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Dimethyl 2 5 furandicarboxylate

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Dimethyl 2,5-furandicarboxylate is a chemical compound with the molecular formula C₇H₆O₄. It is a colorless crystalline solid.

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Lab products found in correlation

Deuterated chloroform, by Merck Group (2 mentions) Diphenyl ether, by Merck Group (2 mentions) 1 6 hexanediol, by Merck Group (2 mentions) Potassium trifluoroacetate, by Merck Group (2 mentions) 1 12 dodecanediol, by Merck Group (2 mentions) 1 4 butanediol, by Merck Group (1 mentions) Hexanediol, by Merck Group (1 mentions) Diethyl sebacate, by Merck Group (1 mentions) Diethyl succinate, by Merck Group (1 mentions) Diethyl adipate, by Merck Group (1 mentions) Absolute methanol, by Biosolve (1 mentions) Chloroform, by Merck Group (1 mentions) 1 8 octanediol, by Merck Group (1 mentions) 1 10 decanediol, by Merck Group (1 mentions) Dimethyl sulfoxide d6, by Merck Group (1 mentions) Dmso d6, by Merck Group (1 mentions) Toluene, by Merck Group (1 mentions) Formic acid, by Merck Group (1 mentions) 1 8 octanediol, by Thermo Fisher Scientific (1 mentions) Chloroform, by Chempur (1 mentions)

4 protocols using dimethyl 2 5 furandicarboxylate

1

Enzymatic Synthesis of Diesters and Diols

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Novozym 435 (N435, Candida antarctica lipase B (CALB) immobilized on acrylic resin, ≥5000 U g−1), 1,4‐butanediol (1,4‐BDO, 99 %), 1,6‐hexanediol (1,6‐HDO, 99 %), 1,8‐octanediol (1,8‐ODO, 98 %), 1,10‐decanediol (1,10‐DDO, 98 %), 1,12‐dodecanediol (1,12‐DODO, 99 %), diethyl succinate (99 %), diethyl adipate (99 %), diethyl sebacate (≥98 %), deuterated chloroform (CDCl3, 99.8 atom% D), chloroform (CHCl3, Chromasolv HPLC, ≥99.8 %, amylene stabilized) and diphenyl ether (99 %) were purchased from Sigma–Aldrich. Dimethyl 2,5‐furandicarboxylate (DMFDCA, 97 %) was purchased from Fluorochem UK. Diethyl dodecanedioate (≥95 %) was purchased from TCI Europe. Diethyl suberate (99 %) was purchased from ABCR. 2,5‐Bis(hydroxymethyl)furan (BHMF, ≥98 %) was purchased from Apollo Scientific. Chloroform (CHCl3, ChromAR HPLC, ethanol stabilized) and n‐hexane (n‐Hx, 99 %) were obtained from Macron. Absolute methanol (MeOH, AR) was obtained from Biosolve Chemicals. N435 was predried as reported previously.5b diphenyl ether was distilled at 140 °C under reduced pressure and stored with activated 4 Å molecular sieves before use. All other chemicals were used as received.
Maniar D., Jiang Y., Woortman A.J., van Dijken J, & Loos K. (2019). Furan‐Based Copolyesters from Renewable Resources: Enzymatic Synthesis and Properties. Chemsuschem, 12(5), 990-999.
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2

Enzymatic Synthesis of Furan-Based Polyols

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Novozym 435 (N435, Candida
antartica lipase B (CALB)) immobilized on acrylic
resin (5000+ U g–1), 1,6-hexanediol (1,6-HDO,
99%), 1,8-octanediol (1,8-ODO, 98%), 1,10-decanediol (1,10-DDO, 98%),
1,12-dodecanediol (1,12-DODO, 99%), chloroform (CHCl3,
Chromasolv HPLC, ≥99.8%, amylene stabilized), deuterated chloroform
(CDCl3, 99.8 atom % D), potassium trifluoroacetate (KTFA,
98%), and 3,4-bis(hydroxymethyl)furan (3,4-BHMF, 98%) were purchased
from Sigma-Aldrich. Toluene (anhydrous, 99.8%) was purchased from
Alfa Aesar. Dimethyl 2,5-furandicarboxylate (2,5-DMFDCA, 97%) was
purchased from Fluorochem UK. Absolute methanol (MeOH, AR grade) was
obtained from Biosolve Chemicals. 1,1,1,3,3,3-Hexafluoro-2-propanol
(HFIP, ≥99%) was acquired from TCI Europe. Dithranol (≥98%)
was purchased from Fluka.
N435 was predried, as reported previously.33 (link) Dimethyl 2,4-furandicarboxylate (2,4-DMFDCA)
was synthesized using a previously described procedure.8 (link) The molecular sieves (4 Å) were preactivated
at 200 °C. All of the other chemicals were used as received.
Silvianti F., Maniar D., Agostinho B., de Leeuw T.C., Woortman A.J., van Dijken J., Thiyagarajan S., Sousa A.F, & Loos K. (2024). Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions. Biomacromolecules, 25(5), 2792-2802.
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3

Enzymatic Modification of Furandicarboxylate

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Novozym 435 [N435, Candida antartica lipase
B (CALB) immobilized on acrylic resin, 5000 + U/g], 4,9-dioxa-1,12-dodecanediamine
(DODA, 99%), DETA (reagent plus, 99%), 1,2-bis(3-aminopropylamino)
ethane (EDDA, technical grade, 94%), toluene (anhydrous, 99, 8%),
formic acid (puriss, 98+%), molecular sieves (4 Å), dimethyl
sulfoxide-d6 (DMSO-d6, 99, 5 atom %D), and potassium trifluoroacetate (KTFA, 98%)
were purchased from Sigma-Aldrich. Dimethyl 2,5-furandicarboxylate
(DMFDCA, 97%) was purchased from Fluorochem UK. 1,1,1,3,3,3-hexafluoro-2-propanol
(HFIP, 99%) was purchased from TCI Europe. Dithranol (98+%) was purchased
from Fluka. Tertrahydrofuran (THF, stabilized with BHT, pro analyze)
was purchased from Boom BV. 2,5-Dihydroxybenzoic acid (DHB, 98–100%)
was purchased from ThermoFisher scientific.
N435 was predried
as reported previously,40 (link) and the molecular
sieves were preactivated at 200 °C in vacuo. All of the other
chemicals were used without further purification.
Maniar D., Hohmann K.F., Jiang Y., Woortman A.J., van Dijken J, & Loos K. (2018). Enzymatic Polymerization of Dimethyl 2,5-Furandicarboxylate and Heteroatom Diamines. ACS Omega, 3(6), 7077-7085.
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4

Biocatalytic Synthesis of Polyesters

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The following chemicals were purchased from Sigma-Aldrich (Poznan, Poland): 1,6-hexanediol (HDO; ≥99%), 1,12-dodecanediol (DDDO; ≥99%), diphenyl ether (DE; ≥99%). 1,8-Octanediol (ODO; ≥98%), and 1,10-decanediol (DDO; ≥99%) were acquired from Acros Organics (Geel, Belgium). Dimethyl 2,5-furandicarboxylate (DMFDCA; ≥99%) was obtained from Fluorochem (Lodz, Poland). Dilinoleic diol (DLD; ≥96.5%) (trade name: Pripol™ 2033) was obtained from Cargill Bioindustrials (Gouda, The Netherlands). Chloroform (≥98.5%) was purchased from Chempur (Piekary Slaskie, Poland) and methanol (≥99.8%) was purchased from Stanlab (Lublin, Poland). Candida antarctica lipase B (CAL-B) covalently immobilized on polyacrylate beads (300–500 µm; ≥95%, Fermase CALB™ 10 000), with a nominal activity of 10 000 PLU per g (propyl laurate units per gram dry weight) was acquired from Fermenta Biotech Ltd, Mumbai and Enzyme Catalyzed Polymers LLC (Akron, OH, USA). Before use, CAL-B was pre-dried under vacuum for 24 h at 40 °C, and diphenyl ether was stored over 4 Å molecular sieves. The rest of the chemicals were used as received.
Sokołowska M., Nowak-Grzebyta J., Stachowska E., Miądlicki P., Zdanowicz M., Michalkiewicz B, & El Fray M. (2023). Enzymatically catalyzed furan-based copolyesters containing dilinoleic diol as a building block. RSC Advances, 13(32), 22234-22249.
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