2-Octen-1-ylsuccinic Anhydride CAS 42482-06-4 OSA Reagent 95% Liquid for Polysaccharide Modification and Emulsifier Synthesis
Keywords: 2-Octen-1-ylsuccinic anhydride, OSA, CAS 42482-06-4, alkenyl succinic anhydride, polysaccharide modification reagent
Product Overview
2-Octen-1-ylsuccinic anhydride, commonly abbreviated as OSA, is a short chain member of the alkenyl succinic anhydride family. It consists of a reactive succinic anhydride ring carrying an unsaturated C8 octenyl side chain, and it is supplied as a mixture of the cis and trans isomers. The product is a liquid at room temperature and is used mainly as a hydrophobic modifying agent that converts water soluble polysaccharides and polyols into surface active, amphiphilic derivatives.
Key Attributes
| CAS No. | 42482-06-4 |
| IUPAC Name | 3-(oct-2-en-1-yl)dihydrofuran-2,5-dione |
| Molecular Formula | C12H18O3 |
| Molecular Weight | 210.27 g/mol |
| Chemical Family | Alkenyl succinic anhydride (ASA), cyclic carboxylic anhydride |
| Isomer Form | Mixture of cis and trans isomers |
| Appearance | Liquid at 20 C |
| Purity / Assay | Not less than 95.0% by GC |
| Solubility | Practically insoluble in water, soluble in common organic solvents such as acetone |
| Storage Condition | Store at room temperature in a cool, dry and well ventilated place, keep the container tightly closed |
Key Highlights
- HIGH PURITY: Assay not less than 95.0% determined by GC, supplied as the cis and trans isomer mixture, with low residue that simplifies downstream purification of the modified product.
- REACTIVE ANHYDRIDE FUNCTIONALITY: The succinic anhydride ring opens readily on hydroxyl and amine groups under mild conditions, forming a stable ester or amide bond together with a free carboxyl group in a single step.
- AMPHIPHILIC BUILDING BLOCK: Grafts a hydrophobic octenyl tail onto water soluble polymers, turning starch, inulin, chitosan, carrageenan and similar substrates into surface active materials with measurable emulsifying capacity.
- CONTROLLABLE SUBSTITUTION: Degree of substitution can be tuned through the anhydride charge ratio, reaction pH, temperature and time, allowing customers to target a specific hydrophilic and hydrophobic balance.
- LITERATURE ESTABLISHED: Widely cited in published research on polysaccharide esterification, Pickering emulsion stabilization, microencapsulation wall materials and biosurfactant synthesis.
- FLEXIBLE PACK SIZE: Minimum order quantity is 1 g, with unit packs available from 1 g up to 1 kg so that lab screening and pilot scale work can use the same material.
- FAST LEAD TIME: Orders are normally dispatched within 7 working days after confirmation, shipped by courier or by air.
- FULL DOCUMENTATION: A certificate of analysis and supporting technical documents accompany every shipment for incoming quality verification.
Product Description
2-Octen-1-ylsuccinic anhydride (CAS 42482-06-4) is an alkenyl succinic anhydride with the molecular formula C12H18O3 and a molecular weight of 210.27 g/mol. Structurally it is a five membered dihydrofuran-2,5-dione ring substituted at the 3 position by an unsaturated octenyl chain. Because the octenyl group carries an internal double bond, the material exists as cis and trans geometric isomers, and the commercial product is supplied as the isomer mixture rather than as a single resolved isomer. At 20 C the product is a liquid, which makes it easy to meter and to disperse into reaction media without a melting or dissolution step.
The functional value of this compound comes from the combination of two features in one molecule. The anhydride ring is highly reactive toward nucleophiles, so it esterifies hydroxyl groups on polysaccharides and polyols, or amidates amine groups on chitosan and proteins, under mild aqueous or semi aqueous conditions without requiring aggressive catalysts. Each ring opening event simultaneously installs the hydrophobic C8 octenyl tail and generates a free carboxylic acid group. The result is a derivatized polymer that carries both a water repelling segment and an ionizable acidic site, which is precisely the structural requirement for amphiphilic behaviour, interfacial adsorption, micelle formation and Pickering emulsion stabilization. The reaction also leaves the polymer backbone intact, so viscosity and film forming characteristics of the original substrate are largely preserved.
Compared with long chain alkenyl succinic anhydrides based on C15 to C18 olefins, the C8 octenyl chain gives a shorter hydrophobe and a lower molecular weight reagent. This makes the material particularly suitable for research formulations where a moderate degree of hydrophobic modification is desired, for small molecule and oligomer derivatization, and for studies that need a well defined reagent of known molecular weight. We supply this product in unit packs from 1 g to 1 kg, with a minimum order quantity of 1 g and a normal lead time within 7 working days. Shipments move by courier or by air in sealed, moisture protected packaging, and each lot is released with a certificate of analysis stating assay by GC and appearance.
Applications
Polysaccharide Modification
The principal use of this reagent is the esterification of natural polysaccharides to produce amphiphilic derivatives. Reported substrates include starch, inulin, chitosan, kappa carrageenan, konjac glucomannan, xanthan gum, hyaluronic acid and cellulose nanofibrils. The resulting octenylsuccinate esters combine the film forming and thickening properties of the original polymer with new surface activity.
Emulsifiers and Emulsion Stabilizers
OSA modified polysaccharides act as polymeric emulsifiers for oil in water systems. Modified chitosan and modified starch prepared from this anhydride have been studied as stabilizers for Pickering emulsions, where particle wettability, interfacial adsorption and emulsion stability are controlled through the degree of substitution and the pH of the continuous phase.
Microencapsulation and Wall Materials
Octenylsuccinate derivatives prepared from this reagent are used as wall materials for the encapsulation of hydrophobic bioactive compounds, flavours and oils. The grafted octenyl chain improves interfacial film formation during emulsification and spray drying, which supports higher payload retention and better protection of the encapsulated core.
Biosurfactants and Specialty Surfactants
Derivatization of inulin and other polyols with octenyl succinic anhydride in aqueous media yields non ionic and anionic biosurfactants. These materials self assemble into micellar aggregates above a critical concentration and are investigated as renewable alternatives to conventional petrochemical surfactants.
Drug Delivery and Nanocarrier Systems
Amphiphilic derivatives obtained from this anhydride form micelles and nanoparticles capable of solubilizing poorly water soluble actives. Published work covers OSA modified chitosan nanoparticles, OSA modified hyaluronic acid micelles and OSA inulin carriers used for the encapsulation and controlled release of hydrophobic compounds.
Textile, Paper and Coating Research
Alkenyl succinic anhydride modified starch is studied as a surface sizing agent for paper and as a sizing material for blended yarns. OSA modified starch and chitosan systems are also being developed as fluorine free coating alternatives for textile and paper packaging substrates.
Research and Analytical Use
Beyond the fields listed above, the product serves as a defined reagent for organic synthesis, for structure property studies on hydrophobically modified polymers, and as a reference material in analytical work on succinic anhydride derivatives.
Specifications
| Item | Specification | Typical Value |
| Assay (GC) | Not less than 95.0% | 97.0% |
| Appearance | Liquid at 20 C | Complies |
| Isomer Form | Mixture of cis and trans | Complies |
| Molecular Formula | C12H18O3 | Complies |
| Molecular Weight | 210.27 g/mol | Complies |
Packaging and Shipping
| Packaging Type | Standard Sizes |
| Amber glass bottle, sealed cap | 25 g, 100 g, 500 g |
| HDPE bottle, sealed cap | 1 kg |
| Trial pack | 1 g, 5 g |
| Larger quantity | Available on request |
Storage Recommendations
- Store at room temperature in a cool, dry and well ventilated place.
- Keep the container tightly closed whenever the product is not in use.
- Protect from moisture and high humidity, since the anhydride ring reacts with water.
- Protect from direct sunlight and keep away from heat.
Minimum order quantity is 1 g. Normal lead time is within 7 working days after order confirmation. Goods are shipped by courier or by air in sealed, moisture protected packaging with cushioning material to prevent leakage in transit. Every shipment includes the certificate of analysis and the packing list.
Company Profile
Dideu Group is a professional supplier of fine chemicals and specialty chemicals, serving customers in global markets with a full range of products from lab scale reagents to industrial quantities. Our portfolio covers organic intermediates, functional monomers, polymer modifying agents and research chemicals used across polymers, coatings, food technology, pharmaceutical research and materials science. We work with qualified production partners and apply strict incoming and outgoing quality control, with a certificate of analysis issued for every lot we ship. Our sales and technical team supports customers through product selection, documentation preparation and logistics coordination from inquiry to delivery. Trial packs and larger commercial quantities are handled through the same quality process, so scale up does not require requalification of the material. Send us your target specification and quantity and we will respond with a quotation.
FAQ
What is the minimum order quantity?
Our minimum order quantity is 1 g. Unit packs are available from 1 g up to 1 kg, and larger quantities can be arranged on request, so both laboratory screening and pilot scale work can be served from the same material.
What is the lead time?
Orders are normally dispatched within 7 working days after order confirmation and receipt of payment.
What packaging options do you offer?
Small quantities are packed in 1 g and 5 g trial packs. Standard packs are 25 g, 100 g and 500 g in amber glass bottles with sealed caps, and 1 kg in HDPE bottles. All packs are sealed against moisture and cushioned for transport.
What payment terms do you accept?
We accept T/T and L/C. The specific terms can be confirmed with our sales team according to order value and destination.
Do you provide a COA and technical documents?
Yes. A certificate of analysis is issued for every shipment and states the assay by GC and the appearance of the lot. Additional technical documents can be provided on request to support your incoming inspection and registration work.
How do you ship the goods?
Goods are shipped by courier or by air. Containers are sealed and packed with moisture protection and cushioning material to keep the product stable and to prevent leakage during transport.