Dimethyl fumarate-2,3-d2

Base Information

• Chemical Name: Dimethyl fumarate-2,3-d2
• CAS No.: 23057-98-9
• Molecular Formula: C6H6 D2 O4
• Molecular Weight: 146.111
• European Community (EC) Number: 622-262-0
• Mol file: 23057-98-9.mol

Synonyms:Dimethyl fumarate-2,3-d2;23057-98-9;Dimethyl fumarate-d2;dimethyl (E)-2,3-dideuteriobut-2-enedioate;MFCD08704934;HY-17363S1;1,4-dimethyl (2E)-(?H?)but-2-enedioate;CS-0623892;dimethyl (E)-2, 3-dideuteriobut-2-enedioate;D99134;Dimethyl fumarate-2,3-d2, 98 atom % D, 97% (CP)

Chemical Property of Dimethyl fumarate-2,3-d2

Chemical Property:

• Melting Point: 102-106 °C(lit.)
• Boiling Point: 192-193 °C(lit.)
• PSA: 52.60000
• LogP: -0.11140
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 146.05481222
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

99%, ^*data from raw suppliers

Dimethyl Fumarate-d2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21-38-41-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=CC(=O)OC
• Isomeric SMILES: [2H]/C(=C(/[2H])\C(=O)OC)/C(=O)OC

Technology Process of Dimethyl fumarate-2,3-d2

There total 7 articles about Dimethyl fumarate-2,3-d2 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

dimethyl acetylenedicarboxylate (762-42-5) → dimethyl fumaric(2,3-2H2) acid ester (23057-98-9)

Guidance literature:

With water-d2; triphenylphosphine; In tetrahydrofuran; 1.) 25 deg C, 30 min, 2.) reflux, 12 h;

DOI:10.1021/jo00274a042

Reference yield: 69.0%

dimethyl cis-but-2-ene-1,4-dioate (624-48-6) → dimethyl fumaric(2,3-2H2) acid ester (23057-98-9)

Guidance literature:

With platinum on carbon; water-d2; hydroquinone; isopropyl alcohol; at 120 ℃; for 24h; Sealed tube;

DOI:10.1002/adsc.201800170

Reference yield: 48.0%

Dimethyl <2,3-2H2>maleate (41411-75-0) → dimethyl fumaric(2,3-2H2) acid ester (23057-98-9)

Guidance literature:

With iodine; at 190 - 200 ℃; for 4h;

DOI:10.1039/P19960001577

upstream raw materials:

dimethyl acetylenedicarboxylate

Dimethyl <2,3-2H2>maleate

methanol

2,3-[²H₂]-fumaric acid

Downstream raw materials:

2,3-[²H₂]-fumaric acid

C₂₀H₁₇⁽²⁾H₂NO₇S

Refernces

• 1、 Huisgen, Rolf,Temme, Robert. "Isoquinolinium N-arylimides and electron-deficient ethylene derivatives". . p. 387 - 401. Retrieved 1998.
• 2、 Park, Kwihwan,Matsuda, Takumi,Yamada, Tsuyoshi,Monguchi, Yasunari,Sawama, Yuka,Doi, Naoki,Sasai, Yasushi,Kondo, Shin-Ichi,Sawama, Yoshinari,Sajiki, Hironao. "Direct Deuteration of Acrylic and Methacrylic Acid Derivatives Catalyzed by Platinum on Carbon in Deuterium Oxide". supporting information. p. 2303 - 2307. Retrieved 2018/05/07.
• 3、 Barclay, Fiona,Chrystal, Ewan,Gani, David. "Synthesis of (2S)-O-phosphohomoserine and its C-2 deuteriated and C-3 chirally deuteriated isotopomers: Probes for the pyridoxal phosphate-dependent threonine synthase reaction". . p. 683 - 689. Retrieved 2007/10/03.