5904-62-1

Basic information

• Product Name: 1-hydroxypyrrolidine
• Synonyms: 1-hydroxypyrrolidine;Pyrrolidin-1-ol;Einecs 227-600-7
• CAS NO: 5904-62-1
• Molecular Formula: C₄H₉NO
• Molecular Weight: 87.12036
• EINECS: 227-600-7
• Mol File: 5904-62-1.mol

Chemical Properties

• Boiling Point: 153.3°Cat760mmHg
• Flash Point: 78.4°C
• Appearance: /
• Density: 1.134g/cm³
• Vapor Pressure: 1.8mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: 1-hydroxypyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hydroxypyrrolidine(5904-62-1)
• EPA Substance Registry System: 1-hydroxypyrrolidine(5904-62-1)

Safety Data

• Hazardous Substances Data: 5904-62-1(Hazardous Substances Data)

Usage

Molecular weight

87.12 g/mol The mass of a single molecule of 1-hydroxypyrrolidine is 87.12 grams per mole.

Physical state

Colorless liquid At room temperature, 1-hydroxypyrrolidine is a colorless liquid.

Odor

Faint, amine-like 1-Hydroxypyrrolidine has a subtle smell similar to amines.

Uses

Building block in synthesis 1-Hydroxypyrrolidine is used as a starting material in the production of pharmaceuticals, agrochemicals, and other specialty chemicals.

Uses

Solvent It can act as a solvent in various chemical reactions.

Uses

Chelating agent 1-Hydroxypyrrolidine can bind to metal ions, helping to prevent unwanted side reactions in chemical processes.

Stability

Stable under normal conditions The compound remains stable when stored and handled properly.

Storage

Cool, dry place 1-Hydroxypyrrolidine should be kept in a cool, dry area to maintain its stability.

Storage

Away from direct sunlight Exposure to direct sunlight may cause the compound to degrade or become unstable.

Safety precautions

Skin and eye irritation 1-Hydroxypyrrolidine may cause irritation to the skin and eyes, so proper handling and protective measures should be taken.

Safety precautions

Proper safety equipment When working with 1-hydroxypyrrolidine, it is important to wear appropriate personal protective equipment, such as gloves, goggles, and lab coats.

InChI:InChI=1/C4H9NO/c6-5-3-1-2-4-5/h6H,1-4H2

Upstream product

• 123-75-1 pyrrolidine 
• 24423-88-9 1-pyrroline N-oxide 
• 98278-05-8 1-ethyl-pyrrolidine-1-oxide 
• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 110-52-1 1,4-dibromo-butane 
• 87151-63-1 1-Oxaspiro<4.5>dec-7-ene 
• 26165-45-7 3-(pyrrolidin-1-yl)propanenitrile 

Downstream Products

• 24423-88-9 1-pyrroline N-oxide 
• 67496-25-7 2(β)-phenylhexahydropyrrolo(1,2-b)isoxazole 
• 120697-31-6 2,2-tetramethylene-5-oxo-4-phenyl-2,5-dihydroisoxazol-2-ium-3-olate 
• 3760-54-1 1-pyrrolidinecarboxaldehyde 
• 136610-80-5 1,4-diphenyl-3,3:6,6-bis(tetramethylene)-2,5,7-trioxa-3,6-diazonia-1,4-diboratabicyclo{2.2222.1}heptane 

Relevant articles and documents

BPh3-Catalyzed [2+3] Cycloaddition of Ph3PCCO with Aldonitrones: Access to 5-Isoxazolidinones with Exocyclic Phosphonium Ylide Moieties

A method for the generation of 5-isoxazolidinones with exocyclic phosphonium ylide functionalities via [2+3] cycloaddition of Ph3PCCO and aldonitrones has been developed and applied in the synthesis of 4-alkylidene-5-isoxazolidinones via Wittig olefination. The reaction proceeds by BPh3 catalysis under mild conditions and with a broad substrate scope. A reaction pathway involving the activation of the aldonitrone via interactions with the Lewis acid BPh3 is proposed.

Selective Oxidation of Secondary Amines to N,N-Disubstituted Hydroxylamines by Choline Peroxydisulfate

N,N-Disubstituted hydroxylamines were prepared directly from secondary amines by a reliable method using an oxidizing task-specific ionic liquid, choline peroxydisulfate. The operational simplicity, high selectivity, and green reaction conditions, make this method efficient and practical.

Oxyfunctionalization of the Remote C?H Bonds of Aliphatic Amines by Decatungstate Photocatalysis

Aliphatic amines, oxygenated at remote positions within the molecule, represent an important class of synthetic building blocks to which there are currently no direct means of access. Reported herein is an efficient and scalable solution that relies upon decatungstate photocatalysis under acidic conditions using either H2O2 or O2 as the terminal oxidant. By using these reaction conditions a series of simple and unbiased aliphatic amine starting materials can be oxidized to value-added ketone products. Lastly, NMR spectroscopy using in situ LED-irradiated samples was utilized to monitor the kinetics of the reaction, thus enabling direct translation of the reaction into flow.

Synthesis of N,N,O-Trisubstituted Hydroxylamines by Stepwise Reduction and Substitution of O-Acyl N,N-Disubstituted Hydroxylamines

Diverse N,N,O-trisubstituted hydroxylamines, an under-represented group in compound collections, are readily prepared by partial reduction of N-acyloxy secondary amines with diisobutylaluminum hydride followed by acetylation and reduction of the so-formed O-acyl-N,N-disubstituted hydroxylamines with triethylsilane and boron trifluoride etherate. Use of carbon nucleophiles in the last step, including allyltributylstannane, silyl enol ethers, and 2-methylfuran, gives N,N,O-trisubstituted hydroxylamines with branching α- to the O-substituent. N,N-Disubstiuted hydroxylamines are conveniently prepared by reaction of secondary amines with dibenzoyl peroxide followed by diisobutylaluminum hydride reduction.

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New conformationally locked bicyclic N,O-nucleoside analogues of antiviral drugs

In order to obtain rigidity within the sugar moiety of nucleosides, the bicyclic pyrimidine derivatives of N,O-isoxazolidines were designed and synthesized by using 1,3-dipolar cycloaddition of Δ1- pyrrolidine-1-oxide and the appropriate vinyl-nucleobases.

Low molecular weight bicyclic thrombin inhibitors

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