Production Method 1

3003-84-7

821-09-0

Reaction Conditions

1.1 Reagents: Sodium Solvents: Diethyl ether

Reference

Olefinic acids. XVI. Synthesis of Δ10-undecenoic acid

Gaubert, Peter; et al, Journal of the Chemical Society, 1937, 1971, 1971-4

Production Method 2

71-50-1

821-09-0

Reaction Conditions

Reference

Study of interactions between alcohol and amine functions. Thermolysis of hydroxides and salts of ω-(trialkylammonio)-1-alkanols

Barbry, Didier; et al, Collection of Czechoslovak Chemical Communications, 1983, 48(6), 1734-44

Production Method 3

1192-30-9

821-09-0

Reaction Conditions

1.1 Reagents: Lithium Solvents: Tetrahydrofuran ;  0 °C; 2 h, rt
1.2 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

Practical Synthesis of Pent-4-yn-1-ol and Pent-4-en-1-ol from Tetrahydrofurfuryl Halides

Saito, Katsuya; et al, Synthesis, 2023, 55(17), 2670-2673

Production Method 4

1192-30-9

821-09-0

Reaction Conditions

1.1 Reagents: Sodium Solvents: Diethyl ether

Reference

Stability of the hydrofuran ring. III. The mechanism of the rearrangements accompanying the rupture of the ring in tetrahydrofuran derivatives. The preparation of 2-penten-1-ol

Paul, R., Bulletin de la Societe Chimique de France, 1935, 2, 745-54

Production Method 5

2622-05-1

821-09-0

Reaction Conditions

1.1 Reagents: Copper bromide (CuBr)

Reference

Condensation of Grignard reagents with RCHBrCH2OH type bromohydrins. Effect of copper(I) salts

Bourgain-Commercon, Monique; et al, Bulletin de la Societe Chimique de France, 1980, 289, 289-94

Production Method 6

2100-17-6

821-09-0

Reaction Conditions

1.1 Reagents: Formic acid Catalysts: Molybdenum, (acetonitrile)tricarbonyl[(2,3,4,5-η)-2,3,4,5-tetraphenyl-2,4-cyclop… Solvents: Benzene ;  rt → 65 °C; 12 h, 65 °C

Reference

Transfer Hydrogenation of Aldehydes, Allylic Alcohols, Ketones, and Imines Using Molybdenum Cyclopentadienone Complexes

Wu, Weiwei ; et al, Organometallics, 2018, 37(9), 1428-1431

Production Method 7

2100-17-6

821-09-0

Reaction Conditions

Reference

Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp3)-H bonds

Cao, Zhusong; et al, Chemical Science, 2021, 12(13), 4836-4840

Production Method 8

5390-04-5

821-09-0

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium ,  Silver Solvents: Ethanol ;  1 h, rt

Reference

Design of Core-Pd/Shell-Ag Nanocomposite Catalyst for Selective Semihydrogenation of Alkynes

Mitsudome, Takato; et al, ACS Catalysis, 2016, 6(2), 666-670

Production Method 9

5390-04-5

821-09-0

Reaction Conditions

1.1 Reagents: Potassium hydroxide ,  Water Catalysts: Copper ;  15 min, 25 °C

Reference

Highly selective electrocatalytic alkynol semi-hydrogenation for continuous production of alkenols

Bu, Jun; et al, Nature Communications, 2023, 14(1),

Production Method 10

108420-46-8

821-09-0

Reaction Conditions

1.1 Catalysts: Quinaldic acid ,  Ruthenium(1+), tris(acetonitrile)(η5-2,4-cyclopentadien-1-yl)-, hexafluorophosph… Solvents: Methanol ;  3 h, 30 °C

Reference

CpRuIIPF6/Quinaldic Acid-Catalyzed Chemoselective Allyl Ether Cleavage. A Simple and Practical Method for Hydroxyl Deprotection

Tanaka, Shinji; et al, Organic Letters, 2004, 6(11), 1873-1875

Production Method 11

108420-46-8

821-09-0

Reaction Conditions

1.1 Reagents: Aniline ,  Biphenyl Catalysts: Palladium(1+), [[3,4-bis(4-methoxyphenyl)-3-cyclobutene-1,2-diylidene]bis[[2,4,6… ;  3 h, 50 °C

Reference

Facile and Selective Deallylation of Allyl Ethers Using Diphosphinidenecyclobutene-Coordinated Palladium Catalysts

Murakami, Hiromi; et al, Journal of Organic Chemistry, 2004, 69(13), 4482-4486

Production Method 12

1730-25-2

75-21-8

821-09-0

Reaction Conditions

1.1 Solvents: Diethyl ether

Reference

Palladium catalyzed multiple cyclizations

Meyer, Frank, 1993, , ,

Production Method 13

1730-25-2

75-21-8

821-09-0

Reaction Conditions

Reference

ω-Aminoalkyl-substituted silanes. I. Synthesis and reactivity of aminoalkylsilanes with SiOR and SiH functional groups

Saratov, I. E.; et al, Zhurnal Obshchei Khimii, 1981, 51(2), 396-404

Production Method 14

1730-25-2

75-21-8

821-09-0

Reaction Conditions

Reference

Homolytic displacement at saturated carbon. Part 9. The reactions of trichloromethanesulfonyl chloride with pent-4-enylcobaloximes and with olefins. A novel route to (trichloroethyl)sulfolanes via an SHi mechanism

Ashcroft, Martyn R.; et al, Journal of Organic Chemistry, 1984, 49(10), 1751-61

Production Method 15

26842-48-8

821-09-0

Reaction Conditions

1.1 Reagents: tert-Butyllithium Solvents: Diethyl ether ,  Pentane
1.2 Reagents: Water

Reference

Preparation and reactions of 3-oxa- and 4-oxa-5-hexenyllithiums

Bailey, William F.; et al, Heteroatom Chemistry, 1992, 3(1), 55-61

Production Method 16

26842-48-8

821-09-0

Reaction Conditions

Reference

Product subclass 23: γ-lithio ethers and related compounds

Caine, Drury, Science of Synthesis, 2006, 8, 775-794

Production Method 17

863306-26-7

821-09-0

Reaction Conditions

1.1 Reagents: Zinc acetate dihydrate Solvents: Methanol ,  Dichloromethane ;  1.5 h, rt

Reference

Picolinyl group as an efficient alcohol protecting group: cleavage with Zn(OAc)2·2H2O under a neutral condition

Baek, Ju Yuel; et al, Tetrahedron Letters, 2005, 46(31), 5143-5147

Production Method 18

821-09-0

Reaction Conditions

1.1 Catalysts: Methanesulfonic acid, 1,1,1-trifluoro-, erbium(3+) salt (3:1) Solvents: Ethanol ;  24 min, 80 °C

Reference

An eco-sustainable erbium(III)-catalyzed method for formation/cleavage of O-tert-butoxy carbonates

Procopio, Antonio; et al, Green Chemistry, 2011, 13(2), 436-443

Production Method 19

14697-46-2

821-09-0

Reaction Conditions

1.1 Reagents: Triethyl orthoformate

Reference

Olefin synthesis by deoxygenation of vicinal diols

Block, Eric, Organic Reactions (Hoboken, 1984, 30,

Production Method 20

3003-84-7

821-09-0

Reaction Conditions

1.1 Reagents: Sodium Solvents: Diethyl ether

Reference

γ-Ethylenic alcohols. I. Preparation of 4-penten-1-ol

Paul, R.; et al, Bulletin de la Societe Chimique de France, 1943, 10, 484-5

Production Method 21

67288-03-3

821-09-0

Reaction Conditions

1.1 Catalysts: Methanesulfonic acid, 1,1,1-trifluoro-, erbium(3+) salt (3:1) Solvents: Methanol ;  100 °C

Reference

An eco-sustainable erbium(III) triflate catalyzed formation and cleavage of tert-butyl ethers

Procopio, Antonio; et al, Synthesis, 2011, (1), 73-78

Production Method 22

2100-17-6

821-09-0

Reaction Conditions

1.1 Reagents: Ferrocene Catalysts: Manganese(2+), dibromohexacarbonyl[μ-[4-(1,1-dimethylethyl)-2,6-bis[6-(1-methyl-… Solvents: THF-d8

Reference

Chemoselective Electrochemical Hydrogenation of Ketones and Aldehydes with a Well-Defined Base-Metal Catalyst

Fokin, Igor; et al, Chemistry - A European Journal, 2020, 26(62), 14137-14143

Production Method 23

180259-48-7

821-09-0

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid ,  Benzene, 1-methoxy-4-[(1-phenylethoxy)methyl]- Solvents: Dichloromethane ;  10 min, 21 °C

Reference

Mild, selective deprotection of PMB ethers with triflic acid/1,3-dimethoxybenzene

Jung, Michael E.; et al, Tetrahedron Letters, 2011, 52(46), 6051-6054

Production Method 24

26842-48-8

821-09-0

Reaction Conditions

1.1 Reagents: tert-Butyllithium Solvents: Diethyl ether ,  Pentane

Reference

The conversion of 4-oxa-5-hexenyllithiums to 4-alken-1-ols: a novel [1,4]-Wittig rearrangement

Bailey, William F.; et al, Tetrahedron Letters, 1991, 32(35), 4425-6

Production Method 25

14697-46-2

821-09-0

Reaction Conditions

1.1 Reagents: Triphenylphosphine ,  Oxygen Catalysts: Rhenium oxide (Re2O7) ;  1 h, rt → 165 °C

Reference

Rhenium-catalyzed deoxydehydration of renewable triols derived from sugars

Wozniak, Bartosz; et al, Green Chemistry, 2018, 20(19), 4433-4437

Production Method 26

3003-84-7

821-09-0

Reaction Conditions

1.1 Reagents: Lithium Solvents: Tetrahydrofuran ;  0 °C; 4 h, rt
1.2 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

Practical Synthesis of Pent-4-yn-1-ol and Pent-4-en-1-ol from Tetrahydrofurfuryl Halides

Saito, Katsuya; et al, Synthesis, 2023, 55(17), 2670-2673

Production Method 27

5831-70-9

821-09-0

Reaction Conditions

1.1 Reagents: Indium Solvents: Methanol ;  4.5 h, rt; rt → 65 °C; 3 - 5 h, 60 - 65 °C

Reference

Ultrasound-accelerated synthesis of chiral allylic alcohols promoted by indium metal

Yadav, J. S.; et al, Tetrahedron, 2003, 59(28), 5333-5336

Production Method 28

6581-54-0

821-09-0

Reaction Conditions

1.1 Reagents: Water Solvents: Water

Reference

β-Halo ether synthesis of olefinic alcohols: stereochemistry of the ring-scission of 2-substituted-3-halotetrahydropyrans and -furans

Crombie, Leslie; et al, Journal of the Chemical Society, 1985, (9), 1983-95

Production Method 29

1576-85-8

821-09-0

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Diethyl ether ,  Tetrahydrofuran ;  2 h, 0 °C; 1 h, 0 °C → rt
1.2 Reagents: Water ;  5 min, rt
1.3 Reagents: Sodium hydroxide Solvents: Water ;  5 min, rt
1.4 Reagents: Water ;  rt

Reference

The facile preparation of alkenyl metathesis synthons

Baughman, Travis W.; et al, Tetrahedron, 2004, 60(48), 10943-10948

Production Method 30

1576-85-8

821-09-0

Reaction Conditions

1.1 Reagents: Potassium carbonate ,  Hydrogen Catalysts: Stereoisomer of [P,P-bis(1,1-dimethylethyl)-N-[2-[[(2-pyridinyl-κN)methyl]amino-… Solvents: Isopropanol ;  2 h, 50 bar, 100 °C

Reference

Chemoselective Hydrogenation of Carbonyl Compounds and Acceptorless Dehydrogenative Coupling of Alcohols

Spasyuk, Denis; et al, Journal of the American Chemical Society, 2015, 137(11), 3743-3746

Production Method 31

1192-30-9

821-09-0

Reaction Conditions

1.1 Reagents: Samarium iodide (SmI2) Solvents: Tetrahydrofuran

Reference

Reductions with samarium(II) iodide

Molander, Gary A., Organic Reactions (Hoboken, 1994, 46,

Production Method 32

64841-44-7

821-09-0

Reaction Conditions

1.1 Reagents: Lithium chloride Solvents: Dimethyl sulfoxide ,  Water

Reference

A Mild and Efficient Method for Selective Deprotection of Tetrahydropyranyl Ethers to Alcohols

Maiti, Gourhari; et al, Journal of Organic Chemistry, 1996, 61(17), 6038-6039

Production Method 33

95650-55-8

821-09-0

Reaction Conditions

Reference

Study of interactions between alcohol and amine functions. II. Thermolysis of N-oxides of ω-(dialkylamino)-1-alkanols

Barbry, Didier; et al, Collection of Czechoslovak Chemical Communications, 1984, 49(10), 2410-14

4-Penten-1-ol Raw materials

• Allylmagnesium chloride
• 1,2,5-Pentanetriol
• 2-PYRIDINECARBOXYLIC ACID, 4-PENTENYL ESTER
• 3-chlorooxane
• 4-Pentenyl Acetate
• 4-Pentenal
• pent-4-yn-1-ol
• Allylmagnesium Bromide (ca. 13% in Ethyl Ether, ca. 0.7mol/L)
• 2-(iodomethyl)oxolane
• 1-Pentanol, 5-(dimethyloxidoamino)-
• 2H-Pyran, tetrahydro-2-(4-pentenyloxy)-
• 1-Pentene, 5-(2-propenyloxy)-
• 1-Pentene, 5-(1,1-dimethylethoxy)-
• Propane, 1-(ethenyloxy)-3-iodo-
• Acetate ions
• 2-(bromomethyl)oxolane
• 2-(chloromethyl)oxolane
• Ethylene Oxide

4-Penten-1-ol Preparation Products

• 4-Penten-1-ol (821-09-0)

• 1. Excellent kinetics of single-phase Gd-doped ceria fuel electrodes in solid oxide cells?
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• 4. Ester-directed orthogonal dual C–H activation and ortho aryl C–H alkenylation via distal weak coordination?
  Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409
• 5. Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe?
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• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Primary alcohols
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Alcohols and polyols Primary alcohols
• Solvents and Organic Chemicals Organic Compounds Acids/Esters
• Solvents and Organic Chemicals Organic Compounds Hydrocarbons

4-Penten-1-ol: A Comprehensive Overview

4-Penten-1-ol (CAS No. 821-09-0) is a five-carbon alcohol with a double bond in the pentenyl chain, making it a valuable compound in various industrial and scientific applications. This compound, also known as 1-penten-4-ol, is characterized by its structural formula, CH?=CHCH?CH?CH?OH, which highlights its unique chemical properties. Recent studies have shed light on its potential in fields such as biochemistry, pharmaceuticals, and materials science.

The synthesis of 4-Penten-1-ol has been optimized through advancements in catalytic processes, enabling more efficient production methods. Researchers have explored the use of transition metal catalysts to facilitate the hydroxylation of alkenes, a process that has significantly improved the yield and purity of 4-Penten-1-ol. These innovations are particularly relevant in the context of sustainable chemistry, where reducing waste and energy consumption is a priority.

In terms of applications, 4-Penten-1-ol has found niche uses in the fragrance industry due to its pleasant odor profile. It is often employed as a flavor enhancer in food products, contributing to the aromatic complexity of certain beverages and snacks. Furthermore, its ability to act as a precursor in organic synthesis has made it an essential building block in the creation of more complex molecules.

Recent research has also focused on the biological activity of 4-Penten-1-ol, particularly its role in cellular signaling pathways. Studies conducted at leading institutions have demonstrated that this compound exhibits anti-inflammatory properties, which could pave the way for its use in pharmaceutical formulations. Additionally, its potential as an antioxidant has been explored, with findings suggesting that it may protect cells from oxidative stress-induced damage.

The environmental impact of 4-Penten-1-ol has also come under scrutiny, with researchers evaluating its biodegradability and toxicity levels. According to recent reports, this compound demonstrates low toxicity to aquatic life, making it a safer alternative to some traditional chemicals used in industrial processes. This aligns with global efforts to promote eco-friendly chemical solutions across various industries.

In conclusion, 4-Penten-1-ol (CAS No. 821-09-0) is a versatile compound with a wide range of applications and promising potential for future innovations. As research continues to uncover new insights into its properties and uses, it is likely to play an increasingly important role in both academic and industrial settings.

• 13019-22-2(9-Decen-1-ol)
• 35289-31-7(11-Dodecen-1-ol)
• 6191-71-5(cis-4-Hepten-1-ol)
• 13038-21-6(8-Nonen-1-ol)
• 821-41-0(5-Hexen-1-ol)
• 928-91-6(cis-4-Hexen-1-ol)
• 4117-10-6(6-Hepten-1-ol)
• 13175-44-5(7-Octen-1-ol)
• 112-43-6(10-Undecen-1-OL)
• 928-92-7((4E)-4-Hexen-1-ol)