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[ CAS No. 89343-06-6 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 89343-06-6
Chemical Structure| 89343-06-6
Structure of 89343-06-6 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 89343-06-6 ]

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Product Details of [ 89343-06-6 ]

CAS No. :89343-06-6 MDL No. :MFCD00075452
Formula : C11H22Si Boiling Point : -
Linear Structure Formula :HC2Si(CH(CH3)2)3 InChI Key :KZGWPHUWNWRTEP-UHFFFAOYSA-N
M.W : 182.38 Pubchem ID :2734682
Synonyms :

Calculated chemistry of [ 89343-06-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.82
Num. rotatable bonds : 3
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 61.02
TPSA : 0.0 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.05 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.11
Log Po/w (XLOGP3) : 4.73
Log Po/w (WLOGP) : 3.92
Log Po/w (MLOGP) : 4.06
Log Po/w (SILICOS-IT) : 1.91
Consensus Log Po/w : 3.55

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.75
Solubility : 0.0322 mg/ml ; 0.000177 mol/l
Class : Soluble
Log S (Ali) : -4.46
Solubility : 0.00633 mg/ml ; 0.0000347 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -2.54
Solubility : 0.532 mg/ml ; 0.00292 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 3.78

Safety of [ 89343-06-6 ]

Signal Word:Danger Class:3
Precautionary Statements:P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235 UN#:1993
Hazard Statements:H225-H315-H319 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 89343-06-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 89343-06-6 ]

[ 89343-06-6 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 145691-59-4 ]
  • [ 89343-06-6 ]
  • [ 945867-08-3 ]
  • 2
  • [ 2622-63-1 ]
  • [ 89343-06-6 ]
  • (E)-1-methyl-2-[2-(2-triisopropylsilylvinyl)phenyl]-1H-benzimidazole [ No CAS ]
  • 3
  • [ 145691-59-4 ]
  • [ 89343-06-6 ]
  • [ 1239921-54-0 ]
  • 4
  • [ 626-44-8 ]
  • [ 89343-06-6 ]
  • [ 867017-53-6 ]
  • 5
  • [ 16618-68-1 ]
  • [ 89343-06-6 ]
  • [ 1610450-12-8 ]
YieldReaction ConditionsOperation in experiment
430 mg With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine; In N,N-dimethyl-formamide; at 80℃; for 1h; (i) 3-Methoxy-5-((triisopropylsilyl)ethvnyl)aniline Pd(PPh3)4 (286 mg, 0.247 mmol) was added to a degassed suspension of 3-bromo-5- methoxyaniline (500 mg, 2.475 mmol), Cu(l) iodide (47.1 mg, 0.247 mmol), and ethynyltriisopropylsilane (0.833 mL, 3.71 mmol) in TEA (3 mL) and DMF (3 mL). Heated at 80C (block temp.) for 1 h then partitioned between ethyl acetate (20 mL) and saturated NH4CI solution (20 mL). The organics were separated, and washed with 20%w/w NaCI solution, separated, dried (MgS04) filtered and solvents evaporated. The crude product was purified by chromatography on the Companion (12 g column, 10% EtOAc:isohexane to 40%) to afford the sub-title compound (430 mg) as a clear brown oil. 1 H NMR (400 MHz, CDCI3) delta 6.44 (s, 1 H), 6.43 (s, 1 H), 6.20 (t, 1 H), 3.76 (s, 3H), 3.68 (s, 2H), 1.12 (s, 21 H). LCMS m/z 304 (M+H)+ (ES+)
  • 6
  • [ 626-44-8 ]
  • [ 89343-06-6 ]
  • 1,3,5-tris(triisopropylsilylethynyl)benzene [ No CAS ]
  • 7
  • [ 303-49-1 ]
  • [ 89343-06-6 ]
  • N,N-dimethyl-3-(3-((triisopropylsilyl)ethynyl)-10,11-dihydro-5H-dibenzo[b,f]azepine-5-yl)propane-1-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2?,4?,6?-tri-1-propyl-1,1?-biphenyl][2-(2-aminoethyl)phenyl]palladium(II); caesium carbonate; In acetonitrile; at 85℃; for 7h; In a glove box with argon atmosphere <strong>[303-49-1]clomipramin</strong>e (100.0 mg, 0.285 mmol, 1 equiv), (triisopropylsilyl)acetylene (104.0 mg, 0.569 mmol, 2 equiv), Cs2CO3 (0.231 g, 0.712 mmol, 2.5 equiv), acetonitrile (1 mL) and XPhos-precatalyst PdG1 (6.31 mg, 0.0085 mmol, 3%) were all mixed in a vial. Subsequently the vial was closed, removed from the glove box and the reaction mixture was stirred in a preheated heating block at 85 C. After 7 h the reaction was allowed to cool to room temperature, diluted with NaHCO3 10% (10 mL) and extracted with ethyl acetate. The combined organic phases were dried over MgSO4, filtered and evaporated. The crude product was purified by flash column chromatography (Dichloromethane followed by 5% methanol in dichloromethane) to yield compound 26 as brown oil (128.1 mg, 87%). Rf (5% methanol in dichloromethane) 0.41. 1H NMR (400 MHz, CDCl3): delta 7.20-6.87 (m, 7H) 3.77 (t, 2H, J = 8.0 Hz) 3.12 (s, 4H) 2.48 (t, 2H, J = 7.4 Hz) 2.27 (d, 6H) 1.82 (quint. 2H, J = 8 Hz) 1.13 (s, 21H, (triisopropylsilyl)). 13C NMR (100 MHz, CDCl3): delta 148.5 148.3, 135.2, 135.0, 130.6-120.8, 107.9 90.1, 57.8, 49.1, 45.4, 33.0, 32.4, 25.7, 19.4, 12.0. MS
  • 8
  • [ 443-82-3 ]
  • [ 89343-06-6 ]
  • [ 106-51-4 ]
  • 1,11-difluoro-6,13-bis[(triisopropylsilyl)ethynyl]pentacene [ No CAS ]
  • 1,8-difluoro-6,13-bis[(triisopropylsilyl)ethynyl]pentacene [ No CAS ]
  • 9
  • [ 443-82-3 ]
  • [ 89343-06-6 ]
  • [ 106-51-4 ]
  • C44H54F2O2Si2 [ No CAS ]
  • C44H54F2O2Si2 [ No CAS ]
  • 10
  • [ 63927-22-0 ]
  • [ 89343-06-6 ]
  • [ 2937-50-0 ]
  • C24H32BrNO2Si [ No CAS ]
  • 11
  • [ 39795-60-3 ]
  • [ 89343-06-6 ]
  • 4-[4-[(triisopropylsilyl)ethynyl]phenyl]pyridine [ No CAS ]
  • 12
  • [ 39795-60-3 ]
  • [ 89343-06-6 ]
  • 2-phenyl-4-[4-[(triisopropylsilyl)ethynyl]phenyl]pyridine [ No CAS ]
  • 13
  • [ 40000-20-2 ]
  • [ 89343-06-6 ]
  • 5-(triisopropylsilylethynyl)-1,10-phenanthroline [ No CAS ]
  • 14
  • [ 20101-92-2 ]
  • [ 89343-06-6 ]
  • 2-(4-chloro-2-((triisopropylsilyl)ethynyl)phenyl)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) acetate; sodium acetate; silver(I) triflimide; In 1,2-dichloro-ethane; at 120℃; under 760.051 Torr;Schlenk technique; Inert atmosphere; Phenylacetamide compound 1b (34.0 mg, 0.20 mmol) was sequentially added to a 15 mL Schlenk reaction tube under an atmosphere of atmospheric pressure.Trivalent ruthenium catalyst [Cp*IrCl2] 2 (1.60 mg, 0.002 mmol), bistrifluoromethanesulfonimide silver salt (3.9 mg, 0.01 mmol), sodium acetate (2.5 mg, 0.03 mmol),Silver acetate (10.0 mg, 0.06 mmol), and finally a solution of alkynyl compound 2a (20 muL, 0.30 mmol) in 1,2-dichloroethane (DCE, 1 mL) was charged into the reactor with a syringe.The reaction was carried out at a temperature of 120 C for 24 h. After completion of the reaction, the mixture was cooled to room temperature, suction filtered over Celite, and evaporated.The crude product was chromatographed on the prepared silica gel plate, and the selected developing solvent or eluent was petroleum ether and ethyl acetate in a volume ratio of 10:1.The product 2-(4-chloro-2-((triisopropyl)ethynyl)phenyl)acetamide (3b) was obtained, 52.3 mg, yield 75%, purity 95%.
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