Cas no 13737-04-7 (2-(Trimethylsilyl)pyridine)

2-(Trimethylsilyl)pyridine is a versatile organosilicon compound featuring a pyridine ring substituted with a trimethylsilyl group. This reagent is particularly valuable in organic synthesis, serving as a protective group for pyridine derivatives or as a silylating agent in nucleophilic substitution reactions. Its sterically hindered structure enhances stability, making it useful in reactions requiring selective functionalization. The trimethylsilyl group also facilitates improved solubility in nonpolar solvents, broadening its applicability in cross-coupling and metalation reactions. Additionally, it acts as a precursor in the preparation of more complex organosilicon compounds. Its well-defined reactivity and compatibility with various reaction conditions make it a practical choice for synthetic chemists.
2-(Trimethylsilyl)pyridine structure
2-(Trimethylsilyl)pyridine structure
Product Name:2-(Trimethylsilyl)pyridine
CAS No:13737-04-7
MF:C8H13NSi
MW:151.281022787094
MDL:MFCD06797181
CID:49453
PubChem ID:24883906
Update Time:2025-06-14

2-(Trimethylsilyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 2-(Trimethylsilyl)pyridine
    • 2-PYRIDYLTRIMETHYLSILANE
    • 2-TRIMETHYLSILY-PYRIDINE
    • 2-TRIMETHYLSILYLPYRIDINE
    • trimethyl(pyridin-2-yl)silane
    • NSC 603436
    • Trimethyl-2-pyridylsilane
    • 2-(Trimethysilyl)pyridine
    • 2-Trimethylsilanyl-pyridine
    • Pyridine,2-(trimethylsilyl)-
    • TriMethylsilyl)pyridin
    • 2-(TRIMETHYLSILYL)PYRIDINE, 97+%
    • 2-(TRIMETHYLSILYL)PYRIDINE, PURUM, 98%
    • Pyridine, 2-(trimethylsilyl)-
    • (2-pyridyl)trimethylsilane
    • NSC603436
    • AMTSi028
    • trimethyl(2-pyridinyl)silane
    • IBLKFJNZUSUTPB-UHFFFAOYSA-N
    • RW1972
    • VP15008
    • RP01716
    • TRA0090966
    • NSC
    • CS-0006221
    • T2021
    • DS-14531
    • FT-0645300
    • A807248
    • NSC-603436
    • MFCD06797181
    • J-506689
    • SCHEMBL1299154
    • 2-(Trimethylsilyl)pyridine, 98%
    • 13737-04-7
    • AKOS005254816
    • DTXSID50160148
    • DTXCID7082639
    • MDL: MFCD06797181
    • Inchi: 1S/C8H13NSi/c1-10(2,3)8-6-4-5-7-9-8/h4-7H,1-3H3
    • InChI Key: IBLKFJNZUSUTPB-UHFFFAOYSA-N
    • SMILES: [Si](C)(C)(C)C1C=CC=CN=1

Computed Properties

  • Exact Mass: 151.08200
  • Monoisotopic Mass: 151.082
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 106
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 12.9
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing

Experimental Properties

  • Color/Form: colorless liquid
  • Density: 0.9113?g/mL?at 25?°C(lit.)
  • Boiling Point: 47-49?°C/5?mmHg(lit.)
  • Flash Point: Fahrenheit: 125.6 ° f
    Celsius: 52 ° c
  • Refractive Index: n20/D 1.489(lit.)
  • PSA: 12.89000
  • LogP: 1.62680
  • Sensitiveness: Light Sensitive
  • Solubility: Unable or difficult to mix

2-(Trimethylsilyl)pyridine Security Information

  • Symbol: GHS02 GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H226,H315,H319,H335
  • Warning Statement: P261,P305+P351+P338
  • Hazardous Material transportation number:UN 1993 3/PG 3
  • WGK Germany:3
  • Hazard Category Code: 10-36/37/38
  • Safety Instruction: S16-S26-S36-S37/39
  • Hazardous Material Identification: Xi
  • Packing Group:III
  • Hazard Level:3
  • Safety Term:3
  • Packing Group:III
  • Risk Phrases:R10; R36/37/38
  • HazardClass:3
  • PackingGroup:III
  • Storage Condition:Store at room temperature

2-(Trimethylsilyl)pyridine Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-(Trimethylsilyl)pyridine Pricemore >>

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2-(Trimethylsilyl)pyridine Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:13737-04-7)2-(Trimethylsilyl)pyridine
Order Number:1680822
Stock Status:in Stock
Quantity:Company Customization
Purity:98%
Pricing Information Last Updated:Monday, 14 April 2025 18:20
Price ($):discuss personally
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:13737-04-7)2-三甲硅基吡啶
Order Number:LE1680822
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:32
Price ($):discuss personally

2-(Trimethylsilyl)pyridine Related Literature

Additional information on 2-(Trimethylsilyl)pyridine

Recent Advances in the Application of 2-(Trimethylsilyl)pyridine (CAS: 13737-04-7) in Chemical Biology and Pharmaceutical Research

2-(Trimethylsilyl)pyridine (CAS: 13737-04-7) is a versatile organosilicon compound that has garnered significant attention in chemical biology and pharmaceutical research due to its unique reactivity and applications in synthetic chemistry. Recent studies have explored its utility as a protective group, a nucleophilic catalyst, and a key intermediate in the synthesis of bioactive molecules. This research brief highlights the latest advancements in the application of 2-(Trimethylsilyl)pyridine, focusing on its mechanistic insights, synthetic utility, and potential therapeutic implications.

One of the most notable developments in the use of 2-(Trimethylsilyl)pyridine is its role in the synthesis of heterocyclic compounds, which are pivotal in drug discovery. A 2023 study published in the Journal of Organic Chemistry demonstrated its efficacy as a silylating agent in the preparation of pyridine derivatives, which serve as scaffolds for kinase inhibitors. The study reported a novel one-pot synthesis method using 2-(Trimethylsilyl)pyridine, achieving high yields and excellent regioselectivity under mild conditions. This method offers a streamlined approach to accessing structurally diverse pyridine-based pharmacophores, which are often challenging to synthesize using conventional methods.

In addition to its synthetic applications, 2-(Trimethylsilyl)pyridine has been investigated for its potential in medicinal chemistry. A recent preprint on bioRxiv highlighted its use in the development of prodrugs for targeted drug delivery. The study utilized the compound's silicon moiety to enhance the lipophilicity of a model anticancer agent, thereby improving its cellular uptake. Preliminary in vitro assays showed a 2.5-fold increase in cytotoxicity against cancer cells compared to the parent drug, suggesting that 2-(Trimethylsilyl)pyridine could be a valuable tool in prodrug design. Further pharmacokinetic studies are underway to validate these findings in vivo.

Another emerging area of research involves the application of 2-(Trimethylsilyl)pyridine in bioconjugation chemistry. A 2024 paper in Chemical Communications described its use as a traceless linker for the site-specific modification of proteins. The authors developed a novel strategy where the trimethylsilyl group acts as a temporary protector, enabling selective functionalization of lysine residues under physiological conditions. This approach has significant implications for the development of antibody-drug conjugates (ADCs) and other biotherapeutics, as it offers improved control over conjugation sites and minimizes off-target effects.

Despite these promising advancements, challenges remain in the large-scale application of 2-(Trimethylsilyl)pyridine. A review article in Advanced Synthesis & Catalysis (2023) pointed out the need for more sustainable and cost-effective synthetic routes, as current methods often rely on expensive reagents or generate stoichiometric waste. Recent efforts have focused on catalytic silylation processes and the use of renewable feedstocks, which could enhance the compound's accessibility for industrial applications. Additionally, further studies are required to fully elucidate its metabolic fate and potential toxicity, particularly in the context of pharmaceutical development.

In conclusion, 2-(Trimethylsilyl)pyridine (CAS: 13737-04-7) continues to be a valuable reagent in chemical biology and pharmaceutical research, with recent studies expanding its applications in drug synthesis, prodrug design, and bioconjugation. While challenges related to scalability and safety persist, ongoing research efforts are addressing these limitations, paving the way for its broader adoption in the field. Future directions may include the exploration of its enantioselective applications and the development of silicon-based therapeutics, which could unlock new opportunities in precision medicine.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:13737-04-7)2-(Trimethylsilyl)pyridine
1680822
Purity:98%
Quantity:Company Customization
Price ($):Inquiry
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:13737-04-7)2-三甲硅基吡啶
LE1680822
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email