Home Cart 0 Sign in  

[ CAS No. 79887-09-5 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 79887-09-5
Chemical Structure| 79887-09-5
Structure of 79887-09-5 *Storage: {[proInfo.prStorage]}

Quality Control of [ 79887-09-5 ]

Related Doc. of [ 79887-09-5 ]

SDS
Alternatived Products of [ 79887-09-5 ]
Alternatived Products of [ 79887-09-5 ]

Product Details of [ 79887-09-5 ]

CAS No. :79887-09-5MDL No. :MFCD00173885
Formula : C12H14 Boiling Point : 70-71°C at 3 mmHg
Linear Structure Formula :-InChI Key :-
M.W :158.24Pubchem ID :2775132
Synonyms :

Computed Properties of [ 79887-09-5 ]

TPSA : 0 H-Bond Acceptor Count : 0
XLogP3 : 4 H-Bond Donor Count : 0
SP3 : 0.33 Rotatable Bond Count : 4

Safety of [ 79887-09-5 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 79887-09-5 ]

  • Upstream synthesis route of [ 79887-09-5 ]
  • Downstream synthetic route of [ 79887-09-5 ]

[ 79887-09-5 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 202524-78-5 ]
  • [ 79887-09-5 ]
YieldReaction ConditionsOperation in experiment
90% at 20℃; for 4 h; To a solution of Pd(OAc)2 (13.5 mg, 0.06mmol), PPh3 (31.5 mg, 0.12 mmol), CuI (5.7 mg, 0.03 mmol), and 1-bromo-4-butylbenzene (639 mg,3.00 mmol) in triethylamine (1 mL) was added a solution of trimethylsilylacetylene (324 mg, 3.30mmol). After the mixture was stirred at 80 oC for 4 h, the reaction mixture was acidified with 1NHCl aq. Water and EtOAc were added, and then the organic layer was separated. The aqueous layerwas extracted with EtOAc. The combined organic layer was washed with brine, dried over MgSO4,filtered through a pad of Celite, and then evaporated under reduced pressure. The residual brown oilwas chromatographed on silica gel with hexane/EtOAc = 100/1 (Rf = 0.43) to give1-(4-butylphenyl)-2-trimethylsilylacetylene (S8) as pale-yellow oil (550 mg, 2.40 mmol, 80 percent). Theanalytical data were identical to the literature.S15 A suspension of S8 (550 mg, 2.40 mmol) andK2CO3 (495 mg, 3.58 mmol) in MeOH (12 mL) was stirred at room temperature for 4 h. Thereaction mixture was filtered through Celite with EtOAc, and the solvent of the filtrate was removedunder reduced pressure. Water and EtOAc were added, and then the organic layer was separated. Theaqueous layer was extracted with EtOAc. The combined organic layer was washed with brine, driedover MgSO4, filtered through a pad of Celite, and then evaporated under reduced pressure. Theresidual yellow oil was chromatographed on silica gel with hexane/EtOAc = 50/1 (Rf = 0.50) to give1-butyl-4-ethynylbenzene (S9) as pale-yellow oil (340 mg, 2.15 mmol, 90percent). The analytical datawere identical to the literature.S16 To a solution of Pd(OAc)2 (8.8 mg, 0.039 mmol), PPh3 (20.5 mg,0.078 mmol), CuI (3.7 mg, 0.020 mmol), and S9 (416 mg, 1.95 mmol) in triethylamine (1 mL) wasadded a solution of 1-butyl-4-ethynylbenzene (340 mg, 2.15 mmol). After the mixture was stirred at80 oC for 4 h, the reaction mixture was acidified with 1N HCl aq. After the same work-up performedin the synthesis of S8, the residue was chromatographed on silica gel with hexane/EtOAc = 50/1 (Rf= 0.30) to give 4c as yellow solid (340 mg, 1.17 mmol, 60 percent). The analytical data were identical tothe literature.S17
Reference: [1] Bulletin of the Chemical Society of Japan, 2018, vol. 91, # 7, p. 1069 - 1074
[2] Journal of Medicinal Chemistry, 1991, vol. 34, # 4, p. 1440 - 1446
  • 2
  • [ 155906-12-0 ]
  • [ 79887-09-5 ]
Reference: [1] Journal of Materials Chemistry, 2009, vol. 19, # 40, p. 7525 - 7531
[2] Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 364, p. 711 - 718
  • 3
  • [ 41492-05-1 ]
  • [ 79887-09-5 ]
Reference: [1] Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 364, p. 711 - 718
[2] Bulletin of the Chemical Society of Japan, 2018, vol. 91, # 7, p. 1069 - 1074
  • 4
  • [ 20651-67-6 ]
  • [ 79887-09-5 ]
Reference: [1] Journal of Medicinal Chemistry, 1991, vol. 34, # 4, p. 1440 - 1446
  • 5
  • [ 41492-05-1 ]
  • [ 1066-54-2 ]
  • [ 79887-09-5 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 57, p. 15303 - 15308
  • 6
  • [ 1200-14-2 ]
  • [ 79887-09-5 ]
Reference: [1] Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1994, vol. 250, p. 303 - 314
Historical Records