CAS No.624-49-7,Dimethyl fumarate Suppliers

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Basic Information

Molecular Structure:
CAS No.:	624-49-7
Name:	Dimethyl fumarate
Article Data:	218

Formula:	C₆H₈O₄
Molecular Weight:	144.127
Synonyms:	2-Butenedioic acid (E)-, dimethyl ester;Fumaric acid, dimethyl ester (6CI,8CI);(2E)-2-Butenedioic acid dimethyl ester;(E)-But-2-enedioic acid dimethyl ester;AZL-O 211089;Dimethyl (E)-2-butenedioate;Dimethyl(E)-butenedioate;2-Butenedioic acid(2E)-, 1,4-dimethyl ester;Dimethyl trans-ethylenedicarboxylate;NSC 167432;trans-1,2-Ethylenedicarboxylic aciddimethyl ester;trans-Butenedioic acid dimethyl ester;
EINECS:	210-849-0
Density:	1.124 g/cm³
Melting Point:	102-106 °C(lit.)
Boiling Point:	193 °C at 760 mmHg
Flash Point:	91.1 °C
Solubility:	Soluble in water (1.6 mg/ml at 20°C), methanol (30-36 mg/ml), ethanol (10 mg/ml at 25°C), DMSO (29 mg/ml at 25°C), and DMF (~12 mg/ml).
Appearance:	fine white crystalline powder
Hazard Symbols:	Xn
Risk Codes:	21-38-41-43-36/37/38
Safety:	26-36/37/39
PSA:	52.60000
LogP:	-0.11140

Synthetic route

: 624-48-6
dimethyl cis-but-2-ene-1,4-dioate

: 624-49-7
dimethylfumarate

Conditions

Conditions	Yield
With 1-hexylimidazolium DL-lactate at 70℃; for 24h; Kinetics; Product distribution; Further Variations:; Reagents; Temperatures;	100%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane Heating;	100%
With bromine In dichloromethane at 50℃; for 5h; Irradiation;	98%

: 117753-93-2
(P(CH2CH2P(C6H5)2)3)Co(H2)(1+)*PF6(1-) = (P(CH2CH2P(C6H5)2)3)CoH2PF6

: 624-48-6
dimethyl cis-but-2-ene-1,4-dioate

: 624-49-7
dimethylfumarate

Conditions

Conditions	Yield
In tetrahydrofuran	100%

: 67-56-1
methanol

: 110-17-8
(2E)-but-2-enedioic acid

: 624-49-7
dimethylfumarate

Conditions

Conditions	Yield
With sulfuric acid for 8h; Reflux;	99%
With acetyl chloride at 45 - 60℃; for 5.5h; Temperature; Reagent/catalyst;	99.85%
With sulfuric acid at 105℃; for 0.266667h; Temperature;	99%

: 67-56-1
methanol

: 2756-87-8
methyl hydrogen fumarate

: 624-49-7
dimethylfumarate

Conditions

Conditions	Yield
With sulfuric acid at 55℃; for 2h;	98.6%
With thionyl chloride at 10 - 65℃;	80 g

: 1634-04-4
tert-butyl methyl ether

: 110-17-8
(2E)-but-2-enedioic acid

: 624-49-7
dimethylfumarate

Conditions

Conditions	Yield
With sulfuric acid Reflux; regioselective reaction;	96%
With perchloric acid for 18h; Reflux;	9.3 g

: 112193-23-4
(4R,5R)-2-methoxy-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester

: 624-49-7
dimethylfumarate

Conditions

Conditions	Yield
In acetic anhydride for 4h; Heating;	95%

: dimethyl 2-(p-toluenesulfonamido)-3-(triphenylphosphoranylidene)butanedioate

A: 624-48-6
dimethyl cis-but-2-ene-1,4-dioate

B: 1058-14-6
N-p-tolylsulfonylphosphine imide

C: 624-49-7
dimethylfumarate

Conditions

Conditions	Yield
In toluene for 14h; Heating;	A n/a B 93% C n/a

...Expand

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 110-17-8
(2E)-but-2-enedioic acid

: 624-49-7
dimethylfumarate

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; Reflux;	93%

: (4R,5R)-2,2-Dioxo-2λ6-[1,3,2]dioxathiolane-4,5-dicarboxylic acid dimethyl ester

: 624-49-7
dimethylfumarate

Conditions

Conditions	Yield
With lithium iodide In acetone for 0.166667h; Ambient temperature;	90%
With magnesium iodide In acetonitrile for 0.0833333h; Ambient temperature;	90%
With iodine; triphenylphosphine In dichloromethane for 2h; Ambient temperature; various conditions;	85%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 74-86-2
acetylene

A: 692-91-1, 692-92-2, 1119-43-3, 1733-37-5
cis,cis-dimethyl muconate

B: 624-48-6
dimethyl cis-but-2-ene-1,4-dioate

C: 624-49-7
dimethylfumarate

Conditions

Conditions	Yield
PdI2-KI at 60℃; under 19000 Torr; for 15h;	A 7% B 89% C 3%

...Expand

Raw Materials

608-37-7

110-16-7

333-27-7

41078-19-7

110-17-8

59790-39-5

764-42-1

141-05-9

Downstream Products

496-77-5

100-52-7

627-64-5

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Chemistry

Molecule structure of Dimethyl fumarate (CAS NO.624-49-7):

IUPAC Name: Dimethyl (E)-but-2-enedioate
Molecular Weight: 144.12532 g/mol
Molecular Formula: C₆H₈O₄
Density: 1.124 g/cm³
Melting Point: 102-106 °C(lit.)
Boiling Point: 193 °C at 760 mmHg
Flash Point: 91.1 °C
Index of Refraction: 1.435
Molar Refractivity: 33.45 cm³
Molar Volume: 128.1 cm³
Surface Tension: 33.1 dyne/cm
Enthalpy of Vaporization: 42.92 kJ/mol
Vapour Pressure: 0.475 mmHg at 25 °C
Storage Temp. store at RT.
Stability: stable. incompatible with acids, bases, oxidizing agents, reducing agents.
XLogP3: 0.7
H-Bond Acceptor: 4
Rotatable Bond Count: 4
Exact Mass: 144.042259
MonoIsotopic Mass: 144.042259
Topological Polar Surface Area: 52.6
Heavy Atom Count: 10
Canonical SMILES: COC(=O)C=CC(=O)OC
Isomeric SMILES: COC(=O)/C=C/C(=O)OC
InChI: InChI=1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3+
InChIKey: LDCRTTXIJACKKU-ONEGZZNKSA-N
EINECS: 210-849-0
Product Categories: Acids & Esters; C6 to C7; Carbonyl Compounds; Esters

Uses

Dimethyl fumarate (CAS NO.624-49-7) is widely used in food, feed, tobacco, leather or other anticorrosion ,mouldproof and preservation. Dimethyl fumarate is used to treat psoriasis. It is a lipophilic, highly mobile molecule in human tissue. Another use for dimethyl fumarate is mold inhibition, mostly for leather products.

Toxicity Data With Reference

1.	skn-rbt 20 mg/24H MOD	85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,373.
2.	eye-rbt 250 µg/24H SEV	85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,373.
3.	orl-rat LD50:2240 mg/kg	AIHAAP American Industrial Hygiene Association Journal. 30 (1969),470.
4.	skn-rbt LD50:1250 mg/kg	AIHAAP American Industrial Hygiene Association Journal. 30 (1969),470.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 21-38-41-43-36/37/38
R21:Harmful in contact with skin.
R38:Irritating to skin.
R41:Risk of serious damage to the eyes.
R43:May cause sensitization by skin contact.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 1
RTECS: EM6125000
HS Code: 29171990
Moderately toxic by ingestion and skin contact. A skin and severe eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Specification

Dimethyl fumarate (CAS NO.624-49-7) is also named as 2-Butenedioic acid, dimethyl ester, (E)- ; 4-02-00-02205 (Beilstein Handbook Reference) ; AI3-07872 ; Allomaleic acid dimethyl ester ; BG 00012 ; BG 12 compound ; BG-00012 ; BG00012 ; BRN 0774590 ; Boletic acid dimethyl ester ; Dimethyl trans-ethylenedicarboxylate ; Dimethylester kyseliny fumarove ; Dimethylester kyseliny fumarove [Czech] ; Dimethylfumarate ; Ethylene, 1,2-bis(methoxycarbonyl)-, trans- ; FAG 201 ; FAG201 ; Fumaderm ; Fumaric acid, dimethyl ester ; Methyl fumarate ; NSC 167432 ; NSC 25942 ; TL 353 ; UNII-FO2303MNI2 ; trans-1,2-Ethylenedicarboxylic acid dimethyl ester ; trans-Butenedioic acid dimethyl ester . Dimethyl fumarate (CAS NO.624-49-7) is fine white crystalline powder.