Citraconic anhydride
- CAS No.
- 616-02-4
- Chemical Name:
- Citraconic anhydride
- Synonyms
- CTA;2,5-Furandione, 3-Methyl-;3-Methylmaleic anhydride;3-methyl-furan-2,5-dione;alpha-methylmaleicanhydride;CITRACONIC ANHYDRIDE;methyl-maleicanhydrid;3-methyl-5-furandione;Indobufen Impurity 53;METHYLMALEIC ANHYDRIDE
- CBNumber:
- CB9761753
- Molecular Formula:
- C5H4O3
- Molecular Weight:
- 112.08
- MDL Number:
- MFCD00005522
- MOL File:
- 616-02-4.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Citraconic anhydride 98% | 125318 | 25g | $48.8 |
| Citraconic anhydride for synthesis | 8.41321 | 100ml | $101 |
| Citraconic anhydride 98% | 125318 | 100g | $123 |
| Citraconic Anhydride >98.0%(GC) | M0365 | 25g | $24 |
| Citraconic Anhydride >98.0%(GC) | M0365 | 100g | $60 |
| More product size | |||
| Melting point | 6-10 °C (lit.) |
|---|---|
| Boiling point | 213-214 °C (lit.) |
| Density | 1.247 g/mL at 25 °C (lit.) |
| vapor density | 4 (vs air) |
| vapor pressure | 1.3 hPa ( 47 °C) |
| refractive index |
n |
| Flash point | 215 °F |
| storage temp. | Inert atmosphere,2-8°C |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | Liquid |
| color | Clear colorless to very slightly yellow |
| Water Solubility | decomposes |
| Sensitive | Moisture Sensitive |
| BRN | 1835 |
| Dielectric constant | 40.3（20℃） |
| InChI | 1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h2H,1H3 |
| InChIKey | AYKYXWQEBUNJCN-UHFFFAOYSA-N |
| SMILES | CC1=CC(=O)OC1=O |
| LogP | -0.232 (est) |
| CAS DataBase Reference | 616-02-4(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 105NP7PMXX |
| NCI Dictionary of Cancer Terms | CTA |
| NIST Chemistry Reference | 2,5-Furandione, 3-methyl-(616-02-4) |
| EPA Substance Registry System | 2,5-Furandione, 3-methyl- (616-02-4) |
| UNSPSC Code | 12352115 |
| NACRES | NA.23 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H314-H317-H334 | |||||||||
| Precautionary statements | P261-P272-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338 | |||||||||
| PPE | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter | |||||||||
| Hazard Codes | T | |||||||||
| Risk Statements | 23/24/25-36/37/38-42/43-34-24 | |||||||||
| Safety Statements | 26-36/37/39-45-28A-23-36/37 | |||||||||
| RIDADR | UN 2810 6.1/PG 3 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | GE6825000 | |||||||||
| F | 10-21 | |||||||||
| TSCA | TSCA listed | |||||||||
| HazardClass | 6.1 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29171990 | |||||||||
| Storage Class | 8A - Combustible corrosive hazardous materials | |||||||||
| Hazard Classifications | Eye Dam. 1 Resp. Sens. 1 Skin Corr. 1B Skin Sens. 1 |
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| Hazardous Substances Data | 616-02-4(Hazardous Substances Data) | |||||||||
| REACH Registrations | Active | |||||||||
| Limited Quantities | 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid) | |||||||||
| Excepted Quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) | |||||||||
| NFPA 704 |
|
Citraconic anhydride price More Price(48)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 125318 | Citraconic anhydride 98% | 616-02-4 | 25g | $48.8 | 2026-04-30 | Buy |
| Sigma-Aldrich | 8.41321 | Citraconic anhydride for synthesis | 616-02-4 | 100ml | $101 | 2026-04-30 | Buy |
| Sigma-Aldrich | 125318 | Citraconic anhydride 98% | 616-02-4 | 100g | $123 | 2026-04-30 | Buy |
| TCI Chemical | M0365 | Citraconic Anhydride >98.0%(GC) | 616-02-4 | 25g | $24 | 2026-04-30 | Buy |
| TCI Chemical | M0365 | Citraconic Anhydride >98.0%(GC) | 616-02-4 | 100g | $60 | 2026-04-30 | Buy |
Citraconic anhydride Chemical Properties,Uses,Production
Chemical Properties
clear colorless to very slightly yellow liquid
Uses
Reagent for alkalies, alcohols, and amines.
Uses
Citraconic anhydride is used as a monomer for specialty unsaturated polyester resins. It is used to prepare bicyclic pyrrolidines, maleimides and co- and terpolymers. It is also used for the protection of N-terminal amino acids. Further, it is involved in the preparation of clothing ping acid and its amide. In addition to this, it is selectively used for the isolation of histidyl peptides.
Uses
Versatile reagent used for the synthesis of maleimides, bicyclic pyrrolidines, and co- and terpolymers, as well as for the protection of N-terminal amino acids.
Application
Citraconic anhydride(methylmaleic anhydride) is a versatile compound. It may be used in the synthesis of antireversion agents used in the rubber industry or in the copolymerisation, e.g. with styrene. On a smaller scale, it is studied as a building block for the synthesis of strigol-type germination stimulants or of chemotherapy drugs[2].
General Description
Citraconic anhydride is a reversible blocking agent for the lysine side chain. A major advantage of the citraconic anhydride reaction is that the blocking group can be readily removed without causing protein denaturation[1].
Flammability and Explosibility
Non flammable
Reactions
Citraconic anhydride is highly reactive due to the presence of anhydride groups and can undergo hydrolysis, esterification, amidation, and addition reactions.
Chemical Reactivity
Citraconic anhydride (CA) is defined as a derivative of maleic anhydride that reacts with amines to form amide linkages at alkaline pH and can be hydrolyzed at acidic pH to release citraconic acid and free the amine, making it useful for temporarily blocking amine groups during molecular modifications.
Synthesis
Citraconic anhydride was prepared by using alkaline earth metal oxides or alkaline earth metal sulfates as catalysts, and reacting for 1.0-10.0h at a mass ratio of itaconic acid and catalyst of 50:1 to 500:1, a mass ratio of itaconic acid and solvent of 1:1 to 1:10, and a reaction temperature of 130-210C, and recovering and reusing solvents;
Said alkaline earth metal oxide or alkaline earth metal sulfate catalyst is one of magnesium oxide, calcium oxide, barium oxide, strontium oxide, magnesium sulfate, calcium sulfate, barium sulfate, and strontium sulfate; and said solvent is one of xylene, o-dichlorobenzene, and tetrahydronaphthalene.Purification Methods
Possible contamination is from the acid formed by hydrolysis. If the IR has OH bands, then reflux with Ac2O for 30minutes, evaporate, then distil the residue in a vacuum, otherwise distil in a vacuum. Store in a dry atmosphere. [Vaughan & Andersen J Am Chem Soc 77 6702 1955, Vaughan & Andersen J Org Chem 21 680 1956, Beilstein 17 H 440, 17 I 234, 17 II 448, 17 III/IV 5912, 17/11 V 65.]
References
[1] Simpson, R. J. (2006). Modification of lysyl side chains using citraconic anhydride. CSH Protocols, 2006 5. https://doi.org/10.1101/pdb.prot4552
[2] R Philipps, M. A. L., St Walter. (2002). Selective oxidation of isoprene to citraconic anhydride. Chemical Engineering Journal, 90 1, Pages 107-116. https://doi.org/10.1016/S1385-8947(02)00072-4
Citraconic anhydride Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
1of2
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| GuiZhou DoSincerely biological technology Co.,Ltd. | +8613511983931 | 271622643@qq.com | China | 9 | 58 |
| Hangzhou IKSChem Technology Co., Limited | +8613625816949 | zheng@ikschem.com | China | 979 | 58 |
| Shandong Vital Biotechnology Co., Ltd. | +8617860230571 | biotechcaroline@gmail.com | China | 87 | 58 |
| Hebei Chuanghai Biotechnology Co., Ltd | +8615350571055 | Sibel@chuanghaibio.com | China | 8738 | 58 |
| Hebei Chuanghai Biotechnology Co., Ltd | +8615531151365 | mina@chuanghaibio.com | China | 18126 | 58 |
| Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29640 | 60 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21588 | 55 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29815 | 58 |
| Xiamen AmoyChem Co., Ltd | +86-86-5926051114 +8615060885618 | sales@amoychem.com | China | 6366 | 58 |
| Shandong chuangyingchemical Co., Ltd. | 18853181302 | sale@chuangyingchem.com | CHINA | 5906 | 58 |
Related Qustion
Ask a questionView Lastest Price from Citraconic anhydride manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-05-25 | Citraconic anhydride
616-02-4
|
US $0.00 / KG | 25KG | 98%min | 30tons/month | WUHAN FORTUNA CHEMICAL CO., LTD | |
 |
2026-04-27 | Citraconic anhydride
616-02-4
|
US $0.00-0.00 / kg | 1kg | 98% | 100tons | Shandong Vital Biotechnology Co., Ltd. | |
 |
2026-03-20 | Citraconic anhydride
616-02-4
|
US $1.00 / kg | 1kg | 99% | 10 mt | Hebei Chuanghai Biotechnology Co., Ltd |
-
- Citraconic anhydride
616-02-4
- US $0.00 / KG
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- Citraconic anhydride
616-02-4
- US $0.00-0.00 / kg
- 98%
- Shandong Vital Biotechnology Co., Ltd.
-
- Citraconic anhydride
616-02-4
- US $1.00 / kg
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
