Cas no 79265-30-8 (2-(trimethylsilyl)-1,3-thiazole)

2-(trimethylsilyl)-1,3-thiazole structure
79265-30-8 structure
Product Name:2-(trimethylsilyl)-1,3-thiazole
CAS No:79265-30-8
MF:C6H11NSSi
MW:157.308740854263
MDL:MFCD00066274
CID:60067
PubChem ID:588453
Update Time:2024-10-27

2-(trimethylsilyl)-1,3-thiazole Chemical and Physical Properties

Names and Identifiers

    • 2-(Trimethylsilyl)thiazole
    • 2-Trimethylsilylthiazole
    • 2-(trimethylsilyl)-1,3-thiazole
    • trimethyl(1,3-thiazol-2-yl)silane
    • 2-TST
    • 2-(Trimethylsilyl))-1,3-thiazole
    • Thiazole, 2-(trimethylsilyl)-
    • 2-Thiazolyltrimethylsilane
    • 2-TRIMETHYLSILANYLTHIAZOLE
    • VJCHUDDPWPQOLH-UHFFFAOYSA-N
    • 2-TMS-thiazole
    • PubChem10262
    • 2-trimethylsilyl thiazole
    • 2-trimethylsilyl-thiazole
    • AMTSi029
    • 2-trimethylsilanyl-thiazole
    • trimethyl(2-thiazolyl)silane
    • KSC490O7F
    • trimethyl(thia
    • A839630
    • AC-5111
    • T1299
    • 2-(Trimethylsilyl)-1,3-thiazole #
    • SCHEMBL344256
    • 2-(Trimethylsilyl)thiazole, purum, >=97.0% (GC)
    • InChI=1/C6H11NSSi/c1-9(2,3)6-7-4-5-8-6/h4-5H,1-3H
    • CS-W010908
    • 2-trimethylsilyl-1,3-thiazole
    • AS-2184
    • s20279
    • FT-0608987
    • 2-(Trimethylsilyl)thiazole, 96%
    • MFCD00066274
    • J-506690
    • AKOS015840024
    • DTXSID00343242
    • EN300-96567
    • AMY5357
    • IOXILAN(400MG)
    • 79265-30-8
    • 2-(Trimethylsilyl)thiazole (ACI)
    • 2-(Trimethylsilyl)-1,3-thiazole; 2-TST; Dondoni
    • DB-002394
    • MDL: MFCD00066274
    • Inchi: 1S/C6H11NSSi/c1-9(2,3)6-7-4-5-8-6/h4-5H,1-3H3
    • InChI Key: VJCHUDDPWPQOLH-UHFFFAOYSA-N
    • SMILES: N1=C([Si](C)(C)C)SC=C1
    • BRN: 3538017

Computed Properties

  • Exact Mass: 157.03800
  • Monoisotopic Mass: 157.03814706g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 99.7
  • 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: 41.1
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing

Experimental Properties

  • Color/Form: colorless liquid
  • Density: 0.985?g/mL?at 25?°C(lit.)
  • Boiling Point: 57°C/10mmHg(lit.)
  • Flash Point: Fahrenheit: 143.6 ° f
    Celsius: 62 ° c
  • Refractive Index: n20/D 1.497(lit.)
  • Solubility: THF: very soluble(lit.)
  • Water Partition Coefficient: Insoluble
  • PSA: 41.13000
  • LogP: 1.68830
  • Solubility: It can be dissolved in most organic solvents and is usually used in ether solvents, such as THF.

2-(trimethylsilyl)-1,3-thiazole Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H315,H319,H335
  • Warning Statement: P261,P305+P351+P338
  • Hazardous Material transportation number:1993
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S23-S24/25-S26
  • FLUKA BRAND F CODES:10-21
  • Hazardous Material Identification: Xi
  • HazardClass:Comb liq
  • PackingGroup:III
  • Storage Condition:0-10°C
  • Safety Term:3
  • Packing Group:III
  • Risk Phrases:R36/37/38
  • Packing Group:III
  • Hazard Level:3

2-(trimethylsilyl)-1,3-thiazole Customs Data

  • HS CODE:2934100090
  • Customs Data:

    China Customs Code:

    2934100090

    Overview:

    2934100090. Compounds that structurally contain a non fused thiazole ring(Whether hydrogenated or not). VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934100090 other compounds containing an unfused thiazole ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

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2-(trimethylsilyl)-1,3-thiazole Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Butyllithium ;  -78 °C
1.2 Solvents: Diethyl ether
Reference
n-Type Organic Field-Effect Transistors with High Electron Mobilities Based on Thiazole-Thiazolothiazole Conjugated Molecules
Mamada, Masashi; Nishida, Jun-Ichi; Kumaki, Daisuke; Tokito, Shizuo; Yamashita, Yoshiro, Chemistry of Materials, 2007, 19(22), 5404-5409

Production Method 2

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Diethyl ether ,  Hexane ;  -78 °C; 15 min, -78 °C; 1 h, -78 °C
1.2 1 h, -78 °C; 1 h, -78 °C
1.3 Reagents: Potassium carbonate Solvents: Water ;  0 °C
Reference
Discovery of the Orally Effective Thyrotropin-Releasing Hormone Mimetic: 1-{N-[(4S,5S)-(5-Methyl-2-oxooxazolidine-4-yl)carbonyl]-3-(thiazol-4-yl)-L-alanyl}-(2R)-2-methylpyrrolidine Trihydrate (Rovatirelin Hydrate)
Kobayashi, Naotake ; Sato, Norihito; Fujimura, Yuko; Kihara, Tsuyoshi; Sugita, Katsuji; et al, ACS Omega, 2018, 3(10), 13647-13666

Production Method 3

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Diethyl ether
1.2 -
Reference
Diastereoselective homologation of D-(R)-glyceraldehyde acetonide using 2-(trimethylsilyl)thiazole: 2-O-benzyl-3,4-isopropylidene-D-erythrose (1,3-dioxolane-4-acetaldehyde, 2,2-dimethyl-α-(phenylmethoxy)-, [R-(R*,R*)]-)
Dondoni, Alessandro; Merino, Pedro, Organic Syntheses, 1995, 72, 21-31

Production Method 4

Reaction Conditions
Reference
Product class 17: thiazoles
Kikelj, D.; Urleb, U., Science of Synthesis, 2002, 11, 627-833

Production Method 5

Reaction Conditions
1.1 Catalysts: Butyllithium
Reference
Reactions of trimethylsilylthiazoles with ketens: a new route to regioselective functionalization of the thiazole ring
Medici, Alessandro; Pedrini, Paola; Dondoni, Alessandro, Journal of the Chemical Society, 1981, (13), 655-6

Production Method 6

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Diethyl ether ;  -78 °C
Reference
Synthesis of 5-arylthiazoles. Comparative study between Suzuki cross-coupling reaction and direct arylation
Primas, Nicolas; Bouillon, Alexandre; Lancelot, Jean-Charles; El-Kashef, Hussein; Rault, Sylvain, Tetrahedron, 2009, 65(29-30), 5739-5746

Production Method 7

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Diethyl ether
1.2 -
Reference
Synthesis of (trimethylsilyl)thiazoles and reactions with carbonyl compounds. Selectivity aspects and synthetic utility
Dondoni, Alessandro; Fantin, Giancarlo; Fogagnolo, Marco; Medici, Alessandro; Pedrini, Paola, Journal of Organic Chemistry, 1988, 53(8), 1748-61

Production Method 8

Reaction Conditions
1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ;  10 min, -78 °C; 1 h, -78 °C
1.2 Solvents: Tetrahydrofuran ;  -78 °C; 1 h, -78 °C
1.3 Reagents: Sodium bicarbonate Solvents: Water ;  -78 °C
Reference
Efficient access to 5-substituted thiazoles by a novel metallotropic rearrangement
Zambon, Alfonso; Borsato, Giuseppe; Brussolo, Stefania; Frascella, Pietrogiulio; Lucchini, Vittorio, Tetrahedron Letters, 2008, 49(1), 66-69

Production Method 9

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Diethyl ether ;  30 min, -78 °C; 30 min, -78 °C
1.2 Solvents: Diethyl ether ;  -78 °C; 1 h, -78 °C; -78 °C → rt
1.3 Reagents: Sodium bicarbonate Solvents: Water ;  rt
Reference
Design and synthesis of a library of lead-like 2,4-bisheterocyclic substituted thiophenes as selective Dyrk/Clk inhibitors
Schmitt, Christian; Kail, Dagmar; Mariano, Marica; Empting, Martin; Weber, Nadja; et al, PLoS One, 2014, 9(3),

Production Method 10

Reaction Conditions
1.1 Catalysts: Butyllithium
Reference
2-(Trimethylsilyl)thiazole
Dondoni, Alessandro; Merino, Pedro, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, ,

2-(trimethylsilyl)-1,3-thiazole Raw materials

2-(trimethylsilyl)-1,3-thiazole Preparation Products

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