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Structure/Compound Data Chemical Name: cis,trans-2,5-dimethoxytetrahydrofuran Reaxys Registry Number: 104261
CAS Registry Number: 696-59-3 Type of Substance: heterocyclic Molecular Formula: C6H12O3
Linear Structure Formula: OC4H6(OCH3)2 Molecular Weight: 132.159 InChI Key: GFISDBXSWQMOND-UHFFFAOYSA-N
1
Synthesize | Hide Details Find similar Chemical Names and Synonyms cis,trans-2,5-dimethoxytetrahydrofuran, 2,5-Dimethoxytetrahydrofuran, 2,5- dimethoxytetrahydrofuran Identification Substance Label (53) Label
Reference
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N° of preparations All Preps | All Reactions
Available Data
3 prep out of 1876 reactions.
Identification Physical Data (7) Spectra (1)
N° of ref. 1054
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5
Brachet, Etienne; Belmont, Philippe
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2,5DMTHF
Rochais, Christophe; Sopkova-de Oliveira Santos, Jana; Dallemagne, Patrick; Rault, Sylvain
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DMTHF
Corvo, Marta C; Pereira, M.Manuela A
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Kamal El-Dean; Geies; El-Ossaily
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4; DMTHF
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6a
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S2
Hayashi, Yujiro; Umemiya, Shigenobu
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BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; KOTIAN, Pravin, L.; CHINTAREDDY, Venkat, R.
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H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; LI, Rongshi; SEBTI, Said M.; LIU, Yan
Patent: WO2013/158197 A1, 2013 ; Title/Abstract Full Text Show Details
A
GRUeNENTHAL GMBH; REICH, Melanie; SCHUNK, Stefan; OBERBOeRSCH, Stefan; JOSTOCK, Ruth; GERMANN, Tieno; ENGELS, Michael
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I-24
Chytil, Milan; Engel, Sharon R.; Fang, Qun Kevin
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12b
BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; KOTIAN, Pravin, L.; WU, Minwan
Patent: WO2011/150356 A1, 2011 ; Title/Abstract Full Text Show Details
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Nakazaki, Jotaro; Chung, InGwon; Matsushita, Michio M.; Sugawara, Tadashi; Watanabe, Ryoji; Izuoka, Akira; Kawada, Yuzo
Journal of Materials Chemistry, 2003 , vol. 13, # 5 p. 1011 - 1022 Title/Abstract Full Text View citing articles Show Details
BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; CHAND, Pooran; KOTIAN, Pravin, L.; KUMAR, V., Satish
Patent: WO2010/14930 A2, 2010 ; Title/Abstract Full Text Show Details
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INTERMUNE, INC.
Patent: US2009/257979 A1, 2009 ; Title/Abstract Full Text Show Details
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Axford, Lorraine C.; Holden, Kate E.; Hasse, Katrin; Banwell, Martin G.; Steglich, Wolfgang; Wagler, Joerg; Willis, Anthony C.
Australian Journal of Chemistry, 2008 , vol. 61, # 2 p. 80 - 93 Title/Abstract Full Text View citing articles Show Details
DMT
Rozhkov, Vladimir Yu.; Batog, Lyudmila V.; Struchkova, Marina I.
Mendeleev Communications, 2008 , vol. 18, # 3 p. 161 - 163 Title/Abstract Full Text View citing articles Show Details
95; 96
CONCERT PHARMACEUTICALS INC.
Patent: WO2008/63600 A2, 2008 ; Title/Abstract Full Text Show Details
tab1-4, start
Abid, Mohammed; Teixeira, Liliana; Toeroek, Bela
Tetrahedron Letters, 2007 , vol. 48, # 23 p. 4047 - 4050
Title/Abstract Full Text View citing articles Show Details
3-1
BAYER PHARMACEUTICALS CORPORATION
Patent: WO2007/64931 A2, 2007 ; Title/Abstract Full Text Show Details
educt to 3
Klingele, Marco H.; Boyd, Peter D. W.; Moubaraki, Boujemaa; Murray, Keith S.; Brooker, Sally
European Journal of Inorganic Chemistry, 2006 , # 3 p. 573 - 589 Title/Abstract Full Text View citing articles Show Details
15
Denmark, Scott E.; Montgomery, Justin I.; Kramps, Laurenz A.
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13
Dinsmore, Andrew; Mandy, Karen; Michael, Joseph P.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 6 p. 1032 - 1037 Title/Abstract Full Text View citing articles Show Details
2,5-(MeO)2THF
Klingele, Marco H.; Moubaraki, Boujemaa; Murray, Keith S.; Brooker, Sally
Chemistry - A European Journal, 2005 , vol. 11, # 23 p. 6962 - 6973 Title/Abstract Full Text View citing articles Show Details
15a
Barbay, Kent; Dyatkin, Alexey B.; Gong, Yong; He, Wei; Miskowski, Tamara A.
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educt to 2a-e
Nahas, Nariman M.; Abdel-Hafez, Ali A.
Heterocyclic Communications, 2004 , vol. 10, # 4-5 p. 349 - 358 Title/Abstract Full Text View citing articles Show Details
14
Abu Elmaati, Tarek M.
Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 6 p. 947 - 950 Title/Abstract Full Text View citing articles Show Details
educt2 to 5
Amedjkouh, Mohamed; Westerlund, Kristina
Tetrahedron Letters, 2004 , vol. 45, # 26 p. 5175 - 5177 Title/Abstract Full Text View citing articles Show Details
educt to 2a-d
Aadil, Mina; Kirsch, Gilbert
Heterocyclic Communications, 2003 , vol. 9, # 2 p. 123 - 127 Title/Abstract Full Text View citing articles Show Details
DMTF
Moneam, Maisa I. Abdel; Geies, Ahmed A.; El-Naggar, Galal M.; Mussa, Suliman M.
Phosphorus, Sulfur and Silicon and the Related Elements, 2003 , vol. 178, # 4 p. 737 - 751 Title/Abstract Full Text View citing articles Show Details
2,5-di(MeO)THF
Campbell, Robert F.; Fitzpatrick, Kevin; Inghardt, Tord; Karlsson, Olle; Nilsson, Kristina; Reilly, John E.; Yet, Larry
Tetrahedron Letters, 2003 , vol. 44, # 29 p. 5477 - 5481 Title/Abstract Full Text View citing articles Show Details
2,5-di-MeOTHF
Guillon, Jean; Dallemagne, Patrick; Stiebing, Silvia; Bovy, Philippe R.; Rault, Sylvain
Synlett, 1999 , # 8 p. 1263 - 1264 Title/Abstract Full Text View citing articles Show Details
Guillon, Jean; Dallemagne, Patrick; Leger, Jean-Michel; Sopkova, Jana; Bovy, Philippe R; Jarry, Christian; Rault, Sylvain
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educt to 4
Kobayashi, Kazuhiro; Nakahashi, Ryoji; Takanohashi, Atsushi; Kitamura, Taichi; Morikawa, Osamu; Konishi, Hisatoshi
Chemistry Letters, 2002 , # 6 p. 624 - 625 Title/Abstract Full Text View citing articles Show Details
2c
Samoshin, Vyacheslav V.; Gremyachinskiy, Dmitriy E.; Smith, Lori L.; Bliznets, Igor V.; Gross, Paul H.
Tetrahedron Letters, 2002 , vol. 43, # 36 p. 6329 - 6330 Title/Abstract Full Text View citing articles Show Details
XXXVII
Mitsubishi Pharma Corporation
Patent: EP1176140 A1, 2002 ; Title/Abstract Full Text Show Details
2,5-MeO2-THF
Lesuisse, Dominique; Albert, Eva; Bouchoux, Francoise; Cerede; Lefrancois, Jean-Michel; Levif, Marc-Olivier; Tessier, Sophie; Tric, Bernadette; Teutsch, Georges
Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 13 p. 1709 - 1712 Title/Abstract Full Text View citing articles Show Details
39
Suzuki; Ohuchi; Asanuma; Kaneko; Yokomori; Ito; Isobe; Muramatsu
Chemical and Pharmaceutical Bulletin, 2001 , vol. 49, # 1 p. 29 - 39 Title/Abstract Full Text View citing articles Show Details
ed. to intermed. to 1b
Lehmann, Thomas; Gmeiner, Peter
Heterocycles, 2000 , vol. 53, # 6 p. 1371 - 1378 Title/Abstract Full Text View citing articles Show Details
18
Kondo; Ogawa; Shinohara; Kurimura; Tanada; Kan; Yamashita; Nakamura; Hirano; Yamamura; Mori; Tominaga; Itai
Journal of Medicinal Chemistry, 2000 , vol. 43, # 23 p. 4388 - 4397 Title/Abstract Full Text View citing articles Show Details
52
Nimkar, Sandeep K.; Mabic, Stephane; Anderson, Andrea H.; Palmer, Sonya L.; Graham, Thomas H.; De Jonge, Milly; Hazelwood, Lisa; Hislop, Sean J.; Castagnoli Jr., Neal
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2,5dimethoxyTHF
Guillon; Dumoulin; Dallemagne; Reynolds; Rault
Pharmacy and Pharmacology Communications, 1998 , vol. 4, # 1 p. 33 - 38 Title/Abstract Full Text View citing articles Show Details
educt to 18
Artico, Marino; Ragno, Rino; Porretta, Giulio Cesare; Massa, Silvio; Musiu, Chiara; Spiga, Maria Grazia; Corrias, Simona; La Colla, Paolo
Medicinal Chemistry Research, 1996 , vol. 6, # 3 p. 137 - 147 Title/Abstract Full Text View citing articles Show Details
Patent-Specific Data (5) Prophetic Compound
Related Markush Structure (RN)
Location in Patent
Page/Page column
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prophetic product
Sankyo Company, Limited
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Physical Data Association (MCS) (1) Description (Association (MCS))
Partner (Association (MCS))
Solvent (Association (MCS))
Temperature (Association (MCS))
Stability constant of the complex with ...
lithium picrate
dioxane
25 °C
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Journal of Solution Chemistry, 1990 , vol. 19, # 5 p. 425 436 Title/Abstract Full Text View citing articles Show Details
Chromatographic Data (1) Chromatographic data
Reference
GC (Gas chromatography)
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Molecules, 2015 , vol. 20, # 3 p. 3986 - 4006 Title/Abstract Full Text View citing articles Show Details
Crystal Property Description (1) Colour & Other Properties
Reference
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Mechanical & Physical Properties (MCS) (2) Description (Mechanical & Physical Properties (MCS))
Reference
Partial molal volume
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Volume change on mixing
Lipori; Mollica
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Mechanical Properties (1) Description (Mechanical Properties)
Reference
Molar volume
Lipori; Mollica
Journal of Chemical and Engineering Data, 1978 , vol. 23, p. 65,66, 67 Full Text View citing articles Show Details
Solution Behaviour (MCS) (1) Description (Solution Behaviour (MCS))
Partner (Solution Behaviour (MCS))
Temperature (Solution Behaviour (MCS))
Mutual solubility
H2O
0 - 90.2 °C
Spectra Mass Spectrometry (1) Description (Mass Spectrometry)
Reference
fragmentation pattern
Budzikiewitz, H.; Dill, D.; Jaenicke, L.
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spectrum
Organic Mass Spectrometry, 1985 , vol. 20, # 3 p. 262 Title/Abstract Full Text Show Details
Chemical Name: cis-2,5-Dimethoxy-tetrahydro-furan
2
3 prep out of 6 reactions.
Reaxys Registry Number: 80136
CAS Registry Number: 13269-48-2 Type of Substance: heterocyclic Molecular Formula: C6H12O3
Linear Structure Formula: C6H12O3
Molecular Weight: 132.159 InChI Key: GFISDBXSWQMOND-OLQVQODUSA-N
Identification Physical Data (9) Spectra (2)
Synthesize | Hide Details Find similar Chemical Names and Synonyms
cis-2,5-Dimethoxy-tetrahydro-furan, 2,5-dimethoxytetrahydrofuran, cis-2,5-Dimethoxy-tetrahydrofuran, cis-2,5-Dimethoxytetrahydrofuran Identification Substance Label (2) Label
Reference
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II
Kankaanpera; Miiki
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Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
Derivative (1)
Comment (Derivative)
Reference
Komplex mit Bzl.
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
Physical Data Boiling Point (3) Boiling Point
Pressure (Boiling Point)
63 °C
Comment (Boiling Point)
Reference
40 Torr
mit 3percent (+-)-trans-2,5-Dimethoxy-tetrahydro-furan verunreinigtes Praeparat.
Kankaanpera; Miiki
Acta Chemica Scandinavica (1947-1973), 1969 , vol. 23, p. 1471,1472,1473 Full Text Show Details
134 °C
konfigurativ fast einheitliches Praeparat.
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
147 °C
760 Torr
Praeparat von ungewisser konfigurativer Einheitlichkeit.
Nielsen et al.
Acta Chemica Scandinavica (1947-1973), 1958 , vol. 12, p. 63,65 Full Text View citing articles Show Details
Refractive Index (3)
11
Refractive Index
Wavelength (Refractive Index)
Temperature (Refractive Index)
Reference
1.4174
589 nm
20 °C
Kankaanpera; Miiki
Acta Chemica Scandinavica (1947-1973), 1969 , vol. 23, p. 1471,1472,1473 Full Text Show Details
1.416
589 nm
25 °C
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
1.4148
589 nm
25 °C
Nielsen et al.
Acta Chemica Scandinavica (1947-1973), 1958 , vol. 12, p. 63,65 Full Text View citing articles Show Details
Electrical Moment (1) Description (Electrical Moment)
Moment (Electrical Moment)
Method (Electrical Moment)
Solvent (Electrical Moment)
Dipole moment
2.4 D
Dielectric constant (ε)
benzene
Reference Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
Further Information (2) Description (Further Information)
Reference
Further information
Kankaanpera; Miiki
Acta Chemica Scandinavica (1947-1973), 1969 , vol. 23, p. 1471,1472,1473 Full Text Show Details
Further information
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
Spectra NMR Spectroscopy (2) Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Comment (NMR Spectroscopy)
Spectrum
1H
benzene-d6
Gagnaire; Vottero
Bulletin de la Societe Chimique de France, 1972 , p. 873 Full Text View citing articles Show Details
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
Spin-spin coupling constants
nucleus1-nucleus2:1H-1H.
Gagnaire; Vottero
Bulletin de la Societe Chimique de France, 1972 , p. 873 Full Text View citing articles Show Details
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
Chemical Name: (+-)-trans-2,5-Dimethoxy-tetrahydro-furan
3
Reaxys Registry Number: 80137
CAS Registry Number: 696-59-3 Type of Substance: heterocyclic Molecular Formula: C6H12O3
Linear Structure Formula: C6H12O3
Molecular Weight: 132.159 InChI Key: GFISDBXSWQMOND-WDSKDSINSA-N
Synthesize | Hide Details
Reference
3 prep out of 4 reactions.
Physical Data (7) Spectra (2)
10
Find similar Chemical Names and Synonyms (+-)-trans-2,5-Dimethoxy-tetrahydro-furan, 2,5-dimethoxytetrahydrofuran Physical Data Boiling Point (3) Boiling Point
Pressure (Boiling Point)
62 °C
Comment (Boiling Point)
Reference
40 Torr
mit 2percent cis-2,5-Dimethoxy-tetrahydro-furan verunreinigtes Praeparat.
Kankaanpera; Miiki
Acta Chemica Scandinavica (1947-1973), 1969 , vol. 23, p. 1471,1472,1473 Full Text Show Details
130 °C
konfigurativ fast einheitliches Praeparat.
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
144 °C
760 Torr
Praeparat von ungewisser konfigurativer Einheitlichkeit.
Nielsen et al.
Acta Chemica Scandinavica (1947-1973), 1958 , vol. 12, p. 63,65 Full Text View citing articles Show Details
Refractive Index (3) Refractive Index
Wavelength (Refractive Index)
Temperature (Refractive Index)
Reference
1.4187
589 nm
20 °C
Kankaanpera; Miiki
Acta Chemica Scandinavica (1947-1973), 1969 , vol. 23, p. 1471,1472,1473 Full Text Show Details
1.4175
589 nm
25 °C
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
1.4158
589 nm
25 °C
Nielsen et al.
Acta Chemica Scandinavica (1947-1973), 1958 , vol. 12, p. 63,65 Full Text View citing articles Show Details
Electrical Moment (1) Description (Electrical Moment)
Moment (Electrical Moment)
Method (Electrical Moment)
Solvent (Electrical Moment)
Dipole moment
2.2 D
Dielectric constant (ε)
benzene
Description (NMR Spectroscopy)
Nucleus (NMR Spectroscopy)
Solvents (NMR Spectroscopy)
Comment (NMR Spectroscopy)
Spectrum
1H
benzene-d6
Gagnaire; Vottero
Bulletin de la Societe Chimique de France, 1972 , p. 873 Full Text View citing articles Show Details
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
Spin-spin coupling constants
nucleus1-nucleus2:1H-1H.
Gagnaire; Vottero
Bulletin de la Societe Chimique de France, 1972 , p. 873 Full Text View citing articles Show Details
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
Reference Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
Spectra NMR Spectroscopy (2) Reference
Chemical Name: trans-2,-trans-5-dimethoxytetrahydrofuran Reaxys Registry Number: 1340895
CAS Registry Number: 696-59-3, 13269-48-2, 13269-49-3, 117020-174, 117020-18-5, 130321-68-5 Type of Substance: heterocyclic Molecular Formula: C6H12O3
Linear Structure Formula: C6H12O3
Molecular Weight: 132.159 InChI Key: GFISDBXSWQMOND-WDSKDSINSA-N
4
1 prep out of 2 reactions.
Synthesize | Hide Details Find similar Chemical Names and Synonyms trans-2,-trans-5-dimethoxytetrahydrofuran, trans-2,5-Dimethoxy-tetrahydrofuran, trans-2,5-Dimethoxytetrahydrofuran Identification Substance Label (1) Label
Reference
I
Kankaanpera; Miiki
Acta Chemica Scandinavica (1947-1973), 1969 , vol. 23, p. 1471,1472,1473 Full Text Show Details
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
Physical Data Further Information (2) Description (Further Information)
Reference
Further information
Kankaanpera; Miiki
Acta Chemica Scandinavica (1947-1973), 1969 , vol. 23, p. 1471,1472,1473 Full Text Show Details
Further information
Aito et al.
Bulletin of the Chemical Society of Japan, 1967 , vol. 40, p. 130,131,132 Full Text Show Details
Identification Physical Data (2)
3