27503-81-7

Basic information

• Product Name: 2-Phenylbenzimidazole-5-sulfonic acid
• Synonyms: UV absorber UV-T;2-Phenyl-1H-benzo[d]iMidazole-6-sulfonic acid;2-Phenyl-5-benziMidazolesulfonic acid 96%;Ensulizole(2-Phenylbenzimidazole 5-sulfonic acid) ;Ensulizole (200 mg) (2-phenylbenzimidazole-5-sulfonic acid);2-phenylbenzIMIDAZOLE-5-sulfonic acid:2-phenyl-1h-benzo(d)IMIDAZOLE-5-sulfonic acid;CHEMSOL HS (2-PHENYL-1H-BENZIMIDAZOLE-5- SULPHONIC ACID)(PBSA)- OTHER HETERDCYCLI C CMPNDS WITH NITROGEN HETRO ATOM;PARSOL HS
• CAS NO: 27503-81-7
• Molecular Formula: C₁₃H₁₀N₂O₃S
• Molecular Weight: 274.3
• EINECS: 248-502-0
• Product Categories: BenzimidazolesPolymer Science;Building Blocks;Heterocyclic Building Blocks;Polymer Additives;Organic acids;BenzimidazolesPolymer Science;Building Blocks;Heterocyclic Building Blocks;Polymer Additives;Stabilizers
• Mol File: 27503-81-7.mol
• Article Data: 26

Chemical Properties

• Melting Point: 300 °C
• Flash Point: >100oC
• Appearance: White/Fine Crystalline Powder
• Density: 1.3592 (rough estimate)
• Refractive Index: 1.6360 (estimate)
• Storage Temp.: 2-8°C
• Solubility: ethanol and water: soluble ((as sodium salt))
• PKA: -0.87±0.40(Predicted)
• Water Solubility: soluble
• Merck: 14,3593
• BRN: 922664
• CAS DataBase Reference: 2-Phenylbenzimidazole-5-sulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenylbenzimidazole-5-sulfonic acid(27503-81-7)
• EPA Substance Registry System: 2-Phenylbenzimidazole-5-sulfonic acid(27503-81-7)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 27503-81-7(Hazardous Substances Data)

Usage

Description

2-Phenylbenzimidazole-5-sulfonic acid, also known as Ensulizole, is a white fine crystalline powder that has been reported as a UV filter. It is a xenobiotic compound detected in gray water from houses and effluents of biological treatment systems. 2-Phenylbenzimidazole-5-sulfonic acid is known for its effectiveness as a sunscreen ingredient and its ability to protect products from deterioration caused by UV light.

Uses

Used in Sunscreen Industry:
2-Phenylbenzimidazole-5-sulfonic acid is used as a UVB absorber for its ability to protect the skin from harmful UVB rays. It has an approved usage level of up to 4 percent in the United States and up to 8 percent in the European Union. When combined with a proper base, it becomes a water-soluble sunscreen, exhibiting a very effective use level versus SPF relationship compared to other sunscreen chemicals. Additionally, it significantly boosts the SPF when combined with other UVB absorbers and is considered excellent for use in clear sunscreen gels.
Used in Cosmetics and Skincare Industry:
2-Phenylbenzimidazole-5-sulfonic acid is used as an ingredient in daily use moisturizers containing sunscreen due to its water solubility, which allows for a less greasy and more aesthetically pleasing formulation. It can be utilized in the water phase of emulsion systems, in contrast to most oil-soluble sunscreen ingredients.
Used in Product Preservation:
2-Phenylbenzimidazole-5-sulfonic acid is used as a protective agent to prevent the deterioration of products when exposed to UV light, thus extending their shelf life and maintaining their quality.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C13H10N2O3S/c16-19(17,18)10-6-7-11-12(8-10)15-13(14-11)9-4-2-1-3-5-9/h1-8H,(H,14,15)(H,16,17,18)/p-1

Upstream product

• 716-79-0 2-phenyl-1H-benzoimidazole 
• 7474-78-4 orthaminic acid 
• 65-85-0 benzoic acid 
• 93-58-3 benzoic acid methyl ester 

Downstream Products

• 27503-82-8 2-phenyl-1⁽³⁾H-benzoimidazole-5-sulfonyl chloride 
• 1357271-65-8 (1r,1r)-4-(2-phenyl-1H-benzo[d]imidazole-5-sulfonamido)-N-((R)-1-phenylethyl)cyclohexanecarboxamide 

Relevant articles and documents

Preparation method of ultraviolet absorbent 2-phenyl benzimidazole (by machine translation)

The crude product 2 - obtained by the sulfonation reaction, is prepared by adding :S1: phenyl benzimidazole 2 - organic solvent, into a reaction vessel and then adding an active carbon stirring decolorizing, to fully react, to obtain ;S2:phenyl benzimidazole - 5 5-sulfonic acid crude S1 by stirring, and then adding an active carbon to remove, out of solid, after solid-liquid separation, and solid 2 - is obtained, by solid-liquid separation.S3: The product obtained by the preparation method S2 of the invention is obtained by stirring, decoloring, decoloring, decoloring and decoloring with an active carbon stirring, decolorizing layer, and then, adding an, active carbon to, prepare a crude 2 - white product (PH,) by. solid-liquid separation (step 2 -) and, solid-liquid separation, (, g,) of the product obtained, by the preparation method of, the present application, and stirring and decolorizing the crude product by stirring and decolorizing the crude product. (by machine translation)

Method for preparing sulfo-substituted benzimidazole and derivatives thereof

The invention discloses a preparation method for sulfo-substituted benzimidazole and derivatives thereof. The preparation method comprises the following steps: with organic carboxylic acid A and o-phenylenediamine as raw materials, carrying out a reflux reaction to generate a benzimidazole compound B; and reacting the benzimidazole compound B with a sulfonating agent to prepare the sulfo-substituted benzimidazole compound C. The yield and the content of the intermediate benzimidazole compound B are effectively improved by means of controlling the dosage ratio of raw materials, selecting a proper catalyst, inhibiting the oxidation of o-phenylenediamine and the like in the dehydration and cyclization process of carboxyl-amido groups; in the process of a sulfonation reaction, reaction temperature is reduced, the content and yield of the target products are obviously improved, and the generation of isomers is inhibited by controlling the addition manner of the raw materials and selecting aspecific catalyst. Meanwhile, the reaction conditions and operation of all the steps are simple, and the method is easy to control and convenient for realization of industrial production.

NEW DUALISTIC MOLECULES HAVING UV RADIATION FILTRATING ABILITY AT WIDE SPECTRUM AND POTENT DAMPING ACTIVITY OF THE REACTIVITY OF FREE RADICALS (RADICALS SCAVENGING)

Compound with structure 2-phenylbenzimidazole of formula I and/or a pharmaceutically acceptable salt thereof, wherein said compound of formula I corresponds to: in which n is 1, 2 or 3 and in which R is a carboxyl radical (-COOH) or a sulphonic radical (-S03H); pharmaceutical and/or cosmetic formulation and/or medical device comprising such a compound; method for synthesising it.