(+/-)-Dihydrolipoic acid

Base Information

• Chemical Name: (+/-)-Dihydrolipoic acid
• CAS No.: 7516-48-5
• Molecular Formula: C₈H₁₆O₂S₂
• Molecular Weight: 208.346
• Mol file: 7516-48-5.mol

Synonyms:Acide 6,8-disulfanyloctano?que;

Chemical Property of (+/-)-Dihydrolipoic acid

Chemical Property:

• Melting Point: 60-62 °C
• Boiling Point: 360.834 °C at 760 mmHg
• PKA: 5.4(at 25℃)
• Flash Point: 172.027 °C
• PSA: 114.90000
• Density: 1.134 g/cm³
• LogP: 1.85960
• Storage Temp.: 2-8°C
• Solubility.: ethanol: 50 mg/mL

Purity/Quality:

99% ^*data from raw suppliers

a-Lipoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of (+/-)-Dihydrolipoic acid

There total 6 articles about (+/-)-Dihydrolipoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

trans-2-(D-Arabino-1',2',3',4'-tetrahydroxybutyl)-1,3-dithianyl-4-valeric acid (71399-42-3,71399-43-4,76741-62-3,76741-63-4,76741-64-5,76741-65-6,76741-66-7,76741-67-8,76741-68-9,76741-69-0) → (-)-Dihydrolipoic acid (462-20-4,7516-48-5,98441-85-1,119365-69-4)

Guidance literature:

With hydrogen sulfide; mercury dichloride; Yield given. Multistep reaction; 1.) H₂O, 60 deg C, 45 min, 2.) pyridine, 20 deg C, 40 min;

DOI:10.1007/BF01156381

Reference yield:

dihydrolipoic acid (462-20-4) → (-)-Dihydrolipoic acid (462-20-4,7516-48-5,98441-85-1,119365-69-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 14.4 percent / conc. HCl / 3 h / 3 - 4 °C

2: 1.) HgCl₂, 2.) H₂S / 1.) H₂O, 60 deg C, 45 min, 2.) pyridine, 20 deg C, 40 min

With hydrogenchloride; hydrogen sulfide; mercury dichloride;

DOI:10.1007/BF01156381

Reference yield:

(+)-6,8-dichloro-octanoic acid (41443-60-1) → (-)-Dihydrolipoic acid (462-20-4,7516-48-5,98441-85-1,119365-69-4)

Guidance literature:

Multistep reaction;

DOI:10.1246/cl.1985.999

upstream raw materials:

cis-2-(D-Arabino-1',2',3',4'-tetrahydroxybutyl)-1,3-dithianyl-4-valeric acid

trans-2-(D-Gluco-1',2',3',4',5'-pentahydroxypentyl)-1,3-dithianyl-4-valeric acid

dihydrolipoic acid

(+)-6,8-dichloro-octanoic acid

Downstream raw materials:

(-)-Lipoic acid

(+)-Lipoic acid

Refernces

• 1、 Chebotareva, L. G.,Yurkevich, A. M.. "NEW METHOD OF RESOLVING RACEMIC LIPOIC ACID INTO ANTIPODES". . p. 644 - 650. Retrieved 2007/10/02.