Itaconic acid
Also known as 2-Methylenesuccinic acid, 2-methylidenebutanedioic acid, Methylenesuccinic acid
Key facts
What buyers check first
- Appearance
- Rhombic crystals from benzene
- Melting point
- 162 to 164
- Boiling point
- 268 °C
- Density
- 1.632
- Solubility
- 1 G DISSOLVES IN 12 ML WATER, 5 ML ALC, VERY SLIGHTLY SOL IN BENZENE, CHLOROFORM, CARBON…
- HS code
- 291719
- Category
- Emollients

What is Itaconic acid?
Plain description, key identifiers and synonyms
Itaconic acid is a dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group. It has a role as a fungal metabolite and a human metabolite. It is a dicarboxylic fatty acid, a dicarboxylic acid and an olefinic compound. It is functionally related to a succinic acid. It is a conjugate acid of an itaconate(2-).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 2-methylidenebutanedioic acid
- CAS number
- 97-65-4 CAS number cross-checkedOther or deprecated CAS: 25119-64-6
- EC number
- 202-599-6
- Molecular formula
- C5H6O4
- UNII
- Q4516562YH
- MDL number
- MFCD00004260
- INCI name
- ITACONIC ACID
- InChIKey
- LVHBHZANLOWSRM-UHFFFAOYSA-N
- InChI
- InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)
- SMILES (canonical and isomeric)
- C=C(CC(=O)O)C(=O)O
Synonyms
- 2-Methylenesuccinic acid
- 2-methylidenebutanedioic acid
- Methylenesuccinic acid
- Methylenebutanedioic acid
- Propylenedicarboxylic acid
- itaconate
- Butanedioic acid, methylene-
- 2-Propene-1,2-dicarboxylic acid
- Succinic acid, methylene-
- 2-methylenebutanedioic acid
- methylidenebutanedioate
- hydron, 2-methylidenebutanedioate
- Itaconicacid
- butanedioic acid, 2-methylene-
- 3-Carboxy-3-butenoic acid
- 2-methylenebutanedioate
- Methylenesuccinate
- ITN
- Methylenebutanedioate
- 2-Methylenesuccinate
- Propylenedicarboxylate
- Itaconic acid (Standard)
- Itaconic acid, >=99%
- 2-Methylene-Succinic Acid
- Probes1_000076
Show all 34 synonymsShow fewer synonyms
- Probes2_000247
- 2-Methylenesuccinic acid #
- 2-methylene-butanedioic acid
- 2-Propene-1,2-dicarboxylate
- Itaconic acid, analytical standard
- Succinic acid, methylene- (8CI)
- 2-Hydroxy-3-Naphthoyl-2-Naphthylamine
- Itaconic acid Solution in Water, 1000ug/mL
- 2-Methylene,1,4-butanedioic acid (itaconic acid)
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Rhombic crystals from benzeneexp.Measured value |
|---|---|
| Odour | CHARACTERISTIC ODORexp.Measured value |
| Melting point | 162 to 164exp.Measured value |
| Boiling point | 268 °Cexp.Measured value |
| Density | 1.632exp.Measured value |
| Solubility | 1 G DISSOLVES IN 12 ML WATER, 5 ML ALC, VERY SLIGHTLY SOL IN BENZENE, CHLOROFORM, CARBON DISULFIDE, PETROLEUM ETHERexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 130.10 g/molcalc.Computed value |
|---|---|
| Exact mass | 130.0266 Dacalc.Computed value |
| LogP (octanol/water) | 0.1calc.Computed value |
| Topological polar surface area | 74.6 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 3calc.Computed value |
| Heavy atoms | 9calc.Computed value |
| Rings | 0calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.2calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H315Causes skin irritation.
- H318Causes serious eye damage.
- H319Causes serious eye irritation.
- H335May cause respiratory irritation.
Precautionary statements (18)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P271Use only outdoors or in a well-ventilated area.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P305 + P354 + P338If in eyes: Immediately rinse with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P317Get medical help.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P332 + P317If skin irritation occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidItaconic acid suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Germany, HamburgUnclaimed profileItaconic acidGrade, purity and minimum order on requestPrice on request
- Price on request
- NetherlandsUnclaimed profileItaconic acidGrade, purity and minimum order on requestPrice on request
- Price on request
- SwitzerlandUnclaimed profileItaconic acidGrade, purity and minimum order on requestPrice on request
- Price on request
- China ManufacturerUnclaimed profileMethylenesuccinic AcidGrade, purity and minimum order on requestPrice on request
- ManufacturerUnclaimed profileItaconic acidGrade, purity and minimum order on requestPrice on request
- Price on request
- China, JiangyinUnclaimed profileItaconic acidGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
108 suppliers in 19 countries
- China34
- United States29
- India11
- Germany6
- United Kingdom4
- Canada2
- and 13 more countries
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Itaconic acid price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Copolymerizations, resins, plasticizers, lube oil additives, intermediate.
Industrial uses: Surface modifier, Intermediate, Monomers.
Industries and functions
Cosmetic ingredient, INCI name ITACONIC ACID(antimicrobial, buffering, skin conditioning - emollient, skin conditioning)
Roles
- animal metabolite
- eukaryotic metabolite
- fungal metabolite
- human metabolite
- mammalian metabolite
- metabolite
Functional uses
- Biocide
- Softener and conditioner
- pH regulating agent
Cosmetic functions
- Antimicrobial
- Buffering
- Skin conditioning
- Skin conditioning - emollient
How it is made
Obtained by dry distillation of citric acid and subsequent treatment of the anhydride with water. Produced on a large scale by submerged aerobic fermentation using aspergillus terreus and low cost carbohydrates from beet or cane: kane et al, us patent 2,385,283 (1945 to pfizer).
Synthesis from propargyl chloride, carbon monoxide, nickel carbonyl & water: chiusoli, us patent 3,025,320 (1962 to montecatini).
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- EU cosmetic ingredient inventory
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Itaconic acid is traded under.
Acyclic polycarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and…
- China46.6%
- United States13.7%
- Germany10.1%
- United States16.2%
- Denmark11.8%
- Germany10.0%
The HS code shown for Itaconic acid is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Itaconic acid, based on the data on this page
What is Itaconic acid?
What is the CAS number of Itaconic acid?
What is the molecular formula and weight of Itaconic acid?
What is Itaconic acid used for?
Is Itaconic acid hazardous?
What is the HS code of Itaconic acid?
Where can I buy Itaconic acid?
Where can I buy Itaconic acid in India?
What is the price of Itaconic acid?
Guides for buyers
Practical guides that help when you source, ship or handle Itaconic acid
- Article, FormulationHow to choose a cosmetic emulsifierA structured way to choose an emulsifier for creams and lotions: emulsion type, HLB and its limits, emulsifier families, formula fit, stability testing and what to ask suppliers.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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