55646-01-0

Basic information

• Product Name: 2,2,5,7,8-PENTAMETHYLCHROMAN
• Synonyms: 2,2,5,7,8-PENTAMETHYLCHROMAN;3,4-DIHYDRO-2,2,5,7,8-PENTAMETHYL-2 H-1-BENZOPYRAN;2 2 5 7 8-PENTAMETHYLCHROMAN 95%
• CAS NO: 55646-01-0
• Molecular Formula: C₁₄H₂₀O
• Molecular Weight: 204.31
• Product Categories: Heterocyclic Compounds
• Mol File: 55646-01-0.mol

Chemical Properties

• Melting Point: 36-41 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• CAS DataBase Reference: 2,2,5,7,8-PENTAMETHYLCHROMAN(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,5,7,8-PENTAMETHYLCHROMAN(55646-01-0)
• EPA Substance Registry System: 2,2,5,7,8-PENTAMETHYLCHROMAN(55646-01-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 55646-01-0(Hazardous Substances Data)

Usage

Uses

Used in Skincare and Cosmetic Products:
2,2,5,7,8-Pentamethylchroman is used as an antioxidant in skincare and cosmetic products for its ability to shield the skin from the damaging effects of UV radiation and environmental pollutants. It contributes to the prevention of premature aging by diminishing the visibility of fine lines and wrinkles, thereby promoting healthier and more youthful-looking skin.
Used in Food Industry:
In the food industry, 2,2,5,7,8-Pentamethylchroman is utilized as a stabilizer to enhance the shelf life and quality of food products. Its antioxidant properties help to prevent oxidation and spoilage, ensuring that the products remain fresh and safe for consumption over extended periods.
Used in Pharmaceutical Products:
2,2,5,7,8-Pentamethylchroman also serves as a stabilizer in pharmaceutical products, where it helps to maintain the stability and efficacy of medications. Its antioxidant capabilities protect the active ingredients from degradation, ensuring the longevity and potency of the pharmaceuticals.

Upstream product

• 697-82-5 2,3,5-trimethylphenol 
• 78-79-5 isoprene 
• 115-18-4 2-methyl-3-buten-2-ol 
• 119947-52-3 2-methyl-4-<(2',3',5'-trimethylphenyl)oxy>-2-butene 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 4516-90-9 2-methyl-3-buten-1-ol 

Downstream Products

• 112160-39-1 2,2,5,7,8-pentamethylchroman-6-sulfonyl chloride 
• 161117-67-5 2,2,5,7,8-pentamethylchroman-6-sulfonamide 
• 112160-34-6 N^α-benzyloxycarbonyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-N^G-(2,2,5,7,8-pentamethylchroman-6 sulphonyl)-arginylglycylglycine methyl ester 
• 119831-72-0 Fmoc-Arg(Pbf)-OH 
• 112160-36-8 N^α-benzyloxycarbonyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester 
• 112160-37-9 N^G-2,2,5,7,8-pentamethylchroman-6-sulfonyl-L-arginine 
• 112160-32-4 N_α-benzyloxycarbonyl-N_G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-L-arginine 
• 137043-77-7 N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate 
• 137043-73-3 N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate 
• 137043-71-1 N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)arginine 
• 112160-38-0 2,2,5,7,8-Pentamethyl-chroman-6-sulfonic acid phenylamide 
• 950-99-2 2,2,5,7,8-pentamethylchroman-6-ol 

Relevant articles and documents

Synthesis of the α-tocopheramine-15N model compound 2,2,5,7,8- pentamethyl-6-chromanylamine-15N

2,2,5,7,8-Pentamethyl-6-chromanylamine-15N was prepared by condensation of ZnCl2-catalyzed condensation of 2,3,5-trimethylphenol with isoprene, followed by conversion of the resulting chroman into the 6-nitro-derivative and further reduction to the title compound, which possesses a 2-methyl group instead of the isoprenoid side chain of tocopherols and tocopheramines. Tocopheramines and their short-chain analogues are current targets in medicinal chemistry and anti-cancer research.

Induced Production, Synthesis, and Immunomodulatory Action of Clostrisulfone, a Diarylsulfone from Clostridium acetobutylicum

The anaerobe Clostridium acetobutylicum belongs to the most important industrially used bacteria. Whereas genome mining points to a high potential for secondary metabolism in C. acetobutylicum, the functions of most biosynthetic gene clusters are cryptic. We report that the addition of supra-physiological concentrations of cysteine triggered the formation of a novel natural product, clostrisulfone (1). Its structure was fully elucidated by NMR, MS and the chemical synthesis of a reference compound. Clostrisulfone is the first reported natural product with a diphenylsulfone scaffold. A biomimetic synthesis suggests that pentamethylchromanol-derived radicals capture sulfur dioxide to form 1. In a cell-based assay using murine macrophages a biphasic and dose-dependent regulation of the LPS-induced release of nitric oxide was observed in the presence of 1.

Inhibition of tumor growth

The present invention provides a cytotoxic 7 to 25 mer peptide with three or more cationic residues which has one or more non-genetic bulky and lipophilic amino acids, as well as esters, amides, salts and cyclic derivatives thereof as well as methods of p

2,2,4,6,7-Pentamethyl-2,3-dihydrobenzofuran-5-methyl (Pbfm) as an alternative to the trityl group for the side-chain protection of cysteine and asparagine/glutamine

The benzyl derivative of the Pbf group, which is the most commonly used side-chain protecting group for Arg, has been proposed for the protection of the side chains of Cys, Asp, and Glu. In the three cases, the new protecting group (Pbfm) was removed with a high concentration of TFA during the cleavage and global deprotection step. In addition, the Pbfm group can be removed from the Cys residue by using very dilute TFA solutions. Furthermore, when Cys is protected with the Pbfm group, it can be removed by oxidative treatment, thereby directly rendering the disulfide bridge on the solid phase.

Versatile synthesis of benzopyrans via ortho-Claisen rearrangement of allyl ethers

Benzopyrans can be efficiently synthesized by reacting a phenol and an allylic alcohol in a trifluoroacetic acid/water mixture under argon at room temperature. The procedure is widely applicable and allows benzopyrans to be synthesized rapidly.

An acid labile arginine derivative for peptide synthesis: N(G)-2,2,5,7,8-pentamethylchroman-6-sulphonyl-L-arginine

A trifluoroacetic acid (TFA) labile protecting group for the guanidine side chain function of arginine has been developed. N(G)-(2,2,5,7,8-Pentamethylchroman-6-sulphonyl-L-arginine is cleaved rapidly in TFA or 50% TFA in dichloromethane at room temperatur

6-sulfonyl chromans

A class of novel chemical compounds comprising derivatives of 2,2,5,7,8-pentamethylchroman-6-sulphonyl and having the structural formula STR1 wherein X is selected from halogen and other groups having acidic functionality. We prefer that the X-group be chlorine. The said compounds are made by the sulphonation of 2,2,5,7,8-pentamethylchroman, preferably using chlorosulphonic acid. The primary utility of the compounds of the present invention is in the protection of functional groups in organic synthesis and more particularly in the protection of basic functional amino groups, such as amidines and guanidines. The invention also provides a method of making the protecting group and a protected amino acid.

Synthesis of New Aromatic Retinoid Analogues by Low-Valent Titanium Induced Reductive Elimination

The low-valent titanium reductive elimination reaction, already applied to the stereospecific synthesis of vitamin A and 13-cis-retinol, was used to prepare several retinoic acid analogues in the all-trans configuration or in the 13-cis configuration.This highly stereospecific trans-diene formation allowed an improved synthesis of the title compounds without any purification of the intermediates before the final stage.