98%
With hydrogen; ethylenediamine; P2-Nickel In ethanol for 8h;	96%

: 6261-22-9
pent-2-yn-1-ol

A: 1576-95-0
cis-2-penten-1-ol

B: 71-41-0
pentan-1-ol

Conditions

Conditions	Yield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;	A 99.5% B n/a
With hydrogen; ethylenediamine; Pd on pumice In tetrahydrofuran for 0.5h;	A 98 % Chromat. B 2 % Chromat.

: 6261-22-9
pent-2-yn-1-ol

: 98-59-9
p-toluenesulfonyl chloride

: 92666-05-2
toluene-4-sulfonic acid pent-2-ynyl ester

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane for 0.333333h; Ambient temperature;	98%
With potassium hydroxide In diethyl ether at 0℃; for 4h;	98%
With potassium hydroxide In diethyl ether at 20℃;	89%

: 895153-23-8
N-(tert-butoxycarbonyl)-4-nitrobenzenesulfonamide

: 6261-22-9
pent-2-yn-1-ol

: 1489246-86-7
4-nitro-N-(pent-2-yn-1-yl)benzene-1-sulfonamide

Conditions

Conditions	Yield
Stage #1: N-(tert-butoxycarbonyl)-4-nitrobenzenesulfonamide; pent-2-yn-1-ol With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere;	98%

: 6261-22-9
pent-2-yn-1-ol

: 287108-60-5
5-bromo-2-[(4-hydroxy-benzenesulfonyl)-methyl-amino]-3-methyl-benzoic acid methyl ester

: 287108-63-8
5-bromo-3-methyl-2-[methyl-(4-pent-2-ynyloxy-benzenesulfonyl)-amino]-benzoic acid

Conditions

Conditions	Yield
	97%

: 6261-22-9
pent-2-yn-1-ol

: C10H8N2O2S

: pent-2-yn-1-yl 5-(p-tolyl)-1,2,3-thiadiazole-4-carboxylate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In 1,2-dichloro-ethane at 0 - 20℃; for 3.5h; Inert atmosphere;	97%

: 6261-22-9
pent-2-yn-1-ol

: 2902-69-4
2,2,2-trichloroacetophenone

: pent-2-yn-1-yl benzoate

Conditions

Conditions	Yield
With N,N,N',N'',N'''-pentamethyldiethylenetriamine In neat (no solvent) at 20 - 25℃; for 6h;	96%

: 6261-22-9
pent-2-yn-1-ol

: 1013654-71-1
tris(2-pentyn-1-oxy)borane

Conditions

Conditions	Yield
With boric acid In toluene for 12h; Heating;	95%

: 6261-22-9
pent-2-yn-1-ol

: C7H4N2O2S2

: pent-2-yn-1-yl 5-(thiophen-2-yl)-1,2,3-thiadiazole-4-carboxylate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In 1,2-dichloro-ethane at 0 - 20℃; for 3.5h; Inert atmosphere;	95%

: 6261-22-9
pent-2-yn-1-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 112373-26-9
1-<(tert-butyldimethylsilyl)-oxy>-2-pentyne

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; for 5h; Inert atmosphere;	94%
With triethylamine In dichloromethane at 20℃;	85%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; silylation;

: 6261-22-9
pent-2-yn-1-ol

: 286376-23-6
4-methyl-N-(prop-1-yn-1-yl)benzenesulfonamide

: 615562-38-4
N-but-2-ynyl-4-methyl-N-pent-2-ynyl-benzenesulfonamide

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 15h; Mitsunobu reaction;	94%

: 6261-22-9
pent-2-yn-1-ol

: 89343-06-6
tris-iso-propylsilyl acetylene

: (E)-3-ethyl-5-(triisopropylsilyl)pent-2-en-4-yn-1-ol

Conditions

Conditions	Yield
With ammonium acetate; palladium diacetate; C28H29N2OP In toluene; acetonitrile at 60℃; for 20h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique; Sealed tube; stereoselective reaction;	94%

: 6261-22-9
pent-2-yn-1-ol

: 5455-59-4
2-Nitrobenzenesulfonamide

: 2-nitro-N-(pent-2-yn-1-yl)benzene-1-sulfonamide

Conditions

Conditions	Yield
With 2-(diphenylphosphino)pyridine; di-tert-butyl-diazodicarboxylate In dichloromethane at 20℃; for 2h; Mitsunobu reaction;	92%

: 6261-22-9
pent-2-yn-1-ol

: [[2,5-Ph2-3,4-Tol2(η5-C4CO)]Ru(CO)2]2

: 1224466-20-9, 1224663-27-7
(E)-[2,5-Ph2-3,4-Tol2(η5-C4COH)]Ru(CO)2(C(Et)CHCHO)

Conditions

Conditions	Yield
In (2)H8-toluene addn. of excess of EtCCCH2OH to soln. of Ru complex in C6D5CD3, shaking for 10-30 min until dissolving; addn. of pentane, filtration or concn., addn. of pentane, isolation of solid, crystn. by slow diffusion of pentane or hexane into THF soln.;	90%
In dichloromethane-d2 addn. of excess of EtCCCH2OH to soln. of Ru complex in CD2Cl2, storage for 3-5 min; concn., addn. of pentane, isolation of solid;	90%

: 6261-22-9
pent-2-yn-1-ol

: 5-hydroxybicyclo[4.2.0]octa-1,3,5-trien-7-one

: 1606590-17-3
C13H12O2

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 40℃;	90%

: 58792-15-7
5-Phenyl-1,2,3-thiadiazole-4-carboxylic acid

: 6261-22-9
pent-2-yn-1-ol

: pent-2-yn-1-yl 5-phenyl-1,2,3-thiadiazole-4-carboxylate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In 1,2-dichloro-ethane at 0 - 20℃; for 3.5h; Inert atmosphere;	90%

: 103-82-2
phenylacetic acid

: 6261-22-9
pent-2-yn-1-ol

: C13H14O2

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;	90%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;

: 6261-22-9
pent-2-yn-1-ol

: 78-39-7
Triethyl orthoacetate

: ethyl 3-ethyl-3,4-pentadienoate

Conditions

Conditions	Yield
With propionic acid at 140 - 145℃; for 5h;	89%

: 6261-22-9
pent-2-yn-1-ol

: (2Z)-3-chloro-2-{[(1Z)-2-chloro-1-(hydroxymethyl)but-1-enyl]selanyl}pent-2-en-1-ol

Conditions

Conditions	Yield
With selenium dichloride In tetrahydrofuran at 20℃; for 0.75h;	89%
With selenium(II) chloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; regiospecific reaction;	89%
Multi-step reaction with 2 steps 1: selenium tetrachloride / chloroform / 0.5 h / 0 °C / Inert atmosphere 2: [(2)H6]acetone / 2.5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: selenium tetrachloride / chloroform / 0.5 h / 0 °C 2: d6-acetone / 2.5 h / 20 °C View Scheme

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

: 6261-22-9
pent-2-yn-1-ol

: 6261-21-8
2-pent-2-ynyloxy-tetrahydro-pyran

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 0℃; for 3h;	87%

: 6261-22-9
pent-2-yn-1-ol

: 55022-46-3
4-methyl-N-prop-2-ynylbenzenesulfonamide

: 222320-31-2
4-methyl-N-(pent-2-yn-1-yl)-N-(prop-2-yn-1-yl)-benzenesulfonamide

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 15h; Mitsunobu reaction;	87%

: 917-92-0
2,2-dimethyl-3-butyne

: 6261-22-9
pent-2-yn-1-ol

: (E)-3-ethyl-6,6-dimethylhept-2-en-4-yn-1-ol

Conditions

Conditions	Yield
With ammonium acetate; C40H37N2OP; bis(dibenzylideneacetone)-palladium(0) In toluene; acetonitrile at 60℃; for 16h; Inert atmosphere; stereoselective reaction;	86%

: 6261-22-9
pent-2-yn-1-ol

: 23287-26-5
3-methylsalicylic acid methyl ester

: 488150-69-2
methyl 3-methyl-2-(2-pentynyloxy)benzoate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; for 5h; Mitsunobu reaction;	85%

: 6261-22-9
pent-2-yn-1-ol

: 106-95-6
allyl bromide

: 94513-13-0
allyl pent-2-ynyl ether

Conditions

Conditions	Yield
Stage #1: pent-2-yn-1-ol With sodium hydride In tetrahydrofuran at 20℃; for 2h; Stage #2: allyl bromide In tetrahydrofuran at 20℃; for 2h;	85%
Stage #1: pent-2-yn-1-ol With sodium hydride In tetrahydrofuran at 0 - 20℃; Stage #2: allyl bromide In tetrahydrofuran at 20℃; for 2h;	85%
Stage #1: pent-2-yn-1-ol With sodium hydride In tetrahydrofuran at 0 - 20℃; Stage #2: allyl bromide In tetrahydrofuran at 0 - 20℃;	85%
With sodium hydride In tetrahydrofuran at 20℃; for 2h;	85%

2-Pentyn-1-ol Chemical Properties

Product Name: 2-Pentyn-1-ol (CAS NO.6261-22-9)

Molecular Formula: C₅H₈O
Molecular Weight: 84.12g/mol
Mol File: 6261-22-9.mol
EINECS: 228-411-2
Boiling point: 149.1 °C at 760 mmHg
Flash Point: 58.3 °C
Density: 0.915 g/cm³
Refractive index: n20/D 1.452(lit.)
Surface Tension: 36.5 dyne/cm
Enthalpy of Vaporization: 44.97 kJ/mol
Vapour Pressure: 1.57 mmHg at 25°C
XLogP3-AA: 0.6
H-Bond Donor: 1
H-Bond Acceptor: 1
Structure Descriptors of 2-Pentyn-1-ol (CAS NO.6261-22-9):
IUPAC Name: pent-2-yn-1-ol
Canonical SMILES: CCC#CCO
InChI: InChI=1S/C5H8O/c1-2-3-4-5-6/h6H,2,5H2,1H3
InChIKey: WLPYSOCRPHTIDZ-UHFFFAOYSA-N
Product Categories: Acetylenes; Acetylenic Alcohols & Their Derivatives; Alkynes; Internal; Organic Building Blocks

2-Pentyn-1-ol Safety Profile

Safety Information of 2-Pentyn-1-ol (CAS NO.6261-22-9):
Hazard Codes: Xi Irritant
Risk Statements: 36/37/38
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements: 26-36/37/39-37/39
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
RIDADR: UN 1987 3/PG 3
WGK Germany: 3
F: 10
HazardClass: 3
PackingGroup: III

2-Pentyn-1-ol Specification

2-Pentyn-1-ol , its CAS NO. is 6261-22-9, the synonyms are AI3-37254 ; EINECS 228-411-2 .

Product Name

2-Pentyn-1-ol

Synthetic route

2-Pentyn-1-ol Chemical Properties

2-Pentyn-1-ol Safety Profile

2-Pentyn-1-ol Specification

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