71-41-0

Basic information

• Product Name: 1-Pentanol
• Synonyms: Pentylalcohol (8CI);1-Pentyl alcohol;Amyl alcohol;Amylol;Butyl carbinol;NSC5707;Pentanol;n-Amyl alcohol;n-Butyl carbinol;n-Pentan-1-ol;n-Pentanol;n-Pentyl alcohol
• CAS NO: 71-41-0
• Molecular Formula: C₅H₁₂O
• Molecular Weight: 88.14818
• EINECS: 200-752-1
• Mol File: 71-41-0.mol
• Article Data: 291

Chemical Properties

• Melting Point: -78℃
• Boiling Point: 138.5 °C at 760 mmHg
• Flash Point: 48.9 °C
• Appearance: Colorless liquid.
• Density: 0.811 g/cm³
• Refractive Index: 1.4083-1.4103
• Water Solubility: 22 g/L (22℃)
• CAS DataBase Reference: 1-Pentanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pentanol(71-41-0)
• EPA Substance Registry System: 1-Pentanol(71-41-0)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R10:; R20:; R37:; R66:
• Safety Statements: S46:
• Hazardous Substances Data: 71-41-0(Hazardous Substances Data)

Usage

General Description

1-Pentanol, also known as n-pentanol, is a linear alcohol with the chemical formula C5H12O. It is a clear, colorless liquid with a mild, slightly unpleasant odor. 1-Pentanol is commonly used as a solvent in the production of perfumes, plasticizers, and other chemicals. It also has applications in the pharmaceutical and cosmetic industries. 1-Pentanol can be produced through the hydration of 1-pentene or by the hydrogenation of butanal. It is flammable and can cause irritation to the skin and eyes upon contact. In addition, prolonged exposure to 1-pentanol can cause adverse health effects, including dizziness, drowsiness, and nausea.

InChI:InChI=1/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3

Synthetic route

pentanal (110-62-3) → pentan-1-ol (71-41-0)

Conditions	Yield
With hydrogen; triethylamine; chromium(0) hexacarbonyl at 160℃; under 75006 Torr; for 3h;	100%
With C79H23ClIrNO2; potassium carbonate In isopropyl alcohol for 18h; Inert atmosphere; Reflux;	99%
	94%

1-pentyl acetate (628-63-7) → pentan-1-ol (71-41-0)

Conditions	Yield
With aluminum oxide; potassium hydroxide In diethyl ether for 3h; Product distribution; Ambient temperature;	100%
With potassium hydroxide; polystyrene-CH2=O(CH2CH2O)5H copolymer In benzene at 25℃; for 3h;	100 % Chromat.
With sodium hydroxide In methanol; water	93 %Chromat.

pent-1-yn-5-ol (5390-04-5) → pentan-1-ol (71-41-0)

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%

pent-2-yn-1-ol (6261-22-9) → cis-2-penten-1-ol (1576-95-0) + pentan-1-ol (71-41-0)

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.

n-butyl magnesium bromide (693-03-8) + formaldehyd (50-00-0) → pentan-1-ol (71-41-0)

Conditions	Yield
Stage #1: n-butyl magnesium bromide; formaldehyd In diethyl ether at 15 - 20℃; Stage #2: With water at 40℃; Solvent;	98.3%

amyl nitrate (1002-16-0) → formaldehyd (50-00-0) + pentan-1-ol (71-41-0) + n-butane (106-97-8) + NO2

Conditions	Yield
In tetralin at 154℃; Mechanism; Kinetics; Ea, log A, ΔH(activation), volume of activation; other solvents, other temperatures;	A n/a B 98% C 2% D n/a

valeric acid (109-52-4) → pentan-1-ol (71-41-0)

Conditions	Yield
With zinc(II) tetrahydroborate In tetrahydrofuran for 3h; Heating;	95%
With hydrogen In neat (no solvent) at 180℃; under 37503.8 Torr; for 18h;	83%
With hydrogen In water at 129.84℃; for 5h; Autoclave;	77%

pent-1-yn-5-ol (5390-04-5) → n-Pent-4-enyl alcohol (821-09-0) + pentan-1-ol (71-41-0)

Conditions	Yield
With hydrogen In tetrahydrofuran at 40℃; under 760.051 Torr; for 9h;	A 95% B 5%
With hydrogen In tetrahydrofuran at 25℃; under 15001.5 Torr; for 15h; Inert atmosphere;
With quinoline; hydrogen In tetrahydrofuran at 50℃; under 3750.38 Torr; for 2h;
With hydrogen In tetrahydrofuran at 30℃; under 2250.23 Torr; for 2h; Autoclave;

n-pentylboronic acid (4737-50-2) → pentan-1-ol (71-41-0)

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 100℃; for 0.0833333h; Microwave irradiation; Green chemistry;	95%

tert-butyldimethyl(pentyloxy)silane (144363-01-9) → pentan-1-ol (71-41-0)

Conditions	Yield
With 1,11-bis(3-methyl-3H-imidazolium-1-yl)-3,6,9-trioxaundecane di(methanesulfonate) In methanol at 20℃; for 1.25h;	94%

C26H30O3 → pentan-1-ol (71-41-0)

Conditions	Yield
With cerium(IV) triflate; water In acetonitrile at 25℃; for 0.5h;	93%

{PPN}{HCr(CO)5} (78362-94-4) + n-valeryl chloride (638-29-9) → bis(triphenylphosphine)nitrogen{Cr(CO)5Cl} (65650-76-2) + pentan-1-ol (71-41-0)

Conditions	Yield
With acetic acid In tetrahydrofuran 2 equiv of complex, 1 equiv of HOAc; THF, 25°C;; detected by NMR and IR spectra; and GC analysis,;	A n/a B 90%

1,5-pentanedioic acid (110-94-1) → 1 ,5-pentanediol (111-29-5) + pentan-1-ol (71-41-0) + valeric acid (109-52-4)

Conditions	Yield
With hydrogen In water at 130℃; under 37503.8 Torr; for 12h; Pressure; Reagent/catalyst; Autoclave;	A 90% B 4% C 5%

furfural (98-01-1) → 2-methylfuran (534-22-5) + (+/-)-2-pentanol (6032-29-7) + pentan-1-ol (71-41-0) + 2-Pentanone (107-87-9)

Conditions	Yield
With Cu/SiO2; hydrogen at 220℃; under 760.051 Torr; for 0.5h; Catalytic behavior; Reagent/catalyst; Time; Temperature; Green chemistry;	A 89.5% B n/a C n/a D n/a

n-pentyl formate (638-49-3) → pentan-1-ol (71-41-0)

Conditions	Yield
dodecacarbonyl-triangulo-triruthenium; P(C4H9)3 In pyridine at 180℃; for 8h;	89%

TETRAHYDROPYRANE (142-68-7) → pentan-1-ol (71-41-0)

Conditions	Yield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h; Ring cleavage;	88%

pentanonitrile (110-59-8) → pentan-1-ol (71-41-0)

Conditions	Yield
With formaldehyd; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; toluene at 90℃;	88%
Multi-step reaction with 2 steps 1: concentrated sulfuric acid 2: sodium; ethanol View Scheme

n-butyllithium (109-72-8, 29786-93-4) + phenyl (trimethylsilyloxy)methyl sulfide (18789-71-4) → pentan-1-ol (71-41-0)

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 0℃; for 1.5h;	87%

n-Pentyltriphenylmethyl-aether (20705-39-9) → pentan-1-ol (71-41-0)

Conditions	Yield
With cerium(IV) triflate; water In acetonitrile at 25℃; for 2h;	87%

octanol (111-87-5) + pentyl hexanoate (540-07-8) → pentan-1-ol (71-41-0) + n-octyl hexanoate (4887-30-3)

Conditions	Yield
With cerium(IV) oxide at 180℃; for 36h;	A n/a B 87%

cis-2-penten-1-ol (1576-95-0) → pentanal (110-62-3) + pentan-1-ol (71-41-0)

Conditions	Yield
With hydrogen In water at 20℃; under 759.826 Torr; for 24h;	A 7% B 87%

1-methoxy-4-((pentyloxy)methyl)benzene (207795-39-9) → pentan-1-ol (71-41-0)

Conditions	Yield
With montmorillonite K 10 supported ammonium nitrate In neat (no solvent) for 0.05h; Irradiation;	86%
With cerium triflate In nitromethane for 0.5h; Heating;	87 % Chromat.

4,4,5,5-tetramethyl-2-(pentyloxy)-1,3,2-dioxaborolane (94488-06-9) → pentan-1-ol (71-41-0)

Conditions	Yield
With methanol; silica gel at 50℃; for 3h;	85%
With methanol; silica gel at 50℃; for 1.91667h;	92 %Spectr.

rac-octan-2-ol (4128-31-8) + pentyl hexanoate (540-07-8) → hexanoic acid 1-methylheptyl ester (29803-24-5) + pentan-1-ol (71-41-0)

Conditions	Yield
With cerium(IV) oxide at 180℃; for 36h;	A 83% B n/a

XYLITOL (87-99-0) → 2-pentanol (584-02-1) + pentan-1-ol (71-41-0)

Conditions	Yield
With hydrogen In 1,4-dioxane at 159.84℃; under 60006 Torr; for 24h; Autoclave;	A 16% B 83%

1-methyl-4-[(pentyloxy)methyl]benzene → pentan-1-ol (71-41-0) + p-Toluic acid (99-94-5)

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 79% B 83%

1-methoxy-4-((pentyloxy)methyl)benzene (207795-39-9) → pentan-1-ol (71-41-0) + 4-methoxybenzoic acid (100-09-4)

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 81% B 83%

5-methyl-dihydro-furan-2-one (108-29-2) → 2-methyltetrahydrofuran (96-47-9) + pentan-1-ol (71-41-0)

Conditions	Yield
With 30% Cu/SiO2 In methanol at 190℃; under 60006 Torr; for 10h; Reagent/catalyst; Solvent; Temperature; Autoclave;	A 16.3% B 82.9%

1-fluoro-4-[(pentyloxy)methyl]benzene → pentan-1-ol (71-41-0) + 4-Fluorobenzoic acid (456-22-4)

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 76% B 82%

pentan-1-ol (71-41-0) → pentanal (110-62-3)

Conditions	Yield
With oxidase In water at 40℃; Reformatsky Reaction; Enzymatic reaction;	100%
With dihydrogen peroxide In water at 65℃; for 4h; Catalytic behavior; Green chemistry; chemoselective reaction;	97%
With chromium(VI) oxide; silica gel for 0.05h; microwave irradiation;	96%

pentan-1-ol (71-41-0) → n-pentyl n-pentanoate (2173-56-0)

Conditions	Yield
With oxygen at 60℃; under 760.051 Torr; for 24h; Irradiation;	100%
Ru complex at 138℃; for 12h; Inert atmosphere;	99%
With N-Bromosuccinimide; L-proline In water at 20℃; for 1h;	97%

pentan-1-ol (71-41-0) → valeric acid (109-52-4)

Conditions	Yield
With dihydrogen peroxide; Na12[WZn3(H2O)2(ZnW9O34)2] at 75℃; for 7h;	100%
With Au NCs/TiO2; oxygen; sodium hydroxide In water at 120℃; under 7500.75 Torr; for 6h; Catalytic behavior; Autoclave; Green chemistry;	95.3%
With nitric acid In water at 25 - 30℃; for 4h;	90%

1,3-Dimethyl-6-chlorouracil (6972-27-6) + pentan-1-ol (71-41-0) → 1,3-Dimethyl-6-pentyloxy-1H-pyrimidine-2,4-dione (93767-19-2)

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Ambient temperature;	100%

para-dichlorobenzene (106-46-7) + pentan-1-ol (71-41-0) → 1-chloro-4-(pentyloxy)benzene (51241-40-8)

Conditions	Yield
With potassium hydroxide; ethylene glycol; poly(ethylene glycol) at 140 - 150℃; for 6h; Product distribution; Investigation of the reactions of p-dichlorobenzene and o-dichlorobenzene with n-pentylalcohol in the presence of poly(ethylene glycol) catalysts with various molecular weight.;	100%
With potassium hydroxide; PEG-6000 at 150℃; for 6h;	100%

pentan-1-ol (71-41-0) + phenyl isocyanate (103-71-9) → pentyl N-phenyl-carbamate (63075-06-9)

Conditions	Yield
for 1h;	100%
for 1h; Heating;	100%
at 20℃;	92%

pentan-1-ol (71-41-0) + ethyl acetate (141-78-6) → 1-pentyl acetate (628-63-7)

Conditions	Yield
zirconium(IV) oxide at 200℃; in vapor-phase;	100%
With K5 for 2h; Heating;	90%
18-crown-6 ether; potassium carbonate at 170℃; Product distribution; various catalysts;	61 % Chromat.
18-crown-6 ether; potassium carbonate at 170℃;	61 % Chromat.
With Mycobacterium smegmatis acyl transferase In aq. phosphate buffer at 21℃; for 1h; pH=7.5; Inert atmosphere; Enzymatic reaction;

pentan-1-ol (71-41-0) + chlorobenzene (108-90-7) → (pentyloxy)benzene (2050-04-6)

Conditions	Yield
With potassium hydroxide; PEG-6000 at 150℃; for 6h;	100%

pentan-1-ol (71-41-0) + 1,2-dichloro-benzene (95-50-1) → 1-bromo-4-pentyloxybenzene (30752-18-2) + 2-chlorophenyl pentyl ether (51241-39-5) + chlorobenzene (108-90-7)

Conditions	Yield
With potassium hydroxide; PEG-6000 at 150℃; for 6h; Yields of byproduct given;	A n/a B 100% C n/a

pentan-1-ol (71-41-0) + 1,3-Dichlorobenzene (541-73-1) → m-pentoxychlorobenzene (51241-38-4)

Conditions	Yield
With potassium hydroxide; PEG-6000 at 150℃; for 6h;	100%

pentan-1-ol (71-41-0) + [4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-phenyl]-oxo-acetonitrile (203256-20-6) → 4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-benzoic acid pentyl ester

Conditions	Yield
With dmap In acetonitrile for 1.5h; Heating;	100%

piperidine (110-89-4) + pentan-1-ol (71-41-0) + 1,1'-carbonyldiimidazole (530-62-1) → Piperidine-1-carboxylic acid pentyl ester (59454-05-6)

Conditions	Yield
Stage #1: pentan-1-ol; 1,1'-carbonyldiimidazole In dichloromethane at 20℃; Stage #2: piperidine at 20℃;	100%

pentan-1-ol (71-41-0) + 3-Phenylpropionic acid (501-52-0) → pentyl 3-phenylpropionoate (232949-65-4)

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 11h; Esterification;	100%
With 4-nitro-diphenylammonium triflate In toluene at 80℃; for 8h;	94%
With toluene-4-sulfonic acid at 20℃; for 0.5h;

tetraphosphorus decasulfide (15857-57-5) + pentan-1-ol (71-41-0) + antimony(III) chloride (10025-91-9) → antimony tris-(O,O-di-n-pentylphosphorodithioate) (219637-25-9)

Conditions	Yield
In pentan-1-ol byproducts: H2S, HCl; addn. of P4S10 to pentanol under Ar, stirring at room temp. until H2S evolution ceased (20 h), addn. of SbCl3, stirring at room temp. for 3 h (until HCl evolution stopped); filtn., concentrating the volume of the filtrate under vac., elem. anal.;	100%

1-(3,4-ethylenedioxyphenyl)propan-1-ol (20625-42-7) + pentan-1-ol (71-41-0) → 6-[1-(pentyloxy)propyl]-2,3-dihydro-1,4-benzodioxine

Conditions	Yield
With hydrogenchloride In water at 20℃; for 120h; chemoselective reaction;	100%

3,3-Dimethylacryloyl chloride (3350-78-5) + pentan-1-ol (71-41-0) → pentyl 3-methyl-2-butenoate

Conditions	Yield
With pyridine; dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3.5h;	99.7%
In benzene at 30℃; Kinetics; Activation energy; Further Variations:; Temperatures; Acylation; alcoholysis;

pentan-1-ol (71-41-0) + valeric acid (109-52-4) → n-pentyl n-pentanoate (2173-56-0)

Conditions	Yield
With hafnium tetrakis(trifluoromethanesulfonate) In toluene at 110℃; for 24h; Reagent/catalyst;	99%
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction;	97.6%
With Pseudomonas sp. DMVR46 lipase immobilized on sodium bis(2-ethylhexyl)sulfosuccinate-based organogel In cyclohexane at 37℃; for 96h; pH=8.5; Reagent/catalyst; Enzymatic reaction;	88%

3,4-dihydro-2H-pyran (110-87-2) + pentan-1-ol (71-41-0) → 2-(pentyloxy)tetrahydro-2H-pyran (32767-70-7)

Conditions	Yield
With 1,5-dichloro-9,10-anthraquinone In dichloromethane for 0.5h; UV-irradiation;	99%
With iron(III) perchlorate In diethyl ether at 20℃; for 1.5h;	98%
With indium(III) chloride; 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 20℃; for 24h;	96%

pentan-1-ol (71-41-0) + 2-(trifluoroacetyloxy)pyridine (96254-05-6) → trifluoroacetic acid n-pentyl ester (327-70-8)

Conditions	Yield
In diethyl ether at 20℃; for 0.5h;	99%

pentan-1-ol (71-41-0) + 3'-<3-(trifluoromethyl)phenyl>spiro-3-one (74423-18-0) → n-pentyl 2-<3-<3-(trifluoromethyl)phenyl>isoxazol-5-yl>benzoate (76272-31-6)

Conditions	Yield
With sulfuric acid for 30h; Heating;	99%

succinic acid anhydride (108-30-5) + pentan-1-ol (71-41-0) → butanedioic acid n-pentyl monoester (97479-78-2)

Conditions	Yield
at 20 - 73℃; for 24h;	99%
With dmap In N,N-dimethyl-formamide at 20℃; for 12h;	95%
With dmap In N,N-dimethyl-formamide at 20℃; for 12h;	95%

pentan-1-ol (71-41-0) + acetic anhydride (108-24-7) → 1-pentyl acetate (628-63-7)

Conditions	Yield
With SiO2-supported Co(II) Salen complex catalyst at 50℃; for 0.833333h;	99%
With N-methylmorpholinium propanesulfonic acid ammonium hydrogensulfate at 25℃; for 0.05h; Inert atmosphere; neat (no solvent); chemoselective reaction;	98%
With Methylenediphosphonic acid at 20℃; for 2h; neat (no solvent);	98%

pentan-1-ol (71-41-0) + carbonic acid dimethyl ester (616-38-6) → 1-methoxycarbonyloxy-pentane (183013-07-2)

Conditions	Yield
In neat (no solvent) at 110℃; for 2h; Temperature; Molecular sieve; Green chemistry;	99%
With 3-methyl-1-(trimethoxysilylpropyl)imidazolium chloride at 80℃; for 4h; Inert atmosphere;	98%
With dicobalt octacarbonyl at 180℃; for 1h; chemoselective reaction;	98%

pentan-1-ol (71-41-0) + aniline (62-53-3) → N-phenylpentanamide (10264-18-3)

Conditions	Yield
With oxygen; sodium hydroxide In water at 40℃; for 24h; Green chemistry;	99%
With oxygen; sodium hydroxide In water at 40℃; for 24h;	89%
With sodium hydroxide In toluene at 110℃; for 20h;	86%
With oxygen; lithium hydroxide In water at 50℃; for 12h;	63%

pentan-1-ol (71-41-0) + methyl 6-hydroxy-1-naphthoate (90162-13-3) → methyl 6-(pentyloxy)-1-naphthoate (1353942-29-6)

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 38h;	99%
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 38h;	99%

Upstream product

• 2400-59-1 dihexanoyl peroxide 
• 2163-48-6 diethyl propylmalonate 
• 50-99-7 D-glucose 
• 463-04-7 n-Amyl nitrite 
• 121-69-7 N,N-dimethyl-aniline 
• 142-62-1 hexanoic acid 
• 56-81-5 glycerol 
• 107-01-7 butene-2 
• 201230-82-2 carbon monoxide 
• 108-29-2 5-methyl-dihydro-furan-2-one 
• 5390-04-5 pent-1-yn-5-ol 
• 50-70-4 D-sorbitol 
• 109-66-0 pentane 
• 9004-34-6 cellulose 

Downstream Products

• 6196-58-3 2-(pentyloxy)ethanol 
• 20279-49-6 pentyl 4-oxopentanoate 
• 6382-14-5 ((pentyloxy)methyl)benzene 
• 628-63-7 1-pentyl acetate 
• 74-99-7 prop-1-yne 
• 333-08-4 fluoro-acetic acid pentyl ester 
• 3658-92-2 butyraldehyde-(ethyl-pentyl-acetal) 
• 64434-53-3 1,1,4,4-tetrakis(4-chlorophenyl)buta-1,2,3-triene 
• 873384-76-0 tetrakis-(4-bromo-phenyl)-butatriene 
• 3407-98-5 5-Amino-2-chloroacridin 
• 2849-98-1 butyl-methyl methacrylate 
• 6938-30-3 trans-crotonic acid pentyl ester 
• 31857-89-3 tetradecan-5-one 
• 14629-45-9 1-pentyl(trimethylsilyl)ether 

Relevant articles and documents

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