Diethyl fumarate

Names

[ CAS No. ]:
623-91-6

[ Name ]:
Diethyl fumarate

[Synonym ]:
2-Butenedioic acid(2E)-, 1,4-diethyl ester
2-Butenedioic acid, diethyl ester, (2E)-
Diethyl-(2E)-but-2-endioat
EINECS 210-819-7
Diethyl (2E)-but-2-enedioate
Diethyl (2E)-2-butenedioate
Fumaric acid, diethyl ester (8CI)
Diethyl fumarate
MFCD00064455
Diethyl maleate

Biological Activity

[Description]:

Diethyl fumarate is an endogenous metabolite.

[Related Catalog]:

Research Areas >> Metabolic Disease

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
214.0±0.0 °C at 760 mmHg

[ Melting Point ]:
41641ºC

[ Molecular Formula ]:
C₈H₁₂O₄

[ Molecular Weight ]:
172.178

[ Flash Point ]:
93.3±0.0 °C

[ Exact Mass ]:
172.073563

[ PSA ]:
52.60000

[ LogP ]:
1.68

[ Vapour Pressure ]:
0.2±0.4 mmHg at 25°C

[ Index of Refraction ]:
1.443

[ Stability ]:
Stable. Combustible. Incompatible with strong oxidizing agents, acids, bases, reducing agents.

[ Water Solubility ]:
immiscible

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EM5950000

CHEMICAL NAME :: 2-Butenedioic acid, diethyl ester, (E)-

CAS REGISTRY NUMBER :: 623-91-6

BEILSTEIN REFERENCE NO. :: 0775347

LAST UPDATED :: 199710

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C8-H12-O4

MOLECULAR WEIGHT :: 172.20

WISWESSER LINE NOTATION :: 2OV1U1VO2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1780 mg/kg

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

REFERENCE :: AIHAAP American Industrial Hygiene Association Journal. (AIHA, 475 Wolf Ledges Pkwy., Akron, OH 44311) V.19- 1958- Volume(issue)/page/year: 23,95,1962 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81805 No. of Facilities: 367 (estimated) No. of Industries: 3 No. of Occupations: 11 No. of Employees: 1350 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

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

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S23

[ RIDADR ]:
NA 1993 / PGIII

[ WGK Germany ]:
3

[ RTECS ]:
EM5950000

[ HS Code ]:
29171990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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

Fumarate analogs act as allosteric inhibitors of the human mitochondrial NAD(P)+-dependent malic enzyme.

PLoS ONE 9(6) , e98385, (2014)

Human mitochondrial NAD(P)+-dependent malic enzyme (m-NAD(P)-ME) is allosterically activated by the four-carbon trans dicarboxylic acid, fumarate. Previous studies have suggested that the dicarboxylic...

Kinetics of poly(propylene fumarate) synthesis by step polymerization of diethyl fumarate and propylene glycol using zinc chloride as a catalyst.

J. Biomater. Sci. Polym. Ed. 13(1) , 95-108, (2002)

Diethyl fumarate and propylene glycol were reacted in the presence of a zinc chloride catalyst to synthesize poly(propylene fumarate) (PPF) over a period of 12 hours. The kinetics of the transesterifi...

Facile preparation of the tosylhydrazone derivatives of a series of racemic trans-3,4-substituted cyclopentanones.

Molecules 17(1) , 1-14, (2011)

We report the synthesis and characterization of a variety of trans-3,4-substituted cyclopentanones and the corresponding tosylhydrazone derivatives starting with diethyl fumarate. Protection of the ke...