Conditions | Yield |
---|---|
With sodium hydroxide | 99% |
With potassium hydroxide In ethanol for 2h; Hydrolysis; Heating; | 96.2% |
With sodium hydroxide In dimethyl sulfoxide for 0.416667h; Thermodynamic data; ΔH; |
10-acetoxydecanoic acid
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With sodium hydroxide | 92% |
With potassium hydroxide |
2,2,2-trichloroethyl 10-hydroxydecanoate
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With tellurium; sodium tetrahydroborate In N,N-dimethyl-formamide Ambient temperature; | 92% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In tetrahydrofuran at 65℃; for 6h; | A n/a B 10% C 82% |
10-Undecen-1-ol
acetic acid
A
10-hydroxydecanoic acid
B
10-acetoxydecanoic acid
Conditions | Yield |
---|---|
Stage #1: 10-Undecen-1-ol; acetic acid With ozone In dichloromethane at 0℃; Stage #2: With hydroxylamine hydrochloride In dichloromethane at 0 - 20℃; Reagent/catalyst; Inert atmosphere; | A 21% B 76% |
Conditions | Yield |
---|---|
With aluminium(III) chloride hexahydrate; sodium hydroxide at 190℃; for 6h; Reagent/catalyst; Temperature; Time; Reflux; | 76% |
Conditions | Yield |
---|---|
With copper oxide-chromium oxide; hydrogen at 250℃; under 7355.08 Torr; |
16-hydroxy-hexadec-6-enoic acid
A
Adipic acid
B
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
bei der Ozonspaltung; |
Conditions | Yield |
---|---|
(i) O3, MeOH, (ii) NaBH4, aq. NaOH, EtOH, (iii) aq. HCl; Multistep reaction; |
10-Hydroxy-decin-(7)-saeure
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol |
(Z)-10-hydroxy-8-decenoic acid
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
(i) Br2, CCl4, (ii) H2, Et3N, Raney-Ni, MeOH; Multistep reaction; |
ethanol
A
4-nitro-phenol
B
10-hydroxydecanoic acid
C
10-hydroxydecanoic acid ethyl ester
Conditions | Yield |
---|---|
With tris-buffer; ethylenediaminetetraacetic acid; acyl carrier protein-thioesterase at 37℃; Kinetics; Mechanism; |
tetrachloromethane
10-undecenyl acetate
ozone
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
at -10 - 0℃; Hydrolysieren des Ozonids in saurer oder neutraler Loesung bei 95-100grad; |
10-undecenyl acetate
ozone
acetic acid
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
at 0℃; Hydrolysieren des Ozonids in saurer oder neutraler Loesung bei 95-100grad; |
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With aqueous alkali at 180 - 230℃; | |
With aqueous alkali at 180 - 230℃; |
methyl 10-chloroundecanoate
10-hydroxydecanoic acid
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With potassium hydroxide |
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With potassium permanganate |
10-hydroxydecanoic acid
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With barium copper chromite; benzene at 250 - 260℃; under 169167 Torr; Hydrogenation.Hydrolyse des Reaktionsprodukts mit wss.-alkoh.NaOH; |
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With ethanol; sodium man reinigt ueber das Acetylderivat; |
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With ethanol; sodium man reinigt ueber das Acetylderivat; |
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With aqueous alkali at 180 - 230℃; | |
With aqueous alkali at 180 - 230℃; |
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With sodium hydroxide; water; ortho-cresol at 190℃; |
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With ozone; acetic acid at 0℃; Hydrolyse des Ozonids in saurer oder neutraler Loesung an der Luft bei 95-100grad; |
Conditions | Yield |
---|---|
at 180 - 200℃; | |
at 180 - 200℃; |
Conditions | Yield |
---|---|
With hydrogenchloride for 24h; Heating; | 99.3% |
With sulfuric acid for 16h; Heating; | 90% |
With sulfuric acid |
Conditions | Yield |
---|---|
With sulfuric acid for 3h; Heating / reflux; | 98% |
With sulfuric acid for 3h; Heating / reflux; | 98% |
With sulfuric acid for 15h; Reflux; | 94% |
With magnesium chloride at 20℃; for 18h; | 89% |
N-(methyl)-N-(p-toluenesulfonyl)ethynylamine
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With copper(l) chloride In dichloromethane at 20℃; | 98% |
10-hydroxydecanoic acid
methanesulfonyl chloride
mesylate of ethyl 10-hydroxydecanoate
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; triethylamine In dichloromethane; water | 97% |
With sodium hydrogencarbonate; triethylamine In dichloromethane; water | 97% |
With sodium hydrogencarbonate; triethylamine In dichloromethane; water | 97% |
With sodium hydrogencarbonate; triethylamine In dichloromethane; water | 97% |
With sodium hydrogencarbonate; triethylamine In dichloromethane; water | 97% |
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
tetrachlorobis(tetrahydrofuran)hafnium(IV) In o-xylene for 24h; Heating; | 95% |
10-hydroxydecanoic acid
Conditions | Yield |
---|---|
With molecular sevies 4A; tetrachlorobis(tetrahydrofuran)hafnium(IV) In o-xylene for 24h; Heating / reflux; | 95% |
Conditions | Yield |
---|---|
With pyridine at 20℃; for 12h; | 94% |
With pyridine | 94% |
With pyridine at 20℃; for 24h; | 93% |
at 20℃; dann unter Erwaermen bis auf 90grad und Behandeln des Reaktionsprodukts mit Wasser; |
Conditions | Yield |
---|---|
With sulfuric acid Heating; | 83% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 2h; | 75% |
3,4-dihydro-2H-pyran
10-hydroxydecanoic acid
10-(tetrahydro-2'H-pyran-2'-yl-oxy)-1-decanoic acid
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In tetrahydrofuran for 14h; Ambient temperature; | 82% |
10-hydroxydecanoic acid
A
Oxacycloundecan-2-one
B
1,12-dioxacyclodocosane-2,13-dione
Conditions | Yield |
---|---|
With p-nitrobenzoic anhydride; scandium tris(trifluoromethanesulfonate) In tetrahydrofuran; acetonitrile for 5h; Heating; | A 77% B 2% |
With dmap; di-2-thienyl carbonate; hafnium(IV) trifluoromethanesulfonate In toluene; acetonitrile at 100℃; for 5h; | A 70% B 5% |
With RhCl(PPh3)3; bis(trifluoromethanesulfonyloxy)dimethylsilane; 1,2-bis(dimethylsilyl)benzene 1) benzene, RT, 6 h, 2) benzene, 80 deg C, 3 h, 3) benzene, 80 deg C, 9 h; Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
Stage #1: GlyOEt*HCl With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane for 0.166667h; Inert atmosphere; Stage #2: 10-hydroxydecanoic acid In dichloromethane at 0 - 20℃; for 14h; Inert atmosphere; Stage #3: With lithium hydroxide In tetrahydrofuran; methanol; water at 60℃; for 4h; Inert atmosphere; | 77% |
10-hydroxydecanoic acid
tert-butylchlorodiphenylsilane
10-((tert-butyldiphenylsilyl)oxy)decanoic acid
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; for 15h; Inert atmosphere; | 76% |
10-hydroxydecanoic acid
10-bromodecanoic acid
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid a) r.t., 16 h, b) 100 deg C, 4 h; | 75% |
With hydrogen bromide; acetic acid | |
With sulfuric acid; hydrogen bromide | |
With hydrogen bromide; acetic acid |
Conditions | Yield |
---|---|
With hafnium(IV) trifluoromethanesulfonate In toluene at 110℃; for 48h; Concentration; Inert atmosphere; | 74% |
With benzenesulfonic acid; benzene | |
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 2: 23 percent / TiCl4, AgClO4, p-trifluoromethylbenzoic anhydride / CH2Cl2 / 3 h / Ambient temperature View Scheme | |
Multi-step reaction with 3 steps 1: Et3N / tetrahydrofuran 2: dimethylformamide / -42 deg C -> r.t. 3: 82 percent / methoxytri-n-butyltin / octane / Heating View Scheme |
Conditions | Yield |
---|---|
With hydrotalcite; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In tetrahydrofuran; chloroform for 18h; Reflux; Inert atmosphere; | A 73% B 9% |
Conditions | Yield |
---|---|
With dmap; oxalyl dichloride; Tropone; triethylamine In dichloromethane at 20℃; for 14h; | 71% |
With benzenesulfonic acid; benzene | |
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 2: 70 percent / TiCl4, AgClO4, p-trifluoromethylbenzoic anhydride / CH2Cl2 / 3 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1: copper(l) chloride / dichloromethane / 20 °C 2: toluene-4-sulfonic acid / dichloromethane / 20 °C View Scheme |
2,3-Dimethoxy-5-methyl-1,4-benzoquinone
10-hydroxydecanoic acid
2-(9-hydroxynonyl)-5,6-dimethoxy-3-methyl-1,4-benzoquinone
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; silver nitrate In water; acetonitrile at 80℃; for 4h; | 70% |
With dipotassium peroxodisulfate; silver nitrate In water; acetonitrile at 75℃; for 4h; Temperature; Time; | 60% |
With dipotassium peroxodisulfate; silver nitrate In water; acetonitrile at 75℃; for 2h; | 60% |
10-hydroxydecanoic acid
4,4'-dimethoxytrityl chloride
10--decanoic acid
Conditions | Yield |
---|---|
With pyridine Ambient temperature; | 69% |
With pyridine |
1,1,1-trichloroethanol
10-hydroxydecanoic acid
2,2,2-trichloroethyl 10-hydroxydecanoate
Conditions | Yield |
---|---|
With pyridine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere; | 66% |
10-hydroxydecanoic acid
sorbitoyl chloride
Conditions | Yield |
---|---|
With pyridine In chloroform at 20℃; for 2h; Acylation; | 62.4% |
10-hydroxydecanoic acid
(1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol
Conditions | Yield |
---|---|
With 1,2-dichloro-ethane; triethylamine In dichloromethane | 62% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 20h; | 62% |
The 10-Hydroxydecanoic Acid, with the CAS registry number 1679-53-4, is a kind of crystalline. This chemical could be used to produce Rorifon with the function of depressing cough and reducing inspissated mucus, and it could be used in the synthesis of musk 105, 10-hydroxy-2-decenoic acid and could then be used in the cosmetics. Besides, it is irritant and may cause inflammation to the skin or other mucous membranes. In addition, it has the product categories which are including C10Fatty Acids; Carbonyl Compounds; Carboxylic Acids; Hydroxy fatty acids; Saturated fatty acids and derivatives.
The characteristics of this chemical are as below: (1)ACD/LogP: 1.96; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.16; (4)ACD/LogD (pH 7.4): -0.63; (5)ACD/BCF (pH 5.5): 2.9; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 44.26; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 35.53; (13)Index of Refraction: 1.466; (14)Molar Refractivity: 51.47 cm3; (15)Molar Volume: 185.7 cm3; (16)Polarizability: 20.4×10-24 cm3; (17)Surface Tension: 40.4 dyne/cm; (18)Density: 1.013 g/cm3; (19)Flash Point: 168.1 °C; (20)Enthalpy of Vaporization: 66.45 kJ/mol; (21)Boiling Point: 330.8 °C at 760 mmHg; (22)Vapour Pressure: 1.18E-05 mmHg at 25°C; (23)Exact Mass: 188.141245; (24)MonoIsotopic Mass: 188.141245; (25)Topological Polar Surface Area: 57.5; (26)Heavy Atom Count: 13; (27)Complexity: 123.
Use of this chemical: 10-Hydroxydecanoic Acid could react with methanol to produce 10-hydroxy-decanoic acid methyl ester. This reaction could happen in the presence of the reagent of concentrated sulfuric acid.
Production method of this chemical: oxacycloundecan-2-one could react to produce 10-hydroxy-decanoic acid. This reaction could happen in the presence of the reagent of aq. NaOH with the yield of 99%.
In adddition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C(CCCCC(=O)O)CCCCO
(2)InChI: InChI=1S/C10H20O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h11H,1-9H2,(H,12,13)
(3)InChIKey: YJCJVMMDTBEITC-UHFFFAOYSA-N
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