Cas no 1873-25-2 (1-chlorobutan-2-ol)

1-Chlorobutan-2-ol (C?H?ClO) is a chlorinated secondary alcohol with applications in organic synthesis and intermediate chemistry. Its molecular structure, featuring both hydroxyl and chloro functional groups, enables its use as a versatile building block in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The compound’s reactivity allows for selective transformations, including nucleophilic substitutions and elimination reactions. It is typically handled under controlled conditions due to its potential lachrymatory and irritant properties. The balanced polarity of 1-chlorobutan-2-ol also makes it suitable for use in solvent systems or as a precursor for further derivatization. Proper storage and handling are essential to maintain stability.
1-chlorobutan-2-ol structure
1-chlorobutan-2-ol structure
Product Name:1-chlorobutan-2-ol
CAS No:1873-25-2
MF:C4H9ClO
MW:108.566660642624
MDL:MFCD19231961
CID:1379418
PubChem ID:547687
Update Time:2025-08-10

1-chlorobutan-2-ol Chemical and Physical Properties

Names and Identifiers

    • 2-Butanol, 1-chloro-
    • 1-chlorobutan-2-ol
    • 1-Chloro-2-butanol
    • butylene chlorohydrin
    • 1-chloro-2-hydroxybutane
    • 1873-25-2
    • DTXSID30870915
    • 1-(chloromethyl)-1-propanol
    • AKOS006383597
    • alpha-Butylene chlorohydrin
    • EN300-225671
    • CHEBI:143852
    • .alpha.-Butylene chlorohydrin
    • DTXSID20338216
    • 1-chloro-butan-2-ol
    • SCHEMBL444409
    • MDL: MFCD19231961
    • Inchi: 1S/C4H9ClO/c1-2-4(6)3-5/h4,6H,2-3H2,1H3
    • InChI Key: VNBFUGOVQMFIRN-UHFFFAOYSA-N
    • SMILES: ClCC(CC)O

Computed Properties

  • Exact Mass: 108.03427
  • Monoisotopic Mass: 108.0341926g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 6
  • Rotatable Bond Count: 2
  • Complexity: 30.7
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.1
  • Topological Polar Surface Area: 20.2?2

Experimental Properties

  • Density: 1.0680
  • Boiling Point: 122.94°C (rough estimate)
  • Refractive Index: 1.4400
  • PSA: 20.23

1-chlorobutan-2-ol Pricemore >>

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Additional information on 1-chlorobutan-2-ol

1-chlorobutan-2-ol (CAS No. 1873-25-2): A Versatile Intermediate in Modern Chemical Synthesis

1-chlorobutan-2-ol, chemically identified by the CAS number 1873-25-2, is a significant compound in the realm of organic chemistry and pharmaceutical synthesis. This chlorinated alcohol serves as a crucial intermediate in the preparation of various bioactive molecules, including drugs and specialty chemicals. Its unique structural features—combining a chloro substituent with a secondary alcohol—make it a valuable building block for synthetic chemists.

The compound 1-chlorobutan-2-ol is characterized by a four-carbon chain with a chlorine atom attached to the first carbon and a hydroxyl group on the second carbon. This arrangement imparts distinct reactivity, allowing it to participate in a wide array of chemical transformations. The presence of both electron-withdrawing and electron-donating groups facilitates its use in nucleophilic substitution reactions, etherification, and reduction processes, making it indispensable in laboratory-scale synthesis as well as industrial applications.

In recent years, the pharmaceutical industry has increasingly recognized the utility of 1-chlorobutan-2-ol in drug development. Its structural motif is found in several pharmacologically active agents, where modifications around the four-carbon backbone contribute to enhanced binding affinity and metabolic stability. For instance, derivatives of this compound have been explored as intermediates in the synthesis of antiviral and anti-inflammatory agents, leveraging its ability to undergo selective functionalization.

One notable application of 1-chlorobutan-2-ol is in the preparation of β-amino alcohols, which are key scaffolds in peptidomimetics and protease inhibitors. The chloro group can be readily displaced by nucleophiles such as amines or alkoxides, enabling the construction of complex molecular architectures. This property has been exploited in the development of novel therapeutic entities targeting neurological disorders, where precise control over stereochemistry is essential.

The synthetic versatility of 1-chlorobutan-2-ol extends beyond pharmaceuticals into agrochemicals and fine chemicals. Researchers have utilized this compound to synthesize chiral auxiliaries and ligands for asymmetric catalysis, demonstrating its importance in enantioselective synthesis. Additionally, its role in polymer chemistry has been explored, particularly in the production of biodegradable polymers where functionalized alcohols contribute to material properties such as biocompatibility and degradation rate.

Advances in green chemistry have also influenced the handling and production of 1-chlorobutan-2-ol. Modern synthetic routes emphasize catalytic methods that minimize waste and energy consumption, aligning with sustainable practices. For example, transition-metal-catalyzed cross-coupling reactions have been employed to introduce diverse functional groups onto the four-carbon scaffold with high efficiency. These innovations not only enhance yield but also reduce environmental impact, reflecting broader trends in chemical manufacturing.

The mechanistic understanding of reactions involving 1-chlorobutan-2-ol continues to evolve with computational chemistry playing a pivotal role. Molecular modeling studies have provided insights into reaction pathways, helping predict outcomes with greater accuracy. Such computational tools are particularly valuable when designing multi-step syntheses where intermediate stability and selectivity are critical factors. By integrating experimental data with theoretical predictions, researchers can optimize protocols for industrial-scale production.

In conclusion, 1-chlorobutan-2-ol (CAS No. 1873-25-2) remains a cornerstone compound in synthetic organic chemistry due to its broad applicability and reactivity. Its contributions to pharmaceuticals, agrochemicals, and materials science underscore its importance as an intermediate. As research progresses, continued exploration of its derivatives and synthetic modifications will undoubtedly yield further advancements across multiple scientific disciplines.

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