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[ CAS No. 589-75-3 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 589-75-3
Chemical Structure| 589-75-3
Chemical Structure| 589-75-3
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Product Details of [ 589-75-3 ]

CAS No. :589-75-3 MDL No. :MFCD00048918
Formula : C12H24O2 Boiling Point : -
Linear Structure Formula :- InChI Key :PSXNDMJWRZYVTM-UHFFFAOYSA-N
M.W : 200.32 Pubchem ID :11517
Synonyms :
Butyl octanoate
Chemical Name :Butyl octanoate

Safety of [ 589-75-3 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 589-75-3 ]

* 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 [ 589-75-3 ]

[ 589-75-3 ] Synthesis Path-Downstream   1~20

  • 1
  • [ 124-07-2 ]
  • [ 71-36-3 ]
  • [ 589-75-3 ]
YieldReaction ConditionsOperation in experiment
98% With nano sulfated-TiO2 In neat (no solvent) at 80℃; for 1.5h;
95% With N-Bromosuccinimide at 70℃; for 15h; 3.2.1. General Procedure for the Esterification between Carboxylic Acids and Alcohols General procedure: The mixture of carboxylic acid, alcohol and N-bromosuccinimide was stirred in a 25 mL reactortube at 70 °C for 2-40 h. After the completion of the reaction, the mixture was cooled to roomtemperature and alcohol was evaporated under reduced pressure. The isolation procedure was as follows, except where noted differently in Section 3.2.6. The residue was dissolved in ethyl acetate andconsecutively washed with 10 mL of 10% Na2S2O3 (aq), 5 mL of saturated NaHCO3 (aq) and 10 mL ofdistilled water. The water phase was extracted with ethyl acetate (3Χ5 mL). The organic layers were combined, dried over Na2SO4 and the solvent was evaporated under reduced pressure.
95% With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 70℃; for 15h; 3.2.1. General Procedure for the Esterification between Carboxylic Acids and Alcohols General procedure: The mixture of carboxylic acid, alcohol, and 1,3-dibromo-5,5-dimethylhydantoin was stirredin a 25 mL reactor tube at 70 °C for 2-40 h. After reaction completion, the mixture was cooled toroom temperature and the alcohol was evaporated under reduced pressure. The isolation procedurewas as follows, except where noted dierently in the Supporting Information. The residue wasdissolved in 10 mL ethyl acetate and washed with a mixture of 1 mL saturated NaHCO3(aq), 1 mLsaturated Na2S2O3(aq), and 10 mL distilled water, and the water phase was extracted with ethyl acetate(2 10 mL). The organic layers were combined, dried over Na2SO4, and the solvent was evaporatedunder reduced pressure
59% at 77℃; for 5h;
In water at 30℃; lipase (cutinase of Fusarium Solani);
With Amberlyst 15 macroreticular ion-exchanger In octane at 80℃; other solvents; effect on the rate and equilibrium, k(S)phom, K(S)phom, K(S)sol;
In toluene at 80℃; esterification; ΔH(excit.); variation of the amount of the catalyst, temperature, conc. of 1-butanol, water and butyl octanoate;
With cutinase In benzene-d6 at 30℃; determination of rate of esterification by 1H and 13C NMR; determination of effect of water; var. reag.: Rhizomucor miehei lipase (solid enzymatic phase);
With sulfuric acid; benzene unter Entfernen des entstehenden Wassers;
With porcine pancreatic lipase; sodium chloride In 2,2,4-trimethylpentane; water at 40℃; Enzymatic reaction;
With cutinase from Burkholderia cepacia NRRL B 2320 In 2,2,4-trimethylpentane at 37℃; Enzymatic reaction;
With sulfonic acid functionalised hybrid silica at 110℃; for 3h; Inert atmosphere;
With microporous aluminosilicates zeolite HBeta In toluene at 117℃; for 3h; Dean-Stark;
With lipase B from Candida antarctica at 60℃; for 6h; Green chemistry; Enzymatic reaction;
With lipase from photobacterium lipolyticum sp. M37 In n-heptane; water at 30℃; Enzymatic reaction;
With lecitase-ultra immobilized on styrene-divinylbenzene beads In hexane at 50℃; for 1h; Sonication; Enzymatic reaction;
With boron trifluoride
With acrylic resin containing recombinant lipase from Candida antarctica at 25℃; for 24h; Enzymatic reaction;

Reference: [1]Hosseini-Sarvari, Mona; Sodagar, Esmat [Comptes Rendus Chimie, 2013, vol. 16, # 3, p. 229 - 238]
[2]Čebular, Klara; Božić, Bojan Đ.; Stavber, Stojan [Molecules, 2018, vol. 23, # 9]
[3]Čebular, Klara; Božić, Bojan Đ.; Stavber, Stojan [Molecules, 2019, vol. 24, # 14]
[4]Takahashi, Kyoko; Shibagaki, Makoto; Matsushita, Hajime [Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 7, p. 2353 - 2361]
[5]Sarazin, C.; Goethals, G.; Seguin, J. P.; Legoy, M. D.; Barbotin, J. N. [Journal de Chimie Physique et de Physico-Chimie Biologique, 1992, vol. 89, # 2, p. 541 - 548]
[6]Shimizu, Shoichi; Hirai, Choichiro [Bulletin of the Chemical Society of Japan, 1987, vol. 60, p. 1975 - 1980]
[7]Shimizu, Shoichi; Hirai, Choichiro [Bulletin of the Chemical Society of Japan, 1986, vol. 59, p. 7 - 12]
[8]Decagny; Roblot; Sarazin; Franqueville; Ergan; Barbotin; Seguin [Journal de Chimie Physique et de Physico-Chimie Biologique, 1998, vol. 95, # 2, p. 418 - 422]
[9]Smith; Bagley [Journal of Organic Chemistry, 1959, vol. 24, p. 128]
[10]Location in patent: experimental part Ozturk, Taylan K.; Kilinc, Ali [Journal of Molecular Catalysis B: Enzymatic, 2010, vol. 67, # 3-4, p. 214 - 218]
[11]Location in patent: experimental part Dutta, Kasturi; Dasu, Veeranki Venkata [Journal of Molecular Catalysis B: Enzymatic, 2011, vol. 72, # 3-4, p. 150 - 156]
[12]Lopez, Maria Isabel; Esquivel, Dolores; Jimenez-Sanchidrian, Cesar; Romero-Salguero, Francisco Jose [ChemCatChem, 2013, vol. 5, # 4, p. 1002 - 1010]
[13]Grigor'Eva; Suleimanova; Agliullin; Kutepov [Russian Journal of Applied Chemistry, 2014, vol. 87, # 6, p. 773 - 779][Zh. Prikl. Khim. (S.-Peterburg, Russ. Fed.), 2014, vol. 87, # 6, p. 767 - 774,8]
[14]Eby; Peretti [RSC Advances, 2015, vol. 5, # 39, p. 30425 - 30432]
[15]Eby; Peretti [RSC Advances, 2015, vol. 5, # 25, p. 19166 - 19175]
[16]Alves, Joana S.; Garcia-Galan, Cristina; Danelli, Daiane; Paludo, Natália; Barbosa, Oveimar; Rodrigues, Rafael C.; Fernandez-Lafuente, Roberto [Catalysis Today, 2015, vol. 255, p. 27 - 32]
[17]Mannion, David T.; Furey, Ambrose; Kilcawley, Kieran N. [Journal of Agricultural and Food Chemistry, 2019, vol. 67, # 1, p. 499 - 506]
[18]Pongpamorn, Pornkanok; Kiattisewee, Cholpisit; Kittipanukul, Narongyot; Jaroensuk, Juthamas; Trisrivirat, Duangthip; Maenpuen, Somchart; Chaiyen, Pimchai [Angewandte Chemie - International Edition, 2021, vol. 60, # 11, p. 5749 - 5753][Angew. Chem., 2021, vol. 133, # 11, p. 5813 - 5817,5]
  • 2
  • [ 142-96-1 ]
  • [ 111-64-8 ]
  • [ 589-75-3 ]
YieldReaction ConditionsOperation in experiment
With iron pentacarbonyl Heating;
  • 3
  • [ 109-65-9 ]
  • [ 124-07-2 ]
  • [ 589-75-3 ]
YieldReaction ConditionsOperation in experiment
72% With tetrabutylammomium bromide; potassium carbonate; potassium iodide In diethoxymethane at 80 - 85℃; for 6h;
With ISOPROPYLAMIDE; tetra(n-butyl)ammonium hydroxide at 100℃; for 1h; 1) pH 10 - 12;
  • 4
  • [ 111-11-5 ]
  • [ 1643-19-2 ]
  • [ 589-75-3 ]
YieldReaction ConditionsOperation in experiment
56 % Chromat. In neat (no solvent) at 140℃; for 72h;
  • 5
  • [ 111-11-5 ]
  • [ 1112-67-0 ]
  • [ 589-75-3 ]
YieldReaction ConditionsOperation in experiment
56 % Chromat. In N,N,N,N,N,N-hexamethylphosphoric triamide at 140℃; for 36h; also without solvent, other tetraalkylammonium halogenides, other methylesters,;
56 % Chromat. In N,N,N,N,N,N-hexamethylphosphoric triamide at 140℃; for 36h;
  • 6
  • [ 111-11-5 ]
  • [ 311-28-4 ]
  • [ 589-75-3 ]
YieldReaction ConditionsOperation in experiment
15 % Chromat. In N,N,N,N,N,N-hexamethylphosphoric triamide at 140℃; for 48h;
  • 7
  • [ 6304-39-8 ]
  • C4H9O(1-)*Cl(1-)*Cu(2+) [ No CAS ]
  • [ 124-07-2 ]
  • [ 589-75-3 ]
  • 8
  • [ 127794-10-9 ]
  • [ 589-75-3 ]
YieldReaction ConditionsOperation in experiment
81% With Triethoxysilane; water In tetrahydrofuran Ambient temperature;
  • 9
  • [ 124-13-0 ]
  • [ 71-36-3 ]
  • [ 109-21-7 ]
  • [ 124-07-2 ]
  • [ 589-75-3 ]
YieldReaction ConditionsOperation in experiment
1: 17% 2: 13% 3: 70% With sodium bromate; sodium hydrogensulfite for 2h; Ambient temperature;
  • 10
  • [ 589-75-3 ]
  • [ 111-65-9 ]
  • [ 111-87-5 ]
  • [ 2306-88-9 ]
  • [ 71-36-3 ]
YieldReaction ConditionsOperation in experiment
With iron(II,III) oxide; hydrogen; vanadia at 220℃; var. temp.; var. pressure; other catalysts;
  • 11
  • [ 592-76-7 ]
  • [ 201230-82-2 ]
  • [ 71-36-3 ]
  • [ 589-75-3 ]
  • n-butyl 2-methylheptanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With bis-triphenylphosphine-palladium(II) chloride at 110℃; for 4h; effect of solvent, effect of CoCl2 additive;
With bis-triphenylphosphine-palladium(II) chloride at 110℃; for 4h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With methanesulfonic acid; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) In toluene at 109.85℃; for 1h;
  • 13
  • [ 589-75-3 ]
  • [ 124-07-2 ]
  • methylammonium carbonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 558℃; Pyrolysis;
  • 14
  • [ 538-23-8 ]
  • [ 71-36-3 ]
  • [ 589-75-3 ]
  • 15
  • [ 589-75-3 ]
  • [ 129867-48-7 ]
  • [ 1013933-83-9 ]
YieldReaction ConditionsOperation in experiment
70% With immobilized lipase from Mucor miehei at 40℃; for 100h; Enzymatic reaction; neat (no solvent);
  • 16
  • N-butoxy-N-heptanoyloxybenzamide [ No CAS ]
  • [ 589-75-3 ]
  • [ 136-60-7 ]
  • [ 58618-92-1 ]
YieldReaction ConditionsOperation in experiment
In (2)H8-toluene at 90℃;
  • 17
  • [ 10051-45-3 ]
  • [ 589-75-3 ]
  • [ 58618-92-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetone / 48 h / 20 °C / Darkness 2: (2)H8-toluene / 90 °C
  • 18
  • [ 141-32-2 ]
  • [ 41029-43-0 ]
  • [ 589-75-3 ]
YieldReaction ConditionsOperation in experiment
87% With Karstedt’s catalyst; water; 1,2-bis-(diphenylphosphino)ethane; zinc In acetonitrile at 80℃; for 10h; Sealed tube; Inert atmosphere;
  • 19
  • [ 141-32-2 ]
  • [ 4450-76-4 ]
  • [ 589-75-3 ]
YieldReaction ConditionsOperation in experiment
84% With diiodobis(triphenylphosphine)cobalt(II); water; triphenylphosphine; zinc In acetonitrile at 80℃; for 24h; Sealed tube; Inert atmosphere;
  • 20
  • [ 71-41-0 ]
  • [ 589-75-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 10 h / 0 - 20 °C 2: Karstedt’s catalyst; 1,2-bis-(diphenylphosphino)ethane; zinc; water / acetonitrile / 10 h / 80 °C / Sealed tube; Inert atmosphere
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