9-hydroxynonyl-1-triphenylmethylether
1,9-Nonanediol
Conditions | Yield |
---|---|
Stage #1: 9-hydroxynonyl-1-triphenylmethylether With n-butyllithium In hexane at 0℃; Stage #2: With naphthalene; lithium In tetrahydrofuran; hexane at 0 - 20℃; for 20h; | 99% |
1,9-di(trityloxy)nonane
1,9-Nonanediol
Conditions | Yield |
---|---|
With naphthalene; lithium In tetrahydrofuran at -30℃; for 3.5h; | 99% |
9-(triphenylsilyloxy)-1-nonanol
1,9-Nonanediol
Conditions | Yield |
---|---|
With naphthalene; lithium In tetrahydrofuran; methanol at 20℃; for 1h; | 98% |
9-<(2H-tetrahydropyran-2-yl)oxy>nonan-1-ol
1,9-Nonanediol
Conditions | Yield |
---|---|
With copper dichloride In methanol at 20℃; Hydrolysis; | 95% |
With CuCl2*2H2O In methanol at 20℃; for 1.25h; | 95% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In tetrahydrofuran at 23℃; for 120h; | A n/a B 2% C 92% |
With sodium tetrahydroborate In tetrahydrofuran at 65℃; for 6h; | A n/a B 6% C 87% |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 4h; Reflux; | 91% |
With zirconium(IV) borohydride In tetrahydrofuran at 25℃; for 1h; Reduction; | 90% |
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 18h; Inert atmosphere; | 88% |
1-[dimethyl(phenyl)silyloxy]-9-(triphenylsilyloxy)nonane
1,9-Nonanediol
Conditions | Yield |
---|---|
With naphthalene; lithium In tetrahydrofuran; methanol at 20℃; for 3h; | 79% |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride multistep reaction, other substrates; | A 74% B 64% |
With lithium aluminium tetrahydride 1) CH2Cl2; Yield given. Multistep reaction. Yields of byproduct given; | |
With lithium aluminium tetrahydride Yield given. Multistep reaction. Yields of byproduct given; | |
With lithium aluminium tetrahydride Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
With 9-borabicyclo[3.3.1]nonane dimer; dimethylsulfide borane complex Product distribution; | A 71% B 15% |
9-benzylsulfonyloxynonyl benzylsulfonate
1,9-Nonanediol
Conditions | Yield |
---|---|
With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran at 0℃; for 2.5h; | 67% |
(Z)-6-nonenol
A
1,9-Nonanediol
B
1,7-nonanediol
C
1,8-dihydroxynonane
D
nonyl alcohol
Conditions | Yield |
---|---|
With acetylacetonatodicarbonylrhodium(l); 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); carbon monoxide; C70H72O2P2; hydrogen In 1,4-dioxane at 120℃; under 3750.38 Torr; for 36h; Inert atmosphere; Autoclave; | A 62% B n/a C n/a D 24 %Chromat. |
Conditions | Yield |
---|---|
With ethanol; sodium | |
With ethanol; sodium | |
With i-Amyl alcohol; sodium | |
With hydrogenchloride; cerium monofluoride; Triethoxysilane 1. 12 h, 25 deg C; 2. acetone, 30 min; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With ethanol; sodium |
Conditions | Yield |
---|---|
With ethanol; sodium | |
With copper chromite at 270℃; under 154457 Torr; Hydrogenation; | |
With i-Amyl alcohol; sodium |
Conditions | Yield |
---|---|
(i) O3, AcOEt, (ii) LiAlH4, Py; Multistep reaction; |
undecanedioic acid diethyl ester
1,9-Nonanediol
Conditions | Yield |
---|---|
With sodium In ethanol |
1,9-Nonanediol
Conditions | Yield |
---|---|
(i) H2, Al2O3, Rh, AcOH, (ii) KOH, EtOH; Multistep reaction; |
Conditions | Yield |
---|---|
With lithium triethylborohydride In various solvent(s) for 0.416667h; Thermodynamic data; ΔH; |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride 1) CH2Cl2; Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; periodic acid 1.) ether, 1 h, 2.) overnight; Multistep reaction; |
1,9-Nonanediol
Conditions | Yield |
---|---|
With pentan-1-ol; sodium |
Conditions | Yield |
---|---|
at 300℃; under 198587 Torr; Hydrogenation; |
Dimethyl azelate
ethanol
A
1,9-Nonanediol
B
9-hydroxynonanoic acid
Conditions | Yield |
---|---|
at 400℃; under 198587 Torr; Hydrogenation; |
nona-1,8-diene
A
1,9-Nonanediol
B
non-8-en-1-ol
C
non-7-en-1-ol
D
nonyl alcohol
Conditions | Yield |
---|---|
Stage #1: nona-1,8-diene With triisobutylaluminum; bis-triphenylphosphine-palladium(II) chloride In dichloromethane at 25℃; for 12h; Stage #2: With sodium hydroxide; oxygen In dichloromethane | A 14 % Spectr. B 12 % Spectr. C 24 % Spectr. D 25 % Spectr. |
1,9-Nonanediol
Conditions | Yield |
---|---|
With naphthalen-1-yl-lithium In tetrahydrofuran at 0℃; for 2h; |
1,9-Nonanediol
Conditions | Yield |
---|---|
With naphthalene; lithium In tetrahydrofuran at 0℃; for 1h; | 99 % Chromat. |
1,9-Nonanediol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: LiAlH4 / tetrahydrofuran / Heating 2: 1.) H5IO6, 2.) NaBH4 / 1.) ether, 1 h, 2.) overnight View Scheme |
Conditions | Yield |
---|---|
With carbon tetrabromide; Cu(tmp)(BINAP)BF4; sodium bromide In N,N-dimethyl-formamide for 24h; Appel Halogenation; UV-irradiation; Inert atmosphere; | 99% |
With water; hydrogen bromide | |
With hydrogen bromide |
1,9-Nonanediol
1,9-nonanedioldiisopropyl ether
Conditions | Yield |
---|---|
With hydrogen; Pd-C In acetone | 99% |
1,9-Nonanediol
p-toluenesulfonyl chloride
nonane-1,9-diyl bis(4-methylbenzenesulfonate)
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 5 - 15℃; for 0.333333h; | 98.6% |
With pyridine at 0℃; for 2.5h; | 88% |
With trimethylamine hydrochloride; triethylamine In dichloromethane at 20℃; for 1h; | 85% |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide | 98% |
With dmap; triethylamine In N,N-dimethyl-formamide at 25℃; for 12h; | 43% |
With pyridine at 0 - 20℃; for 16.5h; |
1,9-Nonanediol
acetic acid 1-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-3-oxo-1,3-dihydro-isobenzofuran-1-ylmethyl ester
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Mitsunobu reaction; | 98% |
Conditions | Yield |
---|---|
With Ethyl trichloroacetate; triphenylphosphine In acetonitrile at 10 - 15℃; for 3h; | 97% |
With thionyl chloride In dichloromethane; N,N-dimethyl-formamide | 65% |
With pyridine; thionyl chloride | |
With thionyl chloride |
3,4-dihydro-2H-pyran
1,9-Nonanediol
9-<(2H-tetrahydropyran-2-yl)oxy>nonan-1-ol
Conditions | Yield |
---|---|
With 1-butyl-3-methylimidazolium hydrogen sulfate In hexane for 0.0333333h; Microwave irradiation; | 97% |
With tin(ll) chloride In chloroform for 24h; Ambient temperature; | 80% |
With toluene-4-sulfonic acid In dichloromethane for 1.5h; | 60% |
1,9-Nonanediol
9-bromononan-1-ol
Conditions | Yield |
---|---|
With hydrogen bromide In toluene for 7.5h; Time; Reflux; | 95% |
With hydrogen bromide In toluene for 30h; Dean-Stark; Reflux; | 94% |
With hydrogen bromide In n-heptane at 150℃; | 93% |
1,9-Nonanediol
p-Methoxybenzyl bromide
9-((4-methoxybenzyl)oxy)nonan-1-ol
Conditions | Yield |
---|---|
With sodium hydride; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 0 - 20℃; for 1h; | 95% |
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; | 95% |
With sodium hydride In N,N-dimethyl-formamide at 0 - 25℃; for 1h; | 90% |
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 4h; | 76% |
1,9-Nonanediol
9-iodononan-1-ol
Conditions | Yield |
---|---|
With iodine In acetonitrile at 120℃; for 0.0666667h; Microwave irradiation; chemoselective reaction; | 93% |
Multi-step reaction with 2 steps 1: 47percent HBr / toluene / Heating 2: NaI / acetone / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
With HY-Zeolite In chloroform for 3.5h; Heating; | 92% |
With sulfuric acid In hexane; cyclohexane; water for 36h; Heating; | 90% |
82% | |
With sulfuric acid In water | 56% |
1,9-Nonanediol
nonanedial
Conditions | Yield |
---|---|
With Dess-Martin periodane In dichloromethane at 20℃; for 0.583333h; | 92% |
With 2,6-dimethylpyridine; silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate In dichloromethane at 20℃; for 48h; | 83% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In ethyl acetate for 2h; Heating; | 77% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 15h; Steglich Esterification; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With potassium hydroxide; bis(1,5-cyclooctadiene)diiridium(I) dichloride; triphenylphosphine at 100℃; for 15h; Inert atmosphere; | 91% |
1,9-Nonanediol
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; triethylamine In tetrahydrofuran at 25℃; for 10h; | 91% |
With 1,4-diaza-bicyclo[2.2.2]octane; triethylamine In tetrahydrofuran at 20℃; |
1,9-Nonanediol
9-bromononanal
Conditions | Yield |
---|---|
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In ethyl acetate at 60℃; | 90% |
Multi-step reaction with 2 steps 1: 7.8 g / HBr / benzene / 24 h / Heating 2: 7.18 g / PCC / CH2Cl2 / 0.5 h View Scheme | |
Multi-step reaction with 2 steps 1: 60 percent / 48percent HBr / toluene; H2O / 48 h / 90 - 95 °C 2: 85 percent / pyridiniumchlorochromate, MgSO4 / CH2Cl2 / 1.5 h View Scheme | |
Multi-step reaction with 2 steps 1: HBr / benzene 2: 60 percent / pyridinium chlorochromate, NaOAc / CH2Cl2 / 2 h / Ambient temperature View Scheme |
(Z)-9-octadecenoyl chloride
1,9-Nonanediol
6-[(Z)-octadec-9-enoyl]oxynonyl-(Z)-octadec-9-enoate
Conditions | Yield |
---|---|
With pyridine In chloroform at 20℃; Inert atmosphere; | 90% |
1,9-Nonanediol
3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine
1,9-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-yloxy]nonane
Conditions | Yield |
---|---|
Stage #1: 1,9-Nonanediol With sodium hydride In tetrahydrofuran Stage #2: 3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine In tetrahydrofuran for 20h; Heating; Further stages.; | 88% |
With sodium hydride In tetrahydrofuran Substitution; Heating; |
Conditions | Yield |
---|---|
With Pt-Sn/γ-Al2O3 In o-xylene at 145℃; for 24h; Inert atmosphere; | 88% |
1,9-Nonanediol
p-methoxybenzyl chloride
9-((4-methoxybenzyl)oxy)nonan-1-ol
Conditions | Yield |
---|---|
Stage #1: 1,9-Nonanediol With sodium hydride In tetrahydrofuran; dimethyl sulfoxide; mineral oil at 0℃; for 1h; Stage #2: p-methoxybenzyl chloride With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; dimethyl sulfoxide; mineral oil at 0 - 20℃; for 18.5h; | 84% |
Stage #1: 1,9-Nonanediol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Inert atmosphere; Stage #2: p-methoxybenzyl chloride With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil at 23℃; Inert atmosphere; | 83% |
With sodium hydride In N,N-dimethyl-formamide at 25℃; for 12h; | 71% |
With tetra-(n-butyl)ammonium iodide; sodium hydride In tetrahydrofuran; mineral oil at 0 - 60℃; Inert atmosphere; | 46% |
1,9-Nonanediol
tert-butyldimethylsilyl chloride
9-((tert-butyldimethylsilyl)oxy)nonan-1-ol
Conditions | Yield |
---|---|
With 1H-imidazole In tetrahydrofuran at 20℃; for 3h; | 83% |
With 1H-imidazole In tetrahydrofuran at 0 - 20℃; for 65.67h; | 83% |
Stage #1: 1,9-Nonanediol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere; Schlenk technique; Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran; mineral oil at 0℃; for 2h; Inert atmosphere; Schlenk technique; | 73% |
1,9-Nonanediol
(S)-(-)-3,3,3-Trifluormilchsaeure
Conditions | Yield |
---|---|
With sulfuric acid In toluene Heating; | 82% |
1,9-Nonanediol
tert-butylchlorodiphenylsilane
A
9-(tert-butyldiphenylsilyloxy)-nonan-1-ol
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 28h; Substitution; | A 81% B 8.5% |
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 40h; | A 55% B 25% |
Conditions | Yield |
---|---|
With HY-Zeolite for 6h; Heating; | 81% |
The IUPAC name of 1,9-Nonanediol is nonane-1,9-diol. With the CAS registry number 3937-56-2 and EINECS 223-517-5, it is also named as alpha,omega-Nonanediol. The product's categories are alpha,omega-Alkanediols; alpha,omega-Bifunctional Alkanes; Monofunctional & alpha,omega-Bifunctional Alkanes; Linear Hydrocarbon Series. It is white fused crystalline solid which is easily soluble in alcohol, ether, soluble in hot benzene and slightly soluble in water. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.53; (4)ACD/LogD (pH 7.4): 1.53; (5)ACD/BCF (pH 5.5): 8.51; (6)ACD/BCF (pH 7.4): 8.51; (7)ACD/KOC (pH 5.5): 161.18; (8)ACD/KOC (pH 7.4): 161.18; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.456; (14)Molar Refractivity: 46.81 cm3; (15)Molar Volume: 172.1 cm3; (16)Surface Tension: 36.7 dyne/cm; (17)Enthalpy of Vaporization: 61.71 kJ/mol; (18)Vapour Pressure: 0.000196 mmHg at 25°C; (19)Rotatable Bond Count: 8; (20)Exact Mass: 160.14633; (21)MonoIsotopic Mass: 160.14633; (22)Topological Polar Surface Area: 40.5; (23)Heavy Atom Count: 11; (24)Complexity: 56.6.
Preparation of 1,9-Nonanediol: It can be obtained by nonanedioic acid. This reaction which is a kind of Reduction needs reagent Zr(BH4)4 and solvent tetrahydrofuran at temperature of 25 °C. The reaction time is 1 hours. The yield is 90%.
Uses of 1,9-Nonanediol: It is in organic synthesis. It also can react with 3,4-dihydro-2H-pyran and 9-(tetrahydropyrane-2-yloxy)nonan-1-ol. This reaction needs reagent p-toluenesulfonic acid and solvent CH2Cl2. The reaction time is 1.5 hours. The yield is 60%.
People can use the following data to convert to the molecule structure.
1. SMILES:OCCCCCCCCCO
2. InChI:InChI=1/C9H20O2/c10-8-6-4-2-1-3-5-7-9-11/h10-11H,1-9H2
3. InChIKey:ALVZNPYWJMLXKV-UHFFFAOYAQ
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View