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[ CAS No. 1196-58-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
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There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
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Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
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Chemical Structure| 1196-58-3
Chemical Structure| 1196-58-3
Structure of 1196-58-3 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 1196-58-3 ]

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Product Details of [ 1196-58-3 ]

CAS No. :1196-58-3 MDL No. :MFCD00048663
Formula : C11H16 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 148.24 Pubchem ID :-
Synonyms :

Safety of [ 1196-58-3 ]

Signal Word:Danger Class:3
Precautionary Statements:P501-P240-P210-P233-P243-P241-P242-P280-P370+P378-P303+P361+P353-P403+P235 UN#:3295
Hazard Statements:H225 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 1196-58-3 ]

* 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 [ 1196-58-3 ]

[ 1196-58-3 ] Synthesis Path-Downstream   1~20

  • 1
  • [ 1196-58-3 ]
  • [ 69800-94-8 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid; nitric acid Schuetteln des Reaktionsprodukts mit Zinn und wss.-aethanol.Salzsaeure;
Multi-step reaction with 2 steps 1: 82 percent / fuming nitric acid / acetic anhydride; acetic acid / 20 °C 2: 97 percent Chromat. / hydrazine hydrate / Ni (Raney) / methanol / 2 h / Heating
Multi-step reaction with 2 steps 1: durch Nitrierung
Multi-step reaction with 2 steps 1: (nitration) 2: Sn, aq. HCl

Reference： [1]Ipatieff; Schmerling [Journal of the American Chemical Society, 1938, vol. 60, p. 1476,1478]
[2]Heropoulos, Georgios A.; Georgakopoulos, Spyros; Steele, Barry R. [Tetrahedron Letters, 2005, vol. 46, # 14, p. 2469 - 2473]
[3]Huston; Kaye [Journal of the American Chemical Society, 1942, vol. 64, p. 1576,1578]
[4]Zalesskaya,T.E.; Zhuravleva,L.E. [Journal of general chemistry of the USSR, 1960, vol. 30, p. 2141 - 2143][Zhurnal Obshchei Khimii, 1960, vol. 30, p. 2164 - 2166]
  • 2
  • [ 5616-55-7 ]
  • [ 925-90-6 ]
  • [ 1196-58-3 ]
YieldReaction ConditionsOperation in experiment
52% With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In diethyl ether; benzene for 16h; Heating;
Reference： [1]Tzeng, Yih-Ling; Yang, Ping-Fan; Mei, Nai-Wen; Yuan, Tien-Min; Yu, Chun-Chi; Luh, Tien-Yau [Journal of Organic Chemistry, 1991, vol. 56, # 18, p. 5289 - 5293]
  • 3
  • [ 62678-48-2 ]
  • [ 1196-58-3 ]
Reference： [1]Chemische Berichte,1984,vol. 117,p. 1748 - 1764
[2]Journal of Organic Chemistry,1990,vol. 55,p. 4550 - 4559
  • 4
  • [ 5336-57-2 ]
  • [ 1196-58-3 ]
YieldReaction ConditionsOperation in experiment
74% With tetraethylammonium tosylate In N,N-dimethyl-formamide electroreduction; Zn-cathode, 4.0 F/mol;
Reference： [1]Shono, Tatsuya; Terauchi, Jun; Kitayama, Kenji; Takeshima, Yo-Ichiro; Masumura, Yoshihiro [Tetrahedron, 1992, vol. 48, # 38, p. 8253 - 8262]
  • 5
  • [ 74-85-1 ]
  • [ 108-88-3 ]
  • [ 620-14-4 ]
  • [ 611-14-3 ]
  • [ 103-65-1 ]
  • [ 1595-06-8 ]
  • [ 1772-10-7 ]
  • [ 1196-58-3 ]
Reference： [1]Tetrahedron Letters,1981,vol. 22,p. 4065 - 4068
  • 6
  • [ 74-85-1 ]
  • [ 108-88-3 ]
  • heptan-3-ylbenzene [ No CAS ]
  • [ 103-65-1 ]
  • [ 538-68-1 ]
  • [ 1196-58-3 ]
YieldReaction ConditionsOperation in experiment
1: 46% 2: 3% 3: 44% 4: 4% With naphthalene; sodium; lithium In tetrahydrofuran at 22℃; for 24h; Inert atmosphere;
1: 30% 2: 7% 3: 5% 4: 5% With lithium In tetrahydrofuran at 20℃;
1: 30% 2: 5% 3: 8% 4: 5% With naphthalene; lithium In tetrahydrofuran at 22℃; for 24h; Inert atmosphere;
1: 30 % Chromat. 2: 8 % Chromat. 3: 5 % Chromat. 4: 5 % Chromat. With naphthalene; lithium at 20℃; for 24h;

Reference： [1]Location in patent: experimental part Rummel; Yunusov; Kalyuzhnaya; Shur [Journal of Organometallic Chemistry, 2009, vol. 694, # 9-10, p. 1467 - 1472]
[2]Rummel; Ilatovskaya; Langguth; Shur [Russian Chemical Bulletin, 1999, vol. 48, # 6, p. 1188 - 1189]
[3]Location in patent: experimental part Rummel; Ilatovskaya; Yunusov; Kalyuzhnaya; Shur [Journal of Organometallic Chemistry, 2009, vol. 694, # 9-10, p. 1459 - 1466]
[4]Rummel; Yunusov; Langguth; Shur [Russian Chemical Bulletin, 1999, vol. 48, # 7, p. 1394 - 1395]
  • 7
  • [ 7637-07-2 ]
  • [ 71-43-2 ]
  • branched C5-alkanole [ No CAS ]
  • [ 2719-52-0 ]
  • [ 2049-95-8 ]
  • [ 1196-58-3 ]
Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 1110
  • 8
  • [ 7637-07-2 ]
  • [ 71-43-2 ]
  • unbranched C5-alkanole [ No CAS ]
  • [ 2719-52-0 ]
  • [ 2049-95-8 ]
  • [ 1196-58-3 ]
Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 1110
  • 9
  • [ 74-85-1 ]
  • [ 108-88-3 ]
  • potassium [ No CAS ]
  • [ 620-14-4 ]
  • [ 611-14-3 ]
  • [ 103-65-1 ]
  • [ 1196-58-3 ]
Reference： [1]Tetrahedron Letters,1981,vol. 22,p. 4065 - 4068
  • 10
  • [ 137-32-6 ]
  • [ 7637-07-2 ]
  • [ 71-43-2 ]
  • [ 2719-52-0 ]
  • [ 2049-95-8 ]
  • [ 1196-58-3 ]
Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 1110
  • 11
  • [ 6032-29-7 ]
  • [ 7637-07-2 ]
  • [ 71-43-2 ]
  • [ 2719-52-0 ]
  • [ 2049-95-8 ]
  • [ 1196-58-3 ]
Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 1110
[2]Journal of the American Chemical Society,1959,vol. 81,p. 1110
  • 12
  • [ 123-51-3 ]
  • [ 7637-07-2 ]
  • [ 71-43-2 ]
  • [ 2719-52-0 ]
  • [ 2049-95-8 ]
  • [ 1196-58-3 ]
Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 1110
  • 13
  • [ 584-02-1 ]
  • [ 7637-07-2 ]
  • [ 71-43-2 ]
  • [ 2719-52-0 ]
  • [ 2049-95-8 ]
  • [ 1196-58-3 ]
Reference： [1]Journal of the American Chemical Society,1959,vol. 81,p. 1110
  • 14
  • [ 64-17-5 ]
  • [ 5336-57-2 ]
  • [ 1196-58-3 ]
  • [ 127535-26-6 ]
  • [ 143-33-9 ]
Reference： [1]Blondeau [Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1922, vol. 174, p. 1426][Annales de Chimie (Cachan, France), 1924, vol. <10> 2, p. 24,26]
  • 15
  • [ 74-85-1 ]
  • [ 108-88-3 ]
  • heptan-3-ylbenzene [ No CAS ]
  • [ 103-65-1 ]
  • [ 538-68-1 ]
  • [ 1078-71-3 ]
  • [ 20216-88-0 ]
  • [ 1196-58-3 ]
YieldReaction ConditionsOperation in experiment
1: 30% 2: 6% 3: 12% 4: 6% 5: 2% 6: 2% With stilbene; lithium In tetrahydrofuran at 22℃; for 24h; Inert atmosphere;
Reference： [1]Location in patent: scheme or table Rummel; Ilatovskaya; Yunusov; Kalyuzhnaya; Shur [Journal of Organometallic Chemistry, 2009, vol. 694, # 9-10, p. 1459 - 1466]
  • 16
  • [ 74-85-1 ]
  • [ 108-88-3 ]
  • heptan-3-ylbenzene [ No CAS ]
  • [ 103-65-1 ]
  • [ 538-68-1 ]
  • [ 1078-71-3 ]
  • [ 1196-58-3 ]
YieldReaction ConditionsOperation in experiment
1: 38% 2: 6% 3: 7% 4: 5% 5: 2% With phenanthrene; sodium; lithium In tetrahydrofuran at 22℃; for 24h; Inert atmosphere;
1: 34% 2: 6% 3: 5% 4: 4% 5: 2% With anthracene; lithium In tetrahydrofuran at 22℃; for 24h; Inert atmosphere;
Reference： [1]Location in patent: experimental part Rummel; Yunusov; Kalyuzhnaya; Shur [Journal of Organometallic Chemistry, 2009, vol. 694, # 9-10, p. 1467 - 1472]
[2]Location in patent: scheme or table Rummel; Ilatovskaya; Yunusov; Kalyuzhnaya; Shur [Journal of Organometallic Chemistry, 2009, vol. 694, # 9-10, p. 1459 - 1466]
  • 17
  • [ 74-85-1 ]
  • [ 108-88-3 ]
  • heptan-3-ylbenzene [ No CAS ]
  • [ 103-65-1 ]
  • [ 538-68-1 ]
  • [ 20216-88-0 ]
  • [ 1196-58-3 ]
YieldReaction ConditionsOperation in experiment
1: 47% 2: 5% 3: 19% 4: 8% 5: 3% With naphthalene; sodium; lithium In tetrahydrofuran at 22℃; for 24h; Inert atmosphere;
1: 36% 2: 6% 3: 4% 4: 3% 5: 2% With pyrene; lithium In tetrahydrofuran at 22℃; for 24h; Inert atmosphere;
Reference： [1]Location in patent: experimental part Rummel; Yunusov; Kalyuzhnaya; Shur [Journal of Organometallic Chemistry, 2009, vol. 694, # 9-10, p. 1467 - 1472]
[2]Location in patent: scheme or table Rummel; Ilatovskaya; Yunusov; Kalyuzhnaya; Shur [Journal of Organometallic Chemistry, 2009, vol. 694, # 9-10, p. 1459 - 1466]
  • 18
  • [ 74-85-1 ]
  • [ 108-88-3 ]
  • [ 103-65-1 ]
  • [ 538-68-1 ]
  • [ 1196-58-3 ]
YieldReaction ConditionsOperation in experiment
1: 51% 2: 4% 3: 18% With phenanthrene; sodium; lithium In tetrahydrofuran at 22℃; for 24h; Inert atmosphere;
1: 25% 2: 5% 3: 2% With biphenyl; lithium In tetrahydrofuran at 22℃; for 24h; Inert atmosphere;
Reference： [1]Location in patent: experimental part Rummel; Yunusov; Kalyuzhnaya; Shur [Journal of Organometallic Chemistry, 2009, vol. 694, # 9-10, p. 1467 - 1472]
[2]Location in patent: experimental part Rummel; Ilatovskaya; Yunusov; Kalyuzhnaya; Shur [Journal of Organometallic Chemistry, 2009, vol. 694, # 9-10, p. 1459 - 1466]
  • 19
  • [ 110-53-2 ]
  • [ 71-43-2 ]
  • [ 538-68-1 ]
  • [ 2719-52-0 ]
  • [ 1196-58-3 ]
YieldReaction ConditionsOperation in experiment
With silica-supported aluminum chloride In dichloromethane at 140℃; for 0.0833333h; Microwave irradiation; Overall yield = 12 %; General procedure for Si-AlClx catalyzed Friedel-Crafts alkylation: General procedure: Anhydrous benzene (1.00 mL, 11.2 mmol) was added to a heterogenous mixture of Si-AlClx (0.611 g, 1.02 mmol [loading: 1.67 mmol/g]) in anhydrous CH2Cl2 (10 mL) in a 50 mL PTFE lined glass reactor, followed by slow addition of 2-bromobutane (1.11 mL, 10.2 mmol). The glass reactor was capped with a plastic releasing valve top and irradiated in a Milestone START Microwave at 750 W with a ramp to 140 °C over 2 min, and then maintained for an additional 3 min. The flask was cooled, underwent vacuum filtration, washed with a solution of 2% CH3OH in EtOAc, and the combined filtrate was concentrated under reduced pressure. Column chromatography (hexanes) afforded a sec-butylbenzene (1.26 g, 92%) as clear colorless liquid.
Reference： [1]Zupp, Laurine R.; Campanella, Veronica L.; Rudzinski, Diandra M.; Beland, Franois; Priefer, Ronny [Tetrahedron Letters, 2012, vol. 53, # 39, p. 5343 - 5346]
  • 20
  • [ 1809-10-5 ]
  • [ 17763-67-6 ]
  • [ 538-68-1 ]
  • [ 1196-58-3 ]
YieldReaction ConditionsOperation in experiment
88% With tris-(dibenzylideneacetone)dipalladium(0); 2-(dibutylphosphanyl)-1-phenylpyrrole; magnesium; lithium chloride; zinc(II) chloride In tetrahydrofuran at 60℃; for 16h; Inert atmosphere; Glovebox; Sealed tube;
Reference： [1]Dupuy, Stéphanie; Zhang, Ke-Feng; Goutierre, Anne-Sophie; Baudoin, Olivier [Angewandte Chemie - International Edition, 2016, vol. 55, # 47, p. 14793 - 14797][Angew. Chem., 2016, vol. 128, # 47, p. 15013 - 15017,5]

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