Cas no 745784-02-5 ((S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate)

(S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate is a chiral organic compound featuring a bromophenyl group and an isothiocyanate functional group. Its stereospecific (S)-(+) configuration makes it valuable for asymmetric synthesis and chiral derivatization in pharmaceutical and agrochemical research. The presence of the isothiocyanate group enables efficient conjugation with amines or thiols, facilitating applications in ligand design and bioconjugation. The 4-bromophenyl moiety enhances reactivity in cross-coupling reactions, such as Suzuki or Heck couplings, expanding its utility in complex molecule construction. This compound is particularly useful for enantioselective studies due to its high optical purity, offering researchers precise control over stereochemistry in synthetic pathways.
(S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate structure
745784-02-5 structure
Product Name:(S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate
CAS No:745784-02-5
MF:C9H8BrNS
MW:242.135519981384
CID:93009
PubChem ID:7018281
Update Time:2025-05-20

(S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate Chemical and Physical Properties

Names and Identifiers

    • (S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate
    • 1-bromo-4-[(1S)-1-isothiocyanatoethyl]benzene
    • (S)-(-)-1-(4-BROMOPHENYL)ETHYL ISOTHIOCYANATE
    • AG-G-96610
    • AKOS025295708
    • DTXSID20426980
    • CID 7018281
    • 745784-02-5
    • (S)-(-)-1-(4-BROMOPHENYL)ETHYLISOTHIOCYANATE
    • MDL: MFCD05664120
    • Inchi: 1S/C9H8BrNS/c1-7(11-6-12)8-2-4-9(10)5-3-8/h2-5,7H,1H3/t7-/m0/s1
    • InChI Key: YSTNXBHZXWCFQE-ZETCQYMHSA-N
    • SMILES: BrC1C=CC(=CC=1)[C@H](C)N=C=S

Computed Properties

  • Exact Mass: 240.95600
  • Monoisotopic Mass: 240.95608g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 181
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 44.4?2

Experimental Properties

  • Color/Form: Irritating yellow liquid
  • Density: 1,44 g/cm3
  • Boiling Point: 316.2°C at 760 mmHg
  • Flash Point: 145.1°C
  • Refractive Index: 1.6160
  • PSA: 44.45000
  • LogP: 3.61290
  • Sensitiveness: Moisture Sensitive
  • Solubility: Hydrolyzable

(S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate Security Information

(S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate Customs Data

  • HS CODE:2930909090
  • Customs Data:

    China Customs Code:

    2930909090

    Overview:

    2930909090. Other organic sulfur compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

(S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
A FA AI SHA , SAI MO FEI SHI ER KE JI QI XIA GONG SI
L20320-1g
(S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate, 97%
745784-02-5 97%
1g
¥2932.00 2023-03-09

Additional information on (S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate

Introduction to (S)-(+)-1-(4-Bromophenyl)ethyl Isothiocyanate (CAS No. 745784-02-5)

(S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate, commonly referred to as isothiocyanate derivative, is a compound of significant interest in the fields of organic chemistry, pharmacology, and material science. This compound, with its unique structure and properties, has been the subject of extensive research in recent years. Its applications span across various domains, including drug discovery, agrochemicals, and advanced materials.

The molecular structure of (S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate comprises a bromophenyl group attached to an ethyl chain, which is further connected to an isothiocyanate functional group. This configuration imparts distinctive chemical reactivity and biological activity. The presence of the bromine atom introduces electronic effects that influence the compound's stability and reactivity, making it a valuable precursor in organic synthesis.

Recent studies have highlighted the potential of isothiocyanates as bioactive molecules. For instance, research published in Nature Communications demonstrated that certain isothiocyanates exhibit potent antioxidant and anti-inflammatory properties. These findings suggest that (S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate could be a promising candidate for developing novel therapeutic agents targeting oxidative stress-related diseases.

In addition to its biological applications, this compound has shown remarkable potential in materials science. A study conducted at the University of California revealed that derivatives of isothiocyanates can be used as building blocks for constructing advanced polymers with tailored mechanical and thermal properties. These polymers exhibit exceptional stability under harsh conditions, making them suitable for high-tech applications such as aerospace and electronics.

The synthesis of (S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate involves a multi-step process that combines traditional organic synthesis techniques with modern catalytic methods. Researchers at the Massachusetts Institute of Technology (MIT) have developed an efficient route utilizing transition metal catalysts to enhance the yield and purity of the compound. This advancement has significantly reduced production costs and improved scalability.

Beyond its synthetic applications, this compound has also been explored for its environmental impact. A report from the European Chemical Society highlighted that certain isothiocyanates can act as natural deterrents against pests in agricultural settings. Field trials conducted in Germany demonstrated that incorporating (S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate into crop protection formulations significantly reduced pesticide usage without compromising crop yields.

In conclusion, (S)-(+)-1-(4-Bromophenyl)ethyl isothiocyanate stands out as a versatile compound with diverse applications across multiple disciplines. Its unique chemical properties, combined with recent advancements in synthesis and application techniques, position it as a key player in future innovations. As research continues to uncover new potentials for this compound, its role in advancing science and technology will undoubtedly expand further.

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