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Cas Database |
| Name |
R-(+)-alpha-Lipoic acid |
EINECS | 638-752-2 |
| CAS No. | 1200-22-2 | Density | 1.218 g/cm3 |
| PSA | 87.90000 | LogP | 2.78510 |
| Solubility | N/A | Melting Point |
48-52 °C(lit.) |
| Formula | C8H14O2S2 | Boiling Point | 362.5 °C at 760 mmHg |
| Molecular Weight | 206.33 | Flash Point | 173 °C |
| Transport Information | N/A | Appearance | yellow crystalline solid |
| Safety | 20-36-26-35 | Risk Codes | 22-36/38 |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
1,2-Dithiolane-3-pentanoicacid, (R)-;1,2-Dithiolane-3-valeric acid, (+)- (8CI);1,2-Dithiolane-3-pentanoicacid, (3R)-;(R)-Lipoic acid;(R)-a-Lipoic acid;Berlition;Byodinoral 300;Lipoec;Lipoic acid;R-(+)-Thioctic acid;Thioderm;Thiogamma;Tiobec;Tiobec Retard;d-Thioctic acid;a-(+)-Lipoic acid;a-Lipoic acid; |
Article Data | 52 |
R-(+)-alpha-Lipoic acid Synthetic route
- 1200-22-2
(R)-1,2-dithiolane-3-pentanoic acid
| Conditions | Yield |
|---|---|
| Stage #1: (S)-6,8-dichlorooctanoic acid ethylester With sodium sulfide; sulfur In water at 80℃; for 2h; Stage #2: With water; sodium hydroxide at 80℃; for 8h; Temperature; | 99.8% |
| With sodium sulfide; sulfur | |
| Stage #1: (S)-6,8-dichlorooctanoic acid ethylester With sodium sulfide; sulfur In water at 82℃; for 4.5h; Stage #2: With water; sodium hydroxide In toluene at 92℃; for 8h; pH=1; Solvent; Temperature; | n/a |
- 97961-65-4
(+)-isopropyl lipoate
- 1200-22-2
(R)-1,2-dithiolane-3-pentanoic acid
| Conditions | Yield |
|---|---|
| With water; potassium carbonate In methanol at 22℃; for 40h; | 96% |
- 188412-21-7
(R)-6,8-dichloroctanoic acid
- 1200-22-2
(R)-1,2-dithiolane-3-pentanoic acid
| Conditions | Yield |
|---|---|
| With sodium sulfide; N-benzyl-N,N,N-triethylammonium chloride; sulfur In water at 85℃; Reagent/catalyst; Temperature; | 92.1% |
- 1200-22-2
(R)-1,2-dithiolane-3-pentanoic acid
| Conditions | Yield |
|---|---|
| With citric acid In methanol; toluene at 35 - 40℃; for 3h; Temperature; Darkness; Industrial scale; | 83.1% |
- 104726-74-1
[ethyl (5R)-5-(1,2-dithiolan-3yl)pentanoate]
- 1200-22-2
(R)-1,2-dithiolane-3-pentanoic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride; potassium hydroxide In ethanol for 24h; Ambient temperature; | 75% |
| With potassium hydroxide In ethanol at 20℃; for 24h; | 75% |
| With potassium hydroxide In ethanol at 20℃; for 24h; | 75% |
| hydrolysis; | |
| With sodium hydroxide |
- 1200-22-2
(R)-1,2-dithiolane-3-pentanoic acid
| Conditions | Yield |
|---|---|
| Product distribution / selectivity; | 72% |
- 99427-00-6
(R)-5-[1,2-dithiolan-3-yl]pentanoic acid methyl ester
- 1200-22-2
(R)-1,2-dithiolane-3-pentanoic acid
| Conditions | Yield |
|---|---|
| With potassium hydroxide In methanol for 3h; Ambient temperature; | 70% |
| With potassium hydroxide; water for 24h; | 54% |
| Stage #1: (R)-5-[1,2-dithiolan-3-yl]pentanoic acid methyl ester With potassium hydroxide In methanol; water at 50℃; for 2h; Stage #2: With phosphoric acid In methanol; water; toluene at 30℃; | 45% |
| With potassium carbonate In methanol; water |
- 1200-22-2
(R)-1,2-dithiolane-3-pentanoic acid
| Conditions | Yield |
|---|---|
| 52% |
A
- 1200-22-2
(R)-1,2-dithiolane-3-pentanoic acid
B
- 62-46-4, 1077-27-6, 1077-28-7, 1200-22-2, 52578-51-5
(S)-lipoic acid
| Conditions | Yield |
|---|---|
| With sulfuric acid In acetone at 15 - 60℃; for 2h; Temperature; Solvent; | A 47.5% B n/a |
- 1200-22-2
(R)-1,2-dithiolane-3-pentanoic acid
| Conditions | Yield |
|---|---|
| With sulfuric acid In acetone at 15 - 40℃; for 24h; Solvent; | 46% |
R-(+)-alpha-Lipoic acid Chemical Properties
IUPAC Name: 5-[(3R)-Dithiolan-3-yl]pentanoic acid
Following is the structure of R-(+)-alpha-Lipoic acid (CAS NO.1200-22-2):
Empirical Formula: C8H14O2S2
Molecular Weight: 206.3256
Index of Refraction: 1.562
Molar Refractivity: 54.94 cm3
Molar Volume: 169.3 cm3
Density: 1.218 g/cm3
Flash Point: 173 °C
Melting point 46-49 °C
Surface Tension: 52.7 dyne/cm
Appearance: Yellow Crystalline Solid
Enthalpy of Vaporization: 66.83 kJ/mol
Boiling Point: 362.5 °C at 760 mmHg
Vapour Pressure of R-(+)-alpha-Lipoic acid (CAS NO.1200-22-2): 3.07E-06 mmHg at 25 °C
Product Categoriesof R-(+)-alpha-Lipoic acid (CAS NO.1200-22-2): FINE Chemical & INTERMEDIATES; Chiral Reagents; Heterocycles; Sulfur & Selenium Compounds; Chiral Building Blocks; Heterocyclic Building Blocks; Others
Canonical SMILES: C1CSSC1CCCCC(=O)O
Isomeric SMILES: C1CSS[C@@H]1CCCCC(=O)O
InChI: InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1
InChIKey: AGBQKNBQESQNJD-SSDOTTSWSA-N
R-(+)-alpha-Lipoic acid Uses
R-(+)-alpha-Lipoic acid (CAS NO.1200-22-2) can be used as a fat-metabolism stimulator .
R-(+)-alpha-Lipoic acid Specification
R-(+)-alpha-Lipoic acid , its cas register number 1200-22-2. It also can be called R-(+)-alpha-Lipoic acid ; and (R)-(+)-1,2-Dithiolane-3-pentanoic acid .
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