(5R,6R)-6-(Diphenyl-phosphinoyl)-decane-1,5-diol
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide | 96% |
96% |
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 50℃; for 2h; | 95.9% |
dec-5-yn-1-ol
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With ammonia; sodium In diethyl ether at -35℃; for 15h; | 95% |
With lithium aluminium tetrahydride In diethylene glycol dimethyl ether for 14h; Reflux; | 94% |
With lithium aluminium tetrahydride In diethylene glycol dimethyl ether for 14h; Inert atmosphere; Reflux; | 93% |
Conditions | Yield |
---|---|
With dihydridotetrakis(triphenylphosphine)ruthenium; hydrogen In ethanol at 20℃; for 36h; optical yield given as %de; stereoselective reaction; | A 91% B n/a |
10-Tetrahydropyranyloxy-dec-5(E)-ene
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
hydrogenchloride In methanol for 4h; | 90% |
trans-5-decenal
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; sodium hydroxide In diethyl ether; water for 5h; Solvent; Reagent/catalyst; Cooling with ice; | 88% |
(E)-dec-5-enoic acid
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether for 2h; Heating; | 83% |
pentan-1-ol
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With hydrogen bromide; sodium methylate; triphenylphosphine In water | 80% |
dec-5-yn-1-yl acetate
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethylene glycol dimethyl ether Heating; |
Conditions | Yield |
---|---|
With magnesium In diethyl ether |
5-hydroxypentanal
pentylidenetriphenylphosphorane
A
(Z)-dec-5-en-1-ol
B
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With sodium ethanolate In toluene at 25℃; for 2h; Yield given. Yields of byproduct given; | |
With n-butyllithium In toluene at 25℃; for 2h; Yield given. Yields of byproduct given; |
(E)-1,5-Decadien
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide 1) THF, room temp., 1 h; Multistep reaction; | |
With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide 1) 2h, THF; 2) 0 deg C; 3) 50 deg C; Yield given. Multistep reaction; |
A
(Z)-dec-5-en-1-ol
B
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Yield given. Multistep reaction. Yields of byproduct given; |
Methyl 5(E)-decenoate
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 4h; Heating; |
5-Decyn-1-yl tert-butyldimethylsilyl ether
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With hydrogen fluoride; ammonia; sodium 1) THF, -33 deg C, 10 h, 2) MeCN, r.t., 12 h; Yield given. Multistep reaction; | |
With ammonia; sodium In tetrahydrofuran for 2h; Heating; |
1-(tert-Butyl-dimethyl-silanyloxy)-6-triethylsilanyl-decan-5-ol
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate |
Conditions | Yield |
---|---|
With magnesium 1.) THF, 30 deg C, 4 h 2.) 0 deg C, 2 h; Yield given. Multistep reaction; |
5-hydroxypentanal
pentyltriphenylphosphonium bromide
A
(Z)-dec-5-en-1-ol
B
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Stage #1: pentyltriphenylphosphonium bromide With potassium tert-butylate In toluene Dehydrobromination; Heating; Stage #2: 5-hydroxypentanal In toluene at 25℃; for 2h; Wittig reaction; |
(E)-4-none-1-ol
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 2: Mg / diethyl ether View Scheme | |
Multi-step reaction with 3 steps 1: 78 percent / pyridinium chlorochromate / CH2Cl2 / 2 h 2: 54 percent 3: 1) 9-BBN; 2) 6N NaOH, 30percent H2O2 / 1) 2h, THF; 2) 0 deg C; 3) 50 deg C View Scheme | |
Multi-step reaction with 2 steps 1: 83 percent / bromine, triphenylphosphine / CH2Cl2 / 0 °C / 1.) 0 deg C, 1 h 2.) room temp., 1 h 2: 1.) Mg / 1.) THF, 30 deg C, 4 h 2.) 0 deg C, 2 h View Scheme |
(E)-4-nonenoic acid
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 2: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 3: Mg / diethyl ether View Scheme |
(E)-3-octene-1,1-dicarboxylic acid
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 64 percent / 150 - 160 °C 2: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 3: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 4: Mg / diethyl ether View Scheme |
dimethyl (E)-3-octene-1,1-dicarboxylate
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: KOH / methanol; H2O / Heating 2: 64 percent / 150 - 160 °C 3: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 4: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 5: Mg / diethyl ether View Scheme |
1-chloro-3-iodoheptane
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: dimethyl malonate, Na, methanol / 3 h / Heating 2: KOH / methanol; H2O / Heating 3: 64 percent / 150 - 160 °C 4: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 5: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 6: Mg / diethyl ether View Scheme | |
Multi-step reaction with 6 steps 1: 1.) Na, methanol / 1.) reflux, 2.) methanol, reflux, 3 h 2: KOH / methanol; H2O / Heating 3: 64 percent / 150 - 160 °C 4: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 5: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 6: Mg / diethyl ether View Scheme |
2-Triethylsilanyl-hexan-1-ol
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (COCl)2, Et3N / dimethylsulfoxide; CH2Cl2 2: diethyl ether / -78 °C 3: BF3*OEt2 View Scheme |
2-Triethylsilanyl-hexanal
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diethyl ether / -78 °C 2: BF3*OEt2 View Scheme |
3,4,5,6-tetrahydro-2H-pyran-2-one
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 86.3 percent / butyllithium / tetrahydrofuran; hexane / 0 °C 2: 67.6 percent / sodium borohydride / ethanol 3: 95.9 percent / sodium hydride / dimethylformamide / 2 h / 50 °C View Scheme | |
Multi-step reaction with 3 steps 1: 1) BuLi 2: 68 percent / NaBH4 3: 96 percent / NaH / dimethylformamide View Scheme |
(n-pentyl)diphenylphosphane oxide
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 86.3 percent / butyllithium / tetrahydrofuran; hexane / 0 °C 2: 67.6 percent / sodium borohydride / ethanol 3: 95.9 percent / sodium hydride / dimethylformamide / 2 h / 50 °C View Scheme | |
Multi-step reaction with 3 steps 1: 1) BuLi 2: 68 percent / NaBH4 3: 96 percent / NaH / dimethylformamide View Scheme |
6-diphenylphosphinoyl-1-hydroxydecan-5-one
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 67.6 percent / sodium borohydride / ethanol 2: 95.9 percent / sodium hydride / dimethylformamide / 2 h / 50 °C View Scheme | |
Multi-step reaction with 2 steps 1: 68 percent / NaBH4 2: 96 percent View Scheme | |
Multi-step reaction with 2 steps 1: 68 percent / NaBH4 2: 96 percent / NaH / dimethylformamide View Scheme |
E-1,6-undecadiene
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 69 percent / O2 / PdCl2, CuCl / dimethylformamide; H2O / 20 °C 2: NaOBr, NaOH / dioxane; H2O / 4 h / 0 °C 3: 83 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme |
2-keto-E-6-undecene
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaOBr, NaOH / dioxane; H2O / 4 h / 0 °C 2: 83 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 100% |
With triethylamine In tetrahydrofuran |
Conditions | Yield |
---|---|
With dmap at 100℃; for 2h; | 98% |
With pyridine for 24h; Ambient temperature; | 96% |
With triethylamine In dichloromethane for 5h; Solvent; Cooling with ice; | 89% |
With triethylamine In dichloromethane at 0 - 20℃; for 8h; Inert atmosphere; Schlenk technique; | 85% |
In pyridine at 25℃; for 24h; |
(E)-5-decen-1-ol
trans-5-decenal
Conditions | Yield |
---|---|
With Dess-Martin periodane In dichloromethane at 20℃; for 5.5h; Reflux; | 97% |
With Dess-Martin periodane In dichloromethane at 20℃; for 6h; Schlenk technique; Inert atmosphere; | 85% |
With pyridinium chlorochromate In dichloromethane for 2h; |
(E)-5-decen-1-ol
1-Decanol
Conditions | Yield |
---|---|
With hydrogen; TMSB; palladium In ethanol at 20℃; under 760 Torr; for 20h; | 95% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Sealed tube; regioselective reaction; | 94% |
2-Phenyl-3-butyn-2-ol
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
With ferrocenium hexafluorophosphate In dichloromethane at 40℃; for 72h; Sealed tube; | 90% |
(E)-5-decen-1-ol
O-p-toluenesulfonyl benzyloxyhydroxamate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 18h; Mitsunobu Displacement; Inert atmosphere; | 89% |
(E)-5-decen-1-ol
1-Adamantanecarboxylic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Sealed tube; regioselective reaction; | 87% |
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere; | 86% |
(E)-5-decen-1-ol
dimethyl sulfoxide
Conditions | Yield |
---|---|
Stage #1: dimethyl sulfoxide With oxalyl dichloride In acetonitrile at -5℃; Stage #2: (E)-5-decen-1-ol In acetonitrile at -5℃; Reflux; | 80% |
Conditions | Yield |
---|---|
Stage #1: (E)-5-decen-1-ol With n-butyllithium; zirconocene dichloride In diethyl ether; hexane at -50 - 34℃; Stage #2: benzaldehyde In diethyl ether; hexane | 73% |
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Stage #1: (E)-5-decen-1-ol With Triphenylphosphine selenide; C62H69O4P In chloroform; cyclohexane at -35℃; for 0.333333h; Schlenk technique; Inert atmosphere; Stage #2: With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione In chloroform; cyclohexane at -35℃; for 20h; Schlenk technique; Inert atmosphere; | 70% |
With N-iodo-succinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In toluene at 20℃; for 6h; Inert atmosphere; diastereoselective reaction; | 67% |
(E)-5-decen-1-ol
tert-butyl N-tosyloxycarbamate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 16h; Mitsunobu Displacement; Inert atmosphere; | 67% |
(E)-5-decen-1-ol
Conditions | Yield |
---|---|
Stage #1: (E)-5-decen-1-ol With n-butyllithium; zirconocene dichloride In diethyl ether; hexane at -50 - 34℃; Stage #2: With N-chloro-succinimide In diethyl ether; hexane | 65% |
Conditions | Yield |
---|---|
Stage #1: (E)-5-decen-1-ol With 1H-imidazole; dmap In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: triethylsilyl chloride In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere; | 56% |
Conditions | Yield |
---|---|
With ferrocenium hexafluorophosphate In dichloromethane at 45℃; for 2h; Sealed tube; | 50% |
(E)-5-decen-1-ol
1-cyclobutyl-1-hydroxy-1-phenyl-2-propyne
Conditions | Yield |
---|---|
With ferroceniumboronic acid hexafluoroantimonate salt In dichloromethane at 45℃; Sealed tube; | 42% |
(E)-5-decen-1-ol
(E)-5-Decenylbromid
Conditions | Yield |
---|---|
With pyridine; phosphorus tribromide | |
Multi-step reaction with 2 steps 1: Et3N / tetrahydrofuran 2: LiBr / acetone View Scheme |
The CAS register number of 5-Decen-1-ol, (5E)- is 56578-18-8. It also can be called as decan-5-en-1-ol and the IUPAC name about this chemical is (E)-dec-5-en-1-ol. The molecular formula about this chemical is C10H20O and the molecular weight is 156.27.
Physical properties about 5-Decen-1-ol, (5E)- are: (1)ACD/LogP: 3.61; (2)ACD/LogD (pH 5.5): 3.61; (3)ACD/LogD (pH 7.4): 3.61; (4)ACD/BCF (pH 5.5): 328.45; (5)ACD/BCF (pH 7.4): 328.45; (6)ACD/KOC (pH 5.5): 2202.41; (7)ACD/KOC (pH 7.4): 2202.41; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 8; (11)Polar Surface Area: 9.23Å2; (12)Index of Refraction: 1.453; (13)Molar Refractivity: 49.97 cm3; (14)Molar Volume: 184.7 cm3; (15)Polarizability: 19.8x10-24cm3; (16)Surface Tension: 30.4 dyne/cm; (17)Enthalpy of Vaporization: 53.7 kJ/mol; (18)Boiling Point: 225.3 °C at 760 mmHg; (19)Vapour Pressure: 0.0173 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. If you want to use this chemical, please avoid contact with skin and eyes. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: OCCCC/C=C/CCCC
(2)InChI: InChI=1/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h5-6,11H,2-4,7-10H2,1H3/b6-5+
(3)InChIKey: WYPQHXVMNVEVEB-AATRIKPKBT
(4)Std. InChI: InChI=1S/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h5-6,11H,2-4,7-10H2,1H3/b6-5+
(5)Std. InChIKey: WYPQHXVMNVEVEB-AATRIKPKSA-N
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