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Trolox

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Identification
Molecular formula
C14H18O4
CAS number
53188-07-1
IUPAC name
4-oxo-4-[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl]oxy-butanoic acid
State
State

Trolox exists as a solid at room temperature.

Melting point (Celsius)
162.00
Melting point (Kelvin)
435.15
Boiling point (Celsius)
408.10
Boiling point (Kelvin)
681.30
General information
Molecular weight
250.33g/mol
Molar mass
250.3270g/mol
Density
1.0600g/cm3
Appearence

Trolox is a white to off-white crystalline powder. It is often used in its pure form for research purposes.

Comment on solubility

Solubility of 4-oxo-4-[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl]oxy-butanoic acid

The solubility of the compound 4-oxo-4-[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl]oxy-butanoic acid can be quite complex due to its intricate structure and the presence of multiple functional groups. Solubility is largely influenced by several factors:

  • Polarity: This compound contains polar functional groups such as carboxylic acids. Generally, polar substances tend to be more soluble in polar solvents, such as water.
  • Hydrophobic regions: The large non-polar hydrocarbon segments may hinder solubility in polar solvents, leading to a decreased solubility in water.
  • pH influence: The solubility of the carboxylic acid moiety can vary with pH. At higher pH levels, the acid can lose a proton, forming a negatively charged carboxylate which may increase solubility in water.

Therefore, the solubility behavior can be summarized as follows:

  1. In polar solvents, such as water, the soluble nature will depend on the compound's ability to ionize.
  2. In non-polar solvents, the hydrophobic regions dominate, potentially increasing solubility.
  3. Overall, a balanced approach toward solvent selection is necessary for optimal solubility.

In conclusion, understanding the solubility of this compound requires considering the interactions between its structural components and the nature of the solvents used. This complexity ultimately underscores the need for targeted solubility studies for practical applications.

Interesting facts

Interesting Facts about 4-Oxo-4-[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl]oxy-butanoic acid

This compound is an intriguing example of a synthetic derivative that combines elements of both natural and synthetic chemistry. Here are some interesting insights about this fascinating molecule:

  • Niche Applications: The structural complexity of this compound suggests its potential use in various specialized fields, including cosmetic formulations and nutraceuticals. Its design likely aims to harness specific biological activities.
  • Chirality: The presence of multiple chiral centers in the molecular structure points towards enantiomerically pure forms, which can exhibit different biological activities. This characteristic underlines the importance of stereochemistry in drug design and efficacy.
  • Biological Relevance: Compounds with oxo and alkoxy functionalities are often studied for their roles in biological pathways. This compound could interact with cellular receptors or enzymes, thereby modulating biological responses.
  • Structural Complexity: The extended hydrocarbon chains combined with functional groups highlight the intricate balance between hydrophobic and hydrophilic characteristics. This balance may influence the compound’s biological and chemical behavior significantly.
  • Potential Research Areas: Given its unique structure, the compound might be the subject of ongoing research focused on its antioxidant properties, UV protection in skincare, or as a precursor in the synthesis of more complex organic molecules.

As a chemistry student or researcher exploring the world of organic synthesis, this compound serves as a reminder of the intricate interplay of chemistry and biology. It opens doors to understanding the effects of synthetic compounds on biological systems and their potential therapeutic applications. Remember, in the world of chemistry, each molecule tells a story, and 4-oxo-4-[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl]oxy-butanoic acid is no exception!

Synonyms
vitamin e succinate
alpha-Tocopheryl succinate
tocopherol succinate
D-alpha-Tocopherol succinate
alpha-tocopherol succinate
Vitamin E hemisuccinate
Vitamine E succinate
Alpha-tocopherol succinate, d-
d-alpha-Tocopherol acid succinate
alpha-Tocopheryl acid succinate
(+)-alpha-Tocopheryl succinate
D-alpha tocopheryl acid succinate
alpha-Vitamin E succinate
LU4B53JYVE
.alpha.-Tocopherol succinate
Tocopheryl succinate
NSC 173849
CCRIS 4734
Tocopherol acid succinate, alpha-
alpha-Tocopherol acid succinate, D-
EINECS 224-403-8
EINECS 241-433-7
CV 104
4-oxo-4-[[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl]oxy]butanoic acid
.alpha.-tocopheryl succinate
TOCOPHERYL ACID SUCCINATE,D-ALPHA
.ALPHA.-TOCOPHEROL SUCCINATE, D-
White-e [veterinary] (TN)
alpha-Tocopherol, succinate, D-
NSC173849
RRR-alpha-Tocopheryl Hydrogen Succinate
.ALPHA.-TOCOPHEROL SUCCINATE [MI]
RRR-ALPHA-TOCOPHERYL ACID SUCCINATE
17407-37-3
VITAMIN E (ALPHA-TOCOPHERYL SUCCINATE)
2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl hydrogen succinate, (+)-
Mono(2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl) succinate, (+)-
D-ALPHA TOCOFERIL ACID SUCCINATE [MART.]
RRR-.ALPHA.-TOCOPHERYL HYDROGEN SUCCINATE
RRR-ALPHA-TOCOPHERYL ACID SUCCINATE [FCC]
TOCOPHERYL ACID SUCCINATE,D-ALPHA [VANDF]
Butanedioic acid, 1-((2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) ester
Butanedioic acid, mono((2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) ester
Butanedioic acid, mono(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) ester, (2R-(2R*(4R*,8R*)))-
Mono(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) butanedioate, (2R-(2R*(4R*,8R*)))-
RRR-.ALPHA.-TOCOPHERYL HYDROGEN SUCCINATE [EP IMPURITY]
Butanedioic acid, mono(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) ester
Butanedioic acid, mono[(2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-yl] ester
Butanedioic acid, mono[3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl] ester
D-ALPHA TOCOFERIL ACID SUCCINATE (MART.)
4-oxo-4-(((2R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-yl)oxy)butanoic acid
Butanedioic acid, 1-[(2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-yl] ester
Butanedioic acid, mono[3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl] ester, [2R-[2R*(4R*,8R*)]]-
White-e (veterinary)
TOCOPHERYL SUCCINATE [INCI]
RRR-ALPHA-TOCOPHERYL HYDROGEN SUCCINATE (EP IMPURITY)
4-oxo-4-((2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2h-1-benzopyran-6-yl)oxy)butanoic acid
4-oxo-4-{[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2h-1-benzopyran-6-yl]oxy}butanoic acid
4345-03-3
D-|A-Tocopherol succinate
D-ALPHA-TOCOPHERYL SUCCINATE
alpha tocopheryl acid succinate
D-?-Tocopherol succinate
MFCD00072055
4-Oxo-4-(((R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl)oxy)butanoic acid
Butanedioic acid,mono[(2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-yl] ester
DTXSID2026151
a-Tocopheryl Succinate
NCGC00167561-01
4-oxo-4-{[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-yl]oxy}butanoic acid
DTXCID706151
d-a-tocopherol succinate
CAS-4345-03-3
Covitol 1210
D-.alpha.-Tocopherol succinate
D-.alpha.-Tocopheryl succinate
alpha-Tocopherol, succinate
alpha-Tocopherol hemisuccinate
alpha-Tocopheryl succinate, D-
NSC-173849
6-Chromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, hydrogen succinate, (+)-
alpha-Tocopheryl hydrogen succinate
Vitamin-E Dragees
Succinic acid, mono(2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl) ester, (+)-
Dal-E
(+)-alpha-Tocopherol acid succinate
UNII-LU4B53JYVE
D-alpha-tocopheryl-succinate
CHEMBL81421
SCHEMBL134422
D- alpha -Tocopheryl Succinate
.alpha.-tocopheryl succinate, d-
CHEBI:135821
Tocopheryl Acid Succinate, d-Alpha
Tox21_112556
Tox21_200568
BDBM50458511
D-alpha-Tocopheryl hydrogen succinate
AKOS015902063
Dal-Vita brand of vitamin E succinate
Wiedemann brand of vitamin E succinate
(+)-.alpha.-Tocopherol acid succinate
AC-1132
CCG-207945
DB14001
NCGC00167561-02
NCGC00167561-03
NCGC00258122-01
TOCOPHERYL ACID SUCCINATE [VANDF]
3-{[(2R)-2-((4R,8R)-4,8,12-trimethyltridecyl)-2,5,7,8-tetramethylchroman-6-yl] oxycarbonyl}propanoic acid
4-oxo-4-[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl]oxy-butanoic acid
55134-51-5
AS-75106
J24.824J
TOCOPHERYL ACID SUCCINATE [WHO-DD]
HY-131553
CS-0136520
NS00045903
T2628
C90299
D08612
SBI-0636756.0001
D-alpha-Tocopherol succinate, analytical standard
C033716
EN300-23011947
SR-01000883728
SR-01000883728-1
BRD-K64636206-001-02-7
Q27283185
D-alpha-Tocopherol succinate, semisynthetic, 1210 IU/g
Z2216889767
D-alpha-Tocopherol succinate, BioXtra, >=98.0% (HPLC)
Alpha tocopheryl acid succinate, United States Pharmacopeia (USP) Reference Standard
RRR-alpha-Tocopheryl hydrogen succinate, European Pharmacopoeia (EP) Reference Standard
(3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) hydrogen succinate
4-Oxo-4-(((R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl)oxy)butanoicacid
mono((2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) butanedioate
RRR-alpha-Tocopheryl hydrogen succinate; (2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-yl hydrogen succinate; d-alpha-tocopherol succinate; Vitamin E succinate; (+)-alpha-tocopheryl acid succinate; D-alpha-Tocopheryl hydrogen succinate
Tocopheryl Acid Succinate, a, Pharmaceutical Secondary Standard; Certified Reference Material