Product Name

  • Name

    10-Hydroxydecanoic Acid

  • EINECS 216-848-1
  • CAS No. 1679-53-4
  • Article Data46
  • CAS DataBase
  • Density 1.013 g/cm3
  • Solubility
  • Melting Point 75-77 °C(lit.)
  • Formula C10H20O3
  • Boiling Point 330.8 °C at 760 mmHg
  • Molecular Weight 188.267
  • Flash Point 168.1 °C
  • Transport Information
  • Appearance White powder crystal
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 1679-53-4 (10-Hydroxydecanoic Acid)
  • Hazard Symbols IrritantXi
  • Synonyms 10-Hydroxydecanoicacid;NSC 15139;
  • PSA 57.53000
  • LogP 2.18410

Synthetic route

Oxacycloundecan-2-one
5579-79-3

Oxacycloundecan-2-one

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With sodium hydroxide99%
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
92038-37-4

10-acetoxydecanoic acid

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With sodium hydroxide92%
With potassium hydroxide
2,2,2-trichloroethyl 10-hydroxydecanoate
52633-92-8

2,2,2-trichloroethyl 10-hydroxydecanoate

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With tellurium; sodium tetrahydroborate In N,N-dimethyl-formamide Ambient temperature;92%
1,3-Dioxa-cyclotridecane-4,13-dione

1,3-Dioxa-cyclotridecane-4,13-dione

A

1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

B

1,10-Decanediol
112-47-0

1,10-Decanediol

C

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran at 65℃; for 6h;A n/a
B 10%
C 82%
10-Undecen-1-ol
112-43-6

10-Undecen-1-ol

acetic acid
64-19-7

acetic acid

A

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

B

10-acetoxydecanoic acid
92038-37-4

10-acetoxydecanoic acid

Conditions
ConditionsYield
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%
rac-octan-2-ol
4128-31-8

rac-octan-2-ol

castor oil

castor oil

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With aluminium(III) chloride hexahydrate; sodium hydroxide at 190℃; for 6h; Reagent/catalyst; Temperature; Time; Reflux;76%
1,10-Decanediol
112-47-0

1,10-Decanediol

A

1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

B

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With copper oxide-chromium oxide; hydrogen at 250℃; under 7355.08 Torr;
16-hydroxy-hexadec-6-enoic acid
4444-16-0

16-hydroxy-hexadec-6-enoic acid

A

Adipic acid
124-04-9

Adipic acid

B

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
bei der Ozonspaltung;
10-undecenoic acid
112-38-9

10-undecenoic acid

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
(i) O3, MeOH, (ii) NaBH4, aq. NaOH, EtOH, (iii) aq. HCl; Multistep reaction;
10-Hydroxy-decin-(7)-saeure
91057-51-1

10-Hydroxy-decin-(7)-saeure

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol
(Z)-10-hydroxy-8-decenoic acid
69152-90-5

(Z)-10-hydroxy-8-decenoic acid

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
(i) Br2, CCl4, (ii) H2, Et3N, Raney-Ni, MeOH; Multistep reaction;
ethanol
64-17-5

ethanol

10-Hydroxy-decanoic acid 4-nitro-phenyl ester

10-Hydroxy-decanoic acid 4-nitro-phenyl ester

A

4-nitro-phenol
100-02-7

4-nitro-phenol

B

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

C

10-hydroxydecanoic acid ethyl ester
3639-35-8

10-hydroxydecanoic acid ethyl ester

Conditions
ConditionsYield
With tris-buffer; ethylenediaminetetraacetic acid; acyl carrier protein-thioesterase at 37℃; Kinetics; Mechanism;
1,12-dioxacyclodocosane-2,13-dione
1047-97-8

1,12-dioxacyclodocosane-2,13-dione

aqueous-alcoholic KOH-solution

aqueous-alcoholic KOH-solution

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

tetrachloromethane
56-23-5

tetrachloromethane

10-undecenyl acetate
112-19-6

10-undecenyl acetate

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
at -10 - 0℃; Hydrolysieren des Ozonids in saurer oder neutraler Loesung bei 95-100grad;
10-undecenyl acetate
112-19-6

10-undecenyl acetate

acetic acid
64-19-7

acetic acid

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
at 0℃; Hydrolysieren des Ozonids in saurer oder neutraler Loesung bei 95-100grad;
castor oil

castor oil

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With aqueous alkali at 180 - 230℃;
With aqueous alkali at 180 - 230℃;
methyl 10-chloroundecanoate
71194-27-9

methyl 10-chloroundecanoate

concentrated KOH-solution

concentrated KOH-solution

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

methyl ester of/the/ ι-oxy-capric acid

methyl ester of/the/ ι-oxy-capric acid

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With potassium hydroxide
mono-ω-undecenyl sulfate

mono-ω-undecenyl sulfate

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With potassium permanganate
monoundecen-(10)-yl sulfate

monoundecen-(10)-yl sulfate

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

polymer(ic) sebacic acid anhydride

polymer(ic) sebacic acid anhydride

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With barium copper chromite; benzene at 250 - 260℃; under 169167 Torr; Hydrogenation.Hydrolyse des Reaktionsprodukts mit wss.-alkoh.NaOH;
potassium salt of/the/ sebacic acid monoethyl ester

potassium salt of/the/ sebacic acid monoethyl ester

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With ethanol; sodium man reinigt ueber das Acetylderivat;
potassium salt of/the/ sebacic acid monomethyl ester

potassium salt of/the/ sebacic acid monomethyl ester

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With ethanol; sodium man reinigt ueber das Acetylderivat;
ricinolic acid soap

ricinolic acid soap

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With aqueous alkali at 180 - 230℃;
With aqueous alkali at 180 - 230℃;
ricinus-oil

ricinus-oil

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With sodium hydroxide; water; ortho-cresol at 190℃;
undecen-(10)-yl acetate

undecen-(10)-yl acetate

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Conditions
ConditionsYield
With ozone; acetic acid at 0℃; Hydrolyse des Ozonids in saurer oder neutraler Loesung an der Luft bei 95-100grad;
Ricinoleic acid
141-22-0

Ricinoleic acid

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

copper bronze

copper bronze

A

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

B

2-methylheptanal
16630-91-4

2-methylheptanal

Conditions
ConditionsYield
at 180 - 200℃;
at 180 - 200℃;
methanol
67-56-1

methanol

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

methyl 10-hydroxydecanoate
2640-94-0

methyl 10-hydroxydecanoate

Conditions
ConditionsYield
With hydrogenchloride for 24h; Heating;99.3%
With sulfuric acid for 16h; Heating;90%
With sulfuric acid
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

ethanol
64-17-5

ethanol

10-hydroxydecanoic acid ethyl ester
3639-35-8

10-hydroxydecanoic acid ethyl ester

Conditions
ConditionsYield
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
1005500-75-3

N-(methyl)-N-(p-toluenesulfonyl)ethynylamine

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

C20H31NO5S

C20H31NO5S

Conditions
ConditionsYield
With copper(l) chloride In dichloromethane at 20℃;98%
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

mesylate of ethyl 10-hydroxydecanoate
477775-67-0

mesylate of ethyl 10-hydroxydecanoate

Conditions
ConditionsYield
With sodium hydrogencarbonate; triethylamine In dichloromethane; water97%
With sodium hydrogencarbonate; triethylamine In dichloromethane; water97%
With sodium hydrogencarbonate; triethylamine In dichloromethane; water97%
With sodium hydrogencarbonate; triethylamine In dichloromethane; water97%
With sodium hydrogencarbonate; triethylamine In dichloromethane; water97%
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

poly(10-hydroxydecanoic acid), degree of polymerization > 200, Mn=1.82E4, Mw=3.40E4; monomer: 10-hydroxydecanoic acid

poly(10-hydroxydecanoic acid), degree of polymerization > 200, Mn=1.82E4, Mw=3.40E4; monomer: 10-hydroxydecanoic acid

Conditions
ConditionsYield
tetrachlorobis(tetrahydrofuran)hafnium(IV) In o-xylene for 24h; Heating;95%
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Reaxys ID: 11465383

Reaxys ID: 11465383

Conditions
ConditionsYield
With molecular sevies 4A; tetrachlorobis(tetrahydrofuran)hafnium(IV) In o-xylene for 24h; Heating / reflux;95%
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

acetic anhydride
108-24-7

acetic anhydride

10-acetoxydecanoic acid
92038-37-4

10-acetoxydecanoic acid

Conditions
ConditionsYield
With pyridine at 20℃; for 12h;94%
With pyridine94%
With pyridine at 20℃; for 24h;93%
at 20℃; dann unter Erwaermen bis auf 90grad und Behandeln des Reaktionsprodukts mit Wasser;
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

allyl alcohol
107-18-6

allyl alcohol

allyl 10-hydroxydecanoate
170117-44-9

allyl 10-hydroxydecanoate

Conditions
ConditionsYield
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
110-87-2

3,4-dihydro-2H-pyran

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

10-(tetrahydro-2'H-pyran-2'-yl-oxy)-1-decanoic acid
223400-49-5

10-(tetrahydro-2'H-pyran-2'-yl-oxy)-1-decanoic acid

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran for 14h; Ambient temperature;82%
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

A

Oxacycloundecan-2-one
5579-79-3

Oxacycloundecan-2-one

B

1,12-dioxacyclodocosane-2,13-dione
1047-97-8

1,12-dioxacyclodocosane-2,13-dione

Conditions
ConditionsYield
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;
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

GlyOEt*HCl
459-73-4

GlyOEt*HCl

(10-hydroxydecanoyl)glycine

(10-hydroxydecanoyl)glycine

Conditions
ConditionsYield
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
1679-53-4

10-hydroxydecanoic acid

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

10-((tert-butyldiphenylsilyl)oxy)decanoic acid
868132-31-4

10-((tert-butyldiphenylsilyl)oxy)decanoic acid

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; for 15h; Inert atmosphere;76%
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

10-bromodecanoic acid
50530-12-6

10-bromodecanoic acid

Conditions
ConditionsYield
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
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

1,12-dioxacyclodocosane-2,13-dione
1047-97-8

1,12-dioxacyclodocosane-2,13-dione

Conditions
ConditionsYield
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
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

A

Oxacycloundecan-2-one
5579-79-3

Oxacycloundecan-2-one

B

C20H38O5
1081554-92-8

C20H38O5

Conditions
ConditionsYield
With hydrotalcite; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In tetrahydrofuran; chloroform for 18h; Reflux; Inert atmosphere;A 73%
B 9%
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

Oxacycloundecan-2-one
5579-79-3

Oxacycloundecan-2-one

Conditions
ConditionsYield
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
605-94-7

2,3-Dimethoxy-5-methyl-1,4-benzoquinone

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

2-(9-hydroxynonyl)-5,6-dimethoxy-3-methyl-1,4-benzoquinone
77712-32-4

2-(9-hydroxynonyl)-5,6-dimethoxy-3-methyl-1,4-benzoquinone

Conditions
ConditionsYield
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
1679-53-4

10-hydroxydecanoic acid

4,4'-dimethoxytrityl chloride
40615-36-9

4,4'-dimethoxytrityl chloride

10--decanoic acid
175234-79-4

10--decanoic acid

Conditions
ConditionsYield
With pyridine Ambient temperature;69%
With pyridine
1,1,1-trichloroethanol
115-20-8

1,1,1-trichloroethanol

10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

2,2,2-trichloroethyl 10-hydroxydecanoate
52633-92-8

2,2,2-trichloroethyl 10-hydroxydecanoate

Conditions
ConditionsYield
With pyridine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere;66%
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

sorbitoyl chloride
2614-88-2, 90554-82-8

sorbitoyl chloride

10-(2',4'-hexadienoyloxy)decanoic acid

10-(2',4'-hexadienoyloxy)decanoic acid

Conditions
ConditionsYield
With pyridine In chloroform at 20℃; for 2h; Acylation;62.4%
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

(1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol
193545-66-3

(1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol

(1S,2S)-2-(10-hydroxydecanoyl)amino-3-morpholino-1-phenyl-1-propanol

(1S,2S)-2-(10-hydroxydecanoyl)amino-3-morpholino-1-phenyl-1-propanol

Conditions
ConditionsYield
With 1,2-dichloro-ethane; triethylamine In dichloromethane62%
10-hydroxydecanoic acid
1679-53-4

10-hydroxydecanoic acid

DMTr-L-Prolinol

DMTr-L-Prolinol

DMTr-amide-L-prolinol

DMTr-amide-L-prolinol

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 20h;62%

10-Hydroxydecanoic Acid Specification

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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