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CAS No.: | 28715-21-1 | ||
---|---|---|---|
Name: | 3-HYDROXYTETRADECANOIC ACID | ||
Article Data: | 26 | ||
Molecular Structure: | |||
Formula: | C14H28 O3 | ||
Molecular Weight: | 244.375 | ||
Synonyms: | Tetradecanoicacid, 3-hydroxy-, (R)-; Tetradecanoic acid, 3-hydroxy-, D-(-)- (8CI);(3R)-3-Hydroxytetradecanoic acid; (R)-(-)-3-Hydroxytetradecanoic acid;(R)-3-Hydroxymyristic acid; (R)-3-Hydroxytetradecanoic acid; D-(-)-b-Hydroxymyristic acid;D-3-Hydroxytetradecanoic acid | ||
Density: | 0.969g/cm3 | ||
Melting Point: | 71-72°C | ||
Boiling Point: | 376.9°C at 760 mmHg | ||
Flash Point: | 195.9°C | ||
Appearance: | White Powder | ||
Safety: |
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PSA: | 57.53000 | ||
LogP: | 3.74290 |
methyl 3-oxotetradecanoate
(R)-3-hydroxytetradecanoic acid
Conditions | Yield |
---|---|
Stage #1: methyl 3-oxotetradecanoate With hydrogen; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; ruthenium trichloride In methanol at 40 - 50℃; under 3361.46 Torr; for 20h; Stage #2: With lithium hydroxide In tetrahydrofuran; water | 100% |
With sodium hydroxide; hydrogen; acetic acid; L-Tartaric acid; (R,R)-tartaric acid-NaBr-Raney nickel ((R,R)-TA-NaBr-MRNi); sodium bromide 1.) C2H5COOCH3, 100 deg C, 100 kg/cm2; Yield given. Multistep reaction; | |
Multi-step reaction with 2 steps 1: 95.6 percent / H2 / (R)-ruthenium 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl / methanol / 5 h / 100 °C / 3750.3 Torr 2: 97.6 percent / lithium hydroxide monohydrate / methanol; H2O / 12 h View Scheme |
methyl (R)-3-hydroxytetradecanoate
(R)-3-hydroxytetradecanoic acid
Conditions | Yield |
---|---|
With lithium hydroxide monohydrate In tetrahydrofuran; water at 20℃; for 2h; | 98% |
With lithium hydroxide In methanol; water for 12h; | 97.6% |
With sodium hydroxide In tetrahydrofuran; water Reflux; | 96% |
(R)-1-cyanotridecan-2-ol
(R)-3-hydroxytetradecanoic acid
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane at 100℃; for 12h; Hydrolysis; | 95% |
(R)-tert-butyl 3-hydroxytetradecanoate
(R)-3-hydroxytetradecanoic acid
Conditions | Yield |
---|---|
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 0.75h; | 87% |
(R)-3-hydroxytetradecanoic acid ethyl ester
(R)-3-hydroxytetradecanoic acid
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol | 76% |
With ethanol; potassium hydroxide |
3-hydroxytetradecanoic acid
(R)-3-hydroxytetradecanoic acid
Conditions | Yield |
---|---|
With dexamfetamine |
Ethyl 3-hydroxytetradecanoate
(R)-3-hydroxytetradecanoic acid
Conditions | Yield |
---|---|
In diethyl ether (saponification); |
vinyl acetate
3-hydroxytetradecanoic acid
A
(R)-3-hydroxytetradecanoic acid
B
(S)-3-acetoxytetradecanoic acid
Conditions | Yield |
---|---|
With di-tert-butyl-4-methylphenol In tetrahydrofuran at 65℃; for 3h; Pseudomonas lipase; |
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate; baker's yeast; D-glucose In water at 28℃; for 48h; Yield given. Yields of byproduct given; |
(3R)-1-trimethylsilyl-tetradec-1-yn-3-ol
A
(R)-3-hydroxytetradecanoic acid
B
(3S)-3-hydroxytetradecanoic acid
Conditions | Yield |
---|---|
With sodium hydroxide; bis(cyclohexanyl)borane; dihydrogen peroxide 1) THF, 0 deg C; 2) 40-50 deg C; Yield given. Multistep reaction. Title compound not separated from byproducts; |
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Molecular Structure:
Molecular Formula: C14H28O3
Molecular Weight: 244.3703
Systematic Name: (3R)-3-Hydroxytetradecanoic acid
Synonyms of (R)-3-Hydroxymyristic acid (CAS NO.28715-21-1): (3R)-3-Hydroxytetradecanoic acid ; (R)-(-)-3-Hydroxytetradecanoic acid ; (R)-3-Hydroxytetradecanoic acid
CAS NO: 28715-21-1
Product Categories: Mixed Fatty Acids;Fatty Acid Derivatives & Lipids;Glycerols
Melting point: 71-72°C
Index of Refraction: 1.467
Molar Refractivity: 69.96 cm3
Molar Volume: 252.1 cm3
Surface Tension: 37.7 dyne/cm
Density: 0.969 g/cm3
Flash Point: 195.9 °C
Enthalpy of Vaporization: 72.26 kJ/mol
Boiling Point: 376.9 °C at 760 mmHg
Vapour Pressure: 3.16E-07 mmHg at 25°C
(R)-3-Hydroxymyristic acid (CAS NO.28715-21-1) is used as one of two major component of bacterial Lipid A .
WGK Germany of (R)-3-Hydroxymyristic acid (CAS NO.28715-21-1): 3