α-lipoic acid | Solubility of Things

Identification

Molecular formula

C₈H₁₄O₂S₂

CAS number

62-46-4

IUPAC name

5-(dithiolan-3-yl)pentanoic acid

State

At room temperature, α-Lipoic acid is a crystalline solid. It is only slightly soluble in water but is more soluble in organic solvents.

Melting point (Celsius)

60.00

Melting point (Kelvin)

333.15

Boiling point (Celsius)

160.00

Boiling point (Kelvin)

433.15

General information

Molecular weight

206.33g/mol

Molar mass

206.3270g/mol

Density

1.1950g/cm³

Appearence

α-Lipoic acid appears as a pale yellow solid when in its pure form. It forms needle-shaped crystals and can have a distinctive sulfurous smell.

Comment on solubility

Solubility of 5-(dithiolan-3-yl)pentanoic acid

The solubility of 5-(dithiolan-3-yl)pentanoic acid (C₈H₁₄O₂S₂) can be quite intriguing due to its unique structure, which contains both hydrophilic and hydrophobic components. Understanding its solubility requires considering several factors:

Functional Groups: The presence of carboxylic acid and dithiolane groups affects solubility. Carboxylic acids are typically soluble in polar solvents, while the dithiolane ring may impart some steric hindrance.
Polarity: This compound is likely to demonstrate moderate polarity due to its combination of sulfur and carbon atoms, which can interact with polar solvents, such as water, to some extent.
Temperature Influence: Like many organic acids, solubility may increase with temperature, making higher temperatures favorable for achieving greater dissolution in solvent.
Solvent Compatibility: Aqueous solubility may be limited; however, it could be more soluble in organic solvents like ethanol or acetone, where the interactions between molecular structures are more favorable.

In conclusion, while precise solubility values may vary, it can be anticipated that 5-(dithiolan-3-yl)pentanoic acid exhibits a complex solubility profile influenced by its multifaceted structural characteristics. As always, experimentally determining solubility in different media is essential for practical applications.

Interesting facts

Interesting Facts about 5-(dithiolan-3-yl)pentanoic acid

5-(dithiolan-3-yl)pentanoic acid is a fascinating compound known for its unique structure and potential applications. Here are some engaging insights:

Unique Structure: The compound features a dithiolan ring, which is a five-membered ring containing two sulfur atoms. This distinct structural characteristic contributes to its intriguing properties and reactivity.
Biological Interest: Compounds with sulfur-containing moieties are often of significant interest in the field of medicinal chemistry due to their potential biological activity. This raises questions about the mechanisms through which 5-(dithiolan-3-yl)pentanoic acid may interact with biological systems.
Synthesis: Its synthesis typically involves the use of specific reagents and conditions that facilitate the formation of the dithiolan ring. This provides a great opportunity for students to explore organic synthesis techniques!
Applications: While detailed applications can vary, sulfur-containing compounds are frequently explored for their roles in pharmaceuticals, agrochemicals, and even materials science. This opens avenues for research and development.
Environmental Considerations: As with many organic compounds, understanding the environmental impact of 5-(dithiolan-3-yl)pentanoic acid is essential. Scientists are continually examining how such compounds degrade in various environments.

In summary, 5-(dithiolan-3-yl)pentanoic acid stands as a testament to the rich tapestry of organic chemistry. Its unique structure and potential applications make it a compound worth studying for both chemistry students and professionals alike. As the renowned chemist Linus Pauling once said, "The best way to have a good idea is to have lots of ideas." This could not be truer in the world of chemical research!

Synonyms

thioctic acid

dl-Thioctic acid

1077-28-7

alpha-Lipoic acid

5-(1,2-Dithiolan-3-yl)pentanoic acid

DL-alpha-Lipoic acid

1,2-dithiolane-3-pentanoic acid

Biletan

6,8-Thioctic acid

alpha Lipoic Acid

62-46-4

Thioctacid

DL-6,8-Thioctic acid

6-Thioctic acid

Lipothion

dl-Lipoic acid

Thioctsan

Tioctacid

Liposan

Rac-lipoate

5-(dithiolan-3-yl)pentanoic acid

alpha-Liponsaeure

1,2-Dithiolane-3-valeric acid

6,8-Dithiooctanoic acid

Thioctic acid dl-form

alpha-liponic acid

Thioktsaeure

Tioctidasi

espa-lipon

(RS)-Lipoic acid

DL-6-Thioctic acid

5-(1,2-Dithiolan-3-yl)valeric acid

Acetate-replacing factor

Protogen A

5-(Dithiolan-3-yl)valeric acid

6,8-Thiotic acid

Thioctansaeure

Alipure

Thiotacid

(+-)-Lipoic acid

Thiooctic acid

Thioktsaeure [German]

Thioctic acid [JAN]

Tioctic Acid

DL-1,2-Dithiolane 3-valeric acid

6-Thiotic acid

Pyruvate oxidation factor

Lip(S2)

DL-.alpha.-Lipoic acid

alpha-lipon 300

alpha-Liponsaeure [German]

(+/-)-1,2-Dithiolane-3-pentanoic acid

.alpha.-Lipoic acid

DL-1,2-Dithiolane-3-valeric acid

MFCD00005474

NSC 90788

thioctate

(+-)-Thioctic acid

Thioctsaeure

Thiocacid

Thioctan

liponic acid

NSC 628502

(+-)-1,2-Dithiolane-3-pentanoic acid

(RS)-alpha-Lipoic acid

a-lipoic acid

(+-)-alpha-lipoic acid

Acidum thiocticum

Tioctidasi acetate replacing factor

A-lipoicum acidum

DL-1,2-Dithiolan-3-valeriansaeure

EINECS 200-534-6

EINECS 214-071-2

lipoate

Lipoic acid, alpha

Lipoic acid, dl-

BRN 0081853

BRN 0122410

Thioctic acid [INN:BAN:JAN]

.alpha.-Liponic acid

CHEBI:16494

Thioctic acid (JAN)

HSDB 7818

Thioctic acid, dl-form

DL-1,2-Dithiolan-3-valeriansaeure [German]

C8H14O2S2

(.+-.)-Lipoic acid

NSC-90788

1,2-DITHIOLANE-3-VALERIC ACID, (+-)-

(.+/-.)-Lipoic acid

THIOCTIC ACID [MI]

(RS)-.alpha.-Lipoic acid

5-[3-(1,2-dithiolanyl)]pentanoic acid

THIOCTIC ACID [HSDB]

CHEMBL33864

1,2-Dithiolane-3-pentanoic acid, (+-)-

THIOCTIC ACID [WHO-DD]

DTXSID7025508

(.+-.)-.alpha.-Lipoic acid

73Y7P0K73Y

5-19-07-00237 (Beilstein Handbook Reference)

NSC90788

rac a-Lipoic Acid

THIOCTIC ACID DL-FORM [MI]

dl-1,2-Dithiolane-3-pentanoic acid

NSC-628502

NCGC00016032-06

1,2-Dithiolane-3-valeric acid, (.+/-.)-

1,2-Dithiolane-3-pentanoic acid, (.+/-.)-

DTXCID705508

biomolipon

duralipon

AlphaLipogamma

biomo lipon

espa lipon

Thiogamma oral

Alpha Lipogamma

Alpha-Lipogamma

Pleomix Alpha

Thioctacide T

Verla Lipon

AlphaLipon Stada

Alpha Lippon AL

Alpha Lipon Stada

Alpha-Lipon Stada

Liponsaureratiopharm

SMR000058198

Acid, alpha-Lipoic

CAS-1077-28-7

Liponsaure-ratiopharm

5-(3-(1,2-DITHIOLANYL))PENTANOIC ACID

alpha Liponsaure von ct

(R)-(+)-alpha-Lipoic acid;R-(+)-Thioctic acid

SR-01000737460

DL-6,8-DITHIOOCTANOIC ACID

UNII-73Y7P0K73Y

Alphalipoic-acid

D,L-Lipoic acid

DL-a-Lipoic acid

D,L-Thioctic acid

lipoic acid (LA)

alpha -Lipoic Acid

rac ?-Lipoic Acid

(RS)-thioctic acid

(R)-a-Lipoic acid

LIPOIC-ACID

rac alpha-Lipoic Acid

()-alpha-Lipoic acid

Spectrum_001618

(+/-)-Lipoic acid

Spectrum2_001605

Spectrum3_001188

Spectrum4_000217

Spectrum5_001298

(+/-)-a-Lipoic acid

cid_864

(.+-.)-Thioctic acid

Lipoic acid, alpha [NF]

bmse000542

Epitope ID:150922

R)-(+)-alpha-Lipoic acid

SCHEMBL51065

BSPBio_002835

KBioGR_000853

KBioSS_002098

THIOCTIC ACID [INCI]

MLS000069736

MLS001332379

MLS001332380

MLS002153365

DivK1c_000912

SPECTRUM1503941

SPBio_001609

THIOCTIC ACID [MART.]

BDBM10515

HMS502N14

HY-N0492R

KBio1_000912

KBio2_002098

KBio2_004666

KBio2_007234

KBio3_002335

A-LIPOICUM ACIDUM [HPUS]

ALPHA LIPOIC ACID [VANDF]

ALPHA-LIPOIC ACID [VANDF]

NINDS_000912

thioctic acid (alpha-lipoic acid)

GLXC-15365

HMS1922M22

HMS3649H08

HMS3885I16

Pharmakon1600-01503941

THIOCTIC ACID, (+/-)-

ALBB-030318

ALPHA LIPOIC ACID [USP-RS]

BCP13221

BCP14048

BCP18944

HY-N0492

MSK10003

Tox21_110285

Tox21_201808

Tox21_303092

AC7875

BBL013878

CCG-39063

NSC628502

NSC758651

s3996

STK801969

THIOCTIC ACID [EP MONOGRAPH]

()-1,2-Dithiolane-3-pentanoic acid

AKOS000121582

AKOS016339634

Tox21_110285_1

AB09328

CS-4370

FL00461

KS-1322

NSC-758651

SB49517

IDI1_000912

ALPHA LIPOIC ACID [USP IMPURITY]

NCGC00016032-02

NCGC00016032-03

NCGC00016032-04

NCGC00016032-05

NCGC00016032-07

NCGC00016032-08

NCGC00016032-09

NCGC00016032-11

NCGC00016032-14

NCGC00090872-01

NCGC00090872-02

NCGC00090872-03

NCGC00090872-04

NCGC00090872-05

NCGC00256970-01

NCGC00259357-01

(+/-)-alpha-Lipoic acid, >=98.0%

.ALPHA.-LIPOIC ACID, (+/-)-

1ST10003

AC-22673

BP-31070

NCI60_042014

R)-(+)-|A-Lipoic acid OOEthyAoEthAEa

R-(+)-1,2-Dithiolane-3-pentanoic acid

SY010902

SY070695

(R)-(+)-(c) paragraph sign-Lipoic acid

SBI-0051871.P002

1,2-Dithiolane-3-valeric acid, (+/-)-

5-(1,2-Dithiolan-3-yl)pentanoic acid #

DB-050522

1,2-Dithiolane-3-pentanoic acid, (+/-)-

1,2-Dithiolane-3-valeric acid, (.+-.)-

CS-0694773

L0058

NS00001602

1,2-Dithiolane-3-pentanoic acid, (.+-.)-

EN300-17612

C00725

D00086

AB00052393_09

Q312229

1,2-Dithiolane-3-pentanoic acid, (+-)- (9CI)

SR-01000737460-2

SR-01000737460-6

5-((3RS)-1,2-DITHIOLAN-3-YL)PENTANOIC ACID

BRD-A16347691-001-13-1

Z56969297

F2191-0208

.DELTA.-(3-(1,2-DITHIACYCLOPENTYL))PENTANOIC ACID

Thioctic acid, European Pharmacopoeia (EP) Reference Standard

(+/-)-alpha-Lipoic acid, BioReagent, cell culture tested, >=99%

(+/-)-alpha-Lipoic acid, synthetic, >=99% (titration), powder

1,2-Dithiolane-3-pentanoic acid; 5-(1,2-Dithiolan-3-yl)valeric acid

Alpha Lipoic Acid, United States Pharmacopeia (USP) Reference Standard

(R)-(+)-1,2-Dithiolane-3-pentanoic acid; R-(+)-Thioctic acid; R-(+)-alpha-Lipoic acid

AfAE'A centa' notA inverted exclamation markAfasA'A|AfAE'Adaggeratrade mark?-Lipoic Acid

Thioctic acid containing impurity B, European Pharmacopoeia (EP) Reference Standard

Thioctic acid for system suitability, European Pharmacopoeia (EP) Reference Standard

Thioctic Acid;1,2-Dithiolane-3-pentanoic acid;5-(1,2-Dithiolan-3-yl)valeric acid

(+/-)-Thioctic acid;(+/-)-1,2-Dithiolane-3-pentanoic acid;(+/-)-1,2-Dithiolane-3-valeric acid

200-534-6