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Citraconic anhydride

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Citraconic anhydride Basic information

Product Name:
Citraconic anhydride
Synonyms:
  • alpha-methylmaleicanhydride
  • Anhydrid kyseliny citrakonove
  • anhydridkyselinycitrakonove
  • Citraconic acid anhydride
  • citraconicacidanhydride
  • Maleic anhydride, methyl-
  • methyl-maleicacidanhydride
  • methyl-maleicanhydrid
CAS:
616-02-4
MF:
C5H4O3
MW:
112.08
EINECS:
210-459-0
Product Categories:
  • Anhydride Monomers
  • Monomers
  • Polymer Science
  • Carbonyl Compounds
  • Carboxylic Acid Anhydrides
  • Organic Building Blocks
  • Rubber & Plastic Auxiliary Agent
Mol File:
616-02-4.mol
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Citraconic anhydride Chemical Properties

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)
refractive index 
n20/D 1.471(lit.)
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℃)
LogP
-0.232 (est)
CAS DataBase Reference
616-02-4(CAS DataBase Reference)
NIST Chemistry Reference
2,5-Furandione, 3-methyl-(616-02-4)
EPA Substance Registry System
2,5-Furandione, 3-methyl- (616-02-4)
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Safety Information

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
10-21
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29171990
Hazardous Substances Data
616-02-4(Hazardous Substances Data)

MSDS

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Citraconic anhydride Usage And Synthesis

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.

Flammability and Explosibility

Non flammable

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.]

Citraconic anhydride Preparation Products And Raw materials

Preparation Products

Citraconic anhydrideSupplier

NORANA GROUP Gold
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Shanghai Aladdin Bio-Chem Technology Co.,LTD Gold
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HUBEI ZHENBO CHEM CO,LTD Gold
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J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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jkinfo@jkchemical.com