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1077-28-7

Basic Information
CAS No.: 1077-28-7
Name: DL-Thioctic acid
Article Data: 54
Cas Database
Molecular Structure:
Molecular Structure of 1077-28-7 (DL-Thioctic acid)
Formula: C8H14O2S2
Molecular Weight: 206.32
Synonyms: 1,2-Dithiolane-3-pentanoicacid, (?à)-;1,2-Dithiolane-3-valeric acid, (?à)- (8CI);(RS)-Lipoic acid;(RS)-a-Lipoic acid;1,2-Dithiolane-3-valeric acid;5-(1,2-Dithiolan-3-yl)pentanoic acid;5-(1,2-Dithiolan-3-yl)valeric acid;6,8-Thioctic acid;6-Thioctic acid;Alipure;Biletan;DL-6,8-Thioctic acid;DL-6-Thioctic acid;Espa-lipon;Liposan;Lipothion;NSC 628502;NSC 90788;Protogen A;Pyruvateoxidation factor;Thioctacid;Alpha Lipoic Acid;
EINECS: 214-071-2
Density: 1.218 g/cm3
Melting Point: 60-62 °C
Boiling Point: 362.5 °C at 760 mmHg
Flash Point: 173 °C
Solubility: 0.9 g/L (20 °C) in water
Appearance: light yellow to yellow powder
Hazard Symbols: HarmfulXn
Risk Codes: 22-20/21/22
Safety: 37/39-26-24/25-36
Transport Information: N/A
PSA: 87.90000
LogP: 2.78510
Synthetic route
1077-28-7

1,2-dithiolane-3-pentanoic acid

zinc(II) oxide

[Zn(II)(DL-α-lipoate)2(H2O)2]

Conditions
ConditionsYield
In water pouring ligand soln. over compressed pellet of Zn-compd.; crystn. on surface of pellet (several d); hand sepn.; elem. anal.;
743369-26-8

smithsonite

1077-28-7

1,2-dithiolane-3-pentanoic acid

[Zn(II)(DL-α-lipoate)2(H2O)2]

Conditions
ConditionsYield
In water pouring ligand soln. over compressed pellet of Zn-compd.; crystn. on surface of pellet (several d); hand sepn.;

hydrozincite

1077-28-7

1,2-dithiolane-3-pentanoic acid

[Zn(II)(DL-α-lipoate)2(H2O)2]

Conditions
ConditionsYield
In water pouring ligand soln. over compressed pellet of Zn-compd.; crystn. on surface of pellet (several d); hand sepn.;
1077-28-7

1,2-dithiolane-3-pentanoic acid

copper(II) oxide

172372-30-4

[Cu(II)(DL-α-lipoate)2]2

Conditions
ConditionsYield
In water pouring ligand soln. over compressed pellet of Cu-compd.; crystn. on surface of pellet (several d); hand sepn.;
1077-28-7

1,2-dithiolane-3-pentanoic acid

copper(l) chloride

185566-77-2

catena-poly-[Cu(I)(DL-α-lipoic acid)Cl]

Conditions
ConditionsYield
With HCl In hydrogenchloride N2-atmosphere; addn. of excess CuCl (in 4 M HCl) to ligand (in 0.5 M HCl) at 60°C; crystn. after cooling to room temp.; elem. anal.;
In water N2-atmosphere; pouring ligand soln. over compressed pellet of CuCl; crystn. on surface of pellet (several d); hand sepn.;

malachite

1077-28-7

1,2-dithiolane-3-pentanoic acid

172372-30-4

[Cu(II)(DL-α-lipoate)2]2

Conditions
ConditionsYield
In water pouring ligand soln. over compressed pellet of Cu-compd.; crystn. on surface of pellet (several d); hand sepn.;

malachite

1077-28-7

1,2-dithiolane-3-pentanoic acid

172372-30-4

[Cu(II)(DL-α-lipoate)2]2

Conditions
ConditionsYield
In water pouring ligand soln. over compressed pellet of Cu-compd.; crystn. on surface of pellet (several d); hand sepn.; elem. anal.;
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    Specifications CAS No.: 62-46-4;1077-28-7 Other Names: thioctic acid, thioctic acid MF: 8H13O2S2, 8H13O2S2 EINECS No.: 200

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Chemistry

Molecular structure of Thioctic Acid (CAS NO.1077-28-7) is:

Product Name: Thioctic Acid
CAS Registry Number: 1077-28-7
IUPAC Name: 5-(dithiolan-3-yl)pentanoic acid
Molecular Weight: 206.32556 [g/mol]
Molecular Formula: C8H14O2S2
XLogP3-AA: 1.7
H-Bond Donor: 1
H-Bond Acceptor: 2 
EINECS: 214-071-2
Melting Point: 60-62 °C 
Surface Tension: 52.7 dyne/cm
Density: 1.218 g/cm3
Flash Point: 173 °C
Enthalpy of Vaporization: 66.83 kJ/mol
Boiling Point: 362.5 °C at 760 mmHg
Vapour Pressure: 3.07E-06 mmHg at 25 °C
Solubility: ethanol: 50 mg/mL
Water Solubility: 0.9 g/L (20 °C)
Stability: Stable. Incompatible with strong oxidizing agents.
Product Categories: Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives;Substrates;Antioxidant;Biochemistry;Nutritional Supplements;Biochemics;Heterocycles;Sulfur & Selenium Compounds;Food & Flavor Additives;Miscellaneous Compounds

Uses

 Thioctic Acid (CAS NO.1077-28-7) is a fatty acid found naturally inside every cell in the body. It's needed by the body to produce the energy for our body's normal functions. Alpha lipoic acid converts glucose (blood sugar) into energy. It is also an antioxidant, a substance that neutralizes potentially harmful chemicals called free radicals. What makes alpha lipoic acid unique is that it functions in water and fat, unlike the more common antioxidants vitamins C and E, and it appears to be able to recycle antioxidants such as vitamin C and glutathione after they have been used up. Glutathione is an important antioxidant that helps the body eliminate potentially harmful substances. It increases the formation of glutathione. And it is made by the body and can be found in very small amounts in foods such as spinach, broccoli, peas, Brewer's yeast, brussel sprouts, rice bran, and organ meats. Alpha lipoic acid supplements are available in capsule form at health food stores, some drugstores, and online. For maximum absorption, the supplements should be taken on an empty stomach.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 235mg/kg (235mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 284, 1971.

Safety Profile

Hazard Codes :  Xn
Risk Statements :
22:  Harmful if swallowed 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed
Safety Statements :
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:Wear suitable protective clothing 
24/25:Avoid contact with skin and eyes
37/39:Wear suitable gloves and eye/face protection 
WGK Germany : 3
RTECS : JP1192000

Specification

 Thioctic Acid , its cas register number is 1077-28-7. It also can be called DL-alpha-Lipoic acid ; DL-6,8-Dithiooctanoic acid ; 5-(Dithiolan-3-yl)valeric acid ; 1,2-Dithiolane-3-pentanoic acid, (+/-)- ; 1,2-Dithiolane-3-valeric acid, (+/-) ; 5-(Dithiolan-3-yl)pentanoic acid ; DL-1,2-Dithiolane-3-valeric acid ; DL-6-Thioctic acid .It is a light yellow to yellow powder.