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Succinic anhydride
[CAS 108-30-5]

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Identification
ClassificationOrganic raw materials >> Carboxylic compounds and derivatives >> Halogenation, sulfonation, nitration or nitration of carboxylic anhydrides
NameSuccinic anhydride
Synonyms2,5-Dioxotetrahydrofuran; Dihydro-2,5-diketotetrahydrofuran; Dihydro-2,5-furandione; Butanedioic anhydride; Succinic acid anhydride; Succinyloxide; Tetrahydro-2,5-dioxofuran; SAA
Molecular StructureSuccinic anhydride molecular structure (CAS 108-30-5)
Molecular FormulaC4H4O3
Molecular Weight100.07
CAS Registry Number108-30-5
EC Number203-570-0
SMILESC1CC(=O)OC1=O
Properties
Density1.4±0.1 g/cm3 Calc.*, 1.572 g/mL (Expl.)
Melting point118 - 120 °C (Expl.)
Boiling point261.0 °C 760 mmHg (Calc.)*, 261 °C (Expl.)
Flash point122.1±15.9 °C (Calc.)*, 157 °C (Expl.)
Solubilitywater: <0.1 g/100 mL 21 °C (decomposes), chloroform: soluble (Expl.)
Index of refraction1.47 (Calc.)*
*Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbolssymbol symbol symbol   GHS05;GHS07;GHS08 Danger  Details
Risk StatementsH302-H314-H317-H318-H334  Details
Safety StatementsP233-P260-P261-P264-P264+P265-P270-P271-P272-P280-P284-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P321-P330-P333+P317-P342+P316-P362+P364-P363-P403-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.4H302
Specific target organ toxicity - single exposureSTOT SE3H335
Eye irritationEye Irrit.2H319
Skin sensitizationSkin Sens.1H317
Respiratory sensitizationResp. Sens.1H334
Serious eye damageEye Dam.1H318
Skin corrosionSkin Corr.1H314
Skin corrosionSkin Corr.1AH314
Skin corrosionSkin Corr.1BH314
Specific target organ toxicity - single exposureSTOT SE3H336
SDSAvailable
up chemBlink Chemical Story
Succinic anhydride is the cyclic anhydride of succinic acid, a compact five-membered ring whose two carbonyl groups make it an efficient acylating and succinylating reagent. Water opens the ring to regenerate succinic acid, while alcohols and amines produce succinate esters and amides. This controlled ring opening makes succinic anhydride useful in organic synthesis, polymer modification, surface functionalization, and preparation of pharmaceutical and specialty-chemical intermediates. Its story is a classic example of activation by dehydration: converting a dicarboxylic acid into a cyclic anhydride stores reactivity in the ring, allowing nucleophiles to introduce a four-carbon succinyl spacer under comparatively straightforward conditions.

Exact chemical identity matters because free forms, salts, stereoisomers, hydrates, metabolites, intermediates, and finished products can carry different registry numbers even when their names are closely related. These distinctions affect molecular weight, physical properties, analytical standards, formulation, and interpretation of literature. A reliable chemical database therefore follows the exact substance instead of automatically transferring every property of a related form.

Functional groups are also a map of intended reactivity. Carbonyls, alcohols, amines, halides, alkenes, and heterocycles provide different opportunities for bond formation, while hydrocarbon frameworks influence shape and solubility. In multistep synthesis, the usefulness of an intermediate often comes from being able to transform one position selectively while leaving another group available for a later operation.

Modern chemical development depends as much on characterization as on synthesis. Identity, purity, stereochemistry, water or salt content, and process-related impurities may all need control. Well-characterized intermediates and reference materials therefore matter even when they never become a final commercial product: they make complex manufacturing and research reproducible.

A responsible Chemical Story distinguishes documented use from structural possibility. A familiar molecular scaffold can suggest a hypothesis, but resemblance alone does not establish a biological target, approved indication, or commercial application. When exact-CAS literature is limited, verified chemistry and clearly documented uses are more informative than speculation.

Seen broadly, practical performance emerges from the whole molecular system. Structure, stereochemistry, physical form, synthetic route, reaction environment, and, for biological molecules, metabolism can all determine what a substance actually does. Connecting these details to a documented historical, industrial, or biological role turns a registry entry into a meaningful chemical story.

Exact chemical identity matters because free forms, salts, stereoisomers, hydrates, metabolites, intermediates, and finished products can carry different registry numbers even when their names are closely related. These distinctions affect molecular weight, physical properties, analytical standards, formulation, and interpretation of literature. A reliable chemical database therefore follows the exact substance instead of automatically transferring every property of a related form.

Functional groups are also a map of intended reactivity. Carbonyls, alcohols, amines, halides, alkenes, and heterocycles provide different opportunities for bond formation, while hydrocarbon frameworks influence shape and solubility. In multistep synthesis, the usefulness of an intermediate often comes from being able to transform one position selectively while leaving another group available for a later operation.

Modern chemical development depends as much on characterization as on synthesis. Identity, purity, stereochemistry, water or salt content, and process-related impurities may all need control. Well-characterized intermediates and reference materials therefore matter even when they never become a final commercial product: they make complex manufacturing and research reproducible.

A responsible Chemical Story distinguishes documented use from structural possibility. A familiar molecular scaffold can suggest a hypothesis, but resemblance alone does not establish a biological target, approved indication, or commercial application. When exact-CAS literature is limited, verified chemistry and clearly documented uses are more informative than speculation.

References:
1. PubChem. Succinic anhydride, CID 7922.
2. Ullmann's Encyclopedia of Industrial Chemistry. Succinic Acid and Derivatives.

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