dimethyl maleate

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Names

[ CAS No. ]:
624-48-6

[ Name ]:
dimethyl maleate

[Synonym ]:
EINECS 210-848-5
MFCD00008459
2-Butenedioic acid(2Z)-, 1,4-dimethyl ester
Dimethyl Maleate

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
193.0±0.0 °C at 760 mmHg

[ Melting Point ]:
-17ºC

[ Molecular Formula ]:
C6H8O4

[ Molecular Weight ]:
144.125

[ Flash Point ]:
91.1±0.0 °C

[ Exact Mass ]:
144.042252

[ PSA ]:
52.60000

[ LogP ]:
0.62

[ Vapour Pressure ]:
0.5±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.435

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

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
EM6300000
CHEMICAL NAME :
2-Butenedioic acid, dimethyl ester, (Z)-
CAS REGISTRY NUMBER :
624-48-6
BEILSTEIN REFERENCE NO. :
0471705
LAST UPDATED :
199710
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C6-H8-O4
MOLECULAR WEIGHT :
144.14
WISWESSER LINE NOTATION :
1OV1U1VO1 -C

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
AJOPAA American Journal of Ophthalmology. (Ophthalmic Pub. Co., 435 N. Michigan Ave., Suite 1415, Chicago, IL 60611) Series 3: V.1- 1918- Volume(issue)/page/year: 29,1363,1946
TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
85JCAE "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986 Volume(issue)/page/year: -,374,1986 ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1410 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
TYPE OF TEST :
LC - Lethal concentration
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>1500 mg/m3/10M
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NDRC** National Defense Research Committee, Office of Scientific Research and Development, Progress Report. Volume(issue)/page/year: NDCrc-132,Aug,1942
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
530 uL/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 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
40 mg/kg/28D-I
TOXIC EFFECTS :
Behavioral - food intake (animal) Skin and Appendages - dermatitis, other (after systemic exposure) Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 29,575,1991 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81813 No. of Facilities: 28 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 308 (estimated)

Safety Information

[ Symbol ]:

GHS07, GHS08

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H317-H319-H335-H373

[ Precautionary Statements ]:
P280-P301 + P312 + P330-P304 + P340 + P312-P305 + P351 + P338-P333 + P313-P337 + P313

[ Target Organs ]:
Skin

[ 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 ]:
R21/22

[ Safety Phrases ]:
S23-S36/37

[ RIDADR ]:
UN 2810

[ WGK Germany ]:
1

[ RTECS ]:
EM6300000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
29171990

Synthetic Route

Precursor & DownStream

Precursor

  • Dimethyl but-2-ynedioate
  • Maleic anhydride
  • Methyl tert-butyl ether
  • Methanol
  • Maleic acid
  • diethylmaleate
  • 4-Chlorophenol
  • 4-(pyrrolidin-1-yl)pent-3-en-2-one
  • METHYL DIAZOACETATE
  • carbon monoxide

DownStream

  • 2-(Triphenylphosphoranylidene)butanedioic acid dimethyl ester
  • Methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate
  • 1,2-Cyclohexanedicarboxylicacid, 1,2-dimethyl ester, (1R,2R)-rel-
  • Trimethyl 1,1,2-ethanetricarboxylate
  • Tetramethyl 1,2,3,4-butanetetracarboxylate
  • 1,1,2,2-Ethanetetracarboxylic acid, tetramethyl ester
  • Pentamethyl-1,1,2,3,4-butan-pentacarboxylat
  • hexamethyl butane-1,1,2,3,4,4-hexacarboxylate
  • Dimethyl malate
  • 3-(4-CHLOROPHENYL)-2,5-FURANDIONE

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...

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Chairs and sofas imported from China to Europe were shown to contain dimethyl fumarate (DMF), a sensitizing, volatile chemical. Many of the sensitized patients also had positive patch test reactions t...

Use of p-nitrophenyl disulfide to measure reductive capacity of intact cells.

Meth. Enzymol. 251 , 279-86, (1995)


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  • DIMETHYL MALEATE
  • dimethyl maleate
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  • 2-[(2-chloro-5,6-dihydrobenzo[b][1]benzothiepin-5-yl)oxy]ethyl-dimethylazanium,(Z)-4-hydroxy-4-oxobut-2-enoate
  • 2-(11H-dibenzo[1,2-a:1',2'-e][7]annulen-11-yloxy)ethyl-dimethylazanium,(Z)-4-hydroxy-4-oxobut-2-enoate