Citraconic anhydride

Names

[ CAS No. ]:
616-02-4

[ Name ]:
Citraconic anhydride

[Synonym ]:
EINECS 210-459-0
3-methylfuran-2,5-dione
MFCD00005522

Chemical & Physical Properties

[ Density]:
1.247 g/mL at 25 °C(lit.)

[ Boiling Point ]:
213-214 °C(lit.)

[ Melting Point ]:
6-10 °C(lit.)

[ Molecular Formula ]:
C₅H₄O₃

[ Molecular Weight ]:
112.08300

[ Flash Point ]:
215 °F

[ Exact Mass ]:
112.01600

[ PSA ]:
43.37000

[ LogP ]:
0.01610

[ Vapour density ]:
4 (vs air)

[ Index of Refraction ]:
n20/D 1.471(lit.)

[ Storage condition ]:
Store at RT.

[ Water Solubility ]:
decomposes

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GE6825000

CHEMICAL NAME :: Citraconic anhydride

CAS REGISTRY NUMBER :: 616-02-4

BEILSTEIN REFERENCE NO. :: 0001835

LAST UPDATED :: 199701

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C5-H4-O3

MOLECULAR WEIGHT :: 112.09

WISWESSER LINE NOTATION :: T5VOVJ D1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Open irritation test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: JIHTAB Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 26,269,1944 ** ACUTE TOXICITY DATA **

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2600 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JIHTAB Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 26,269,1944

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 218 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: SHELL* Shell Chemical Company. (P.O. Box 4320, Houston, TX 77210)

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 1 mL/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JIHTAB Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 26,269,1944

Safety Information

[ Symbol ]:

GHS05, GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H311-H314-H317-H334-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338-P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
T:Toxic;

[ Risk Phrases ]:
R24;R34;R42/43

[ Safety Phrases ]:
S26-S36/37/39-S45-S28A

[ RIDADR ]:
UN 2810 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
GE6825000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
29171990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

Itaconic acid
Citraconic acid
Pyruvic acid
trioxane
Succinic anhydride
Itaconic anhydride
Dimethyl succinate
4-Methoxy-4-oxobutanoic acid
Mesaconic acid
ISOPRENOL

DownStream

1H-Pyrrole-2,5-dione,3-methyl-
Citraconic acid
5-Hydroxy-4-methyl-2(5H)Furanone
4-Methyl-2(5H)-furanone
3-Methyl-2(5H)-furanone
3-methyloxolane-2,5-dione
Mesaconic acid
3,6-Dichloro-4-pyridazinecarboxylic acid
2-methylbut-2-enedioyl dichloride
1-benzyl-3-methyl-4-phenylpyrrole-2,5-dione

Customs

[ HS Code ]: 2917190090

[ Summary ]:
2917190090 acyclic polycarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

MALDI imaging mass spectrometry profiling of N-glycans in formalin-fixed paraffin embedded clinical tissue blocks and tissue microarrays.

PLoS ONE 9(9) , e106255, (2014)

A recently developed matrix-assisted laser desorption/ionization imaging mass spectrometry (MALDI-IMS) method to spatially profile the location and distribution of multiple N-linked glycan species in ...

Polymeric micelles with citraconic amide as pH-sensitive bond in backbone for anticancer drug delivery.

Int. J. Pharm. 471(1-2) , 28-36, (2014)

A novel pH-sensitive polymeric micelle was reported. Methoxy poly(ethylene glycol)-b-poly(ϵ-caprolactone) copolymer with citraconic amide as pH-sensitive bond was synthesized (mPEG-pH-PCL). The copoly...

Pre-cultivation of adipose tissue-derived microvascular fragments in porous scaffolds does not improve their in vivo vascularisation potential.

Eur. Cell. Mater. 29 , 190-200; discussion 200-1, (2015)

Adipose tissue-derived microvascular fragments represent promising vascularisation units for implanted tissue constructs. However, their reassembly into functional microvascular networks takes several...

citraconic anhydride
Citraconic acid
citraconic acid dimethyl ester
Methacrylic anhydride
Perfluorooctanoic anhydride
DIFRUCTOSE ANHYDRIDE III
4-(3-bromo-4-methylphenyl)-1H-pyrazole
O-[2-(2-bromo-4-fluorophenyl)-2-methylpropyl]hydroxylamine
5-Bromo-2-(4-methylpiperidin-1-yl)pyrimidine-4-carboxylic acid
[3-(5-Bromo-2-methoxyphenyl)-2,2-dimethylcyclopropyl]methanamine
[1-(3-Bromo-5-fluorophenyl)-2,2-dimethylcyclopropyl]methanamine
1-(3-bromo-5-fluorophenyl)-N-methylcyclopropan-1-amine
5-(3-bromo-5-fluorophenyl)-1H-imidazol-2-amine
2-[1-(3-Bromo-5-methylphenyl)cyclobutyl]ethan-1-amine
2-{[(Tert-butoxy)carbonyl]amino}-4-hydroxy-5-(propan-2-yloxy)pentanoic acid
2-[4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-hydroxybutanamido]-4-methoxy-4-methylpentanoic acid

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