2,5-Dimethoxytetrahydrofuran

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Reaxys

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Structure

Citations (1066)

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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Ho, Ginny D.; Tulshian, Deen; Bercovici, Ana; Tan, Zheng; Hanisak, Jennifer; Brumfield, Stephanie; Matasi, Julius; Heap, Charles R.; Earley, William G.; Courneya, Brandy; Jason Herr; Zhou, Xiaoping; Bridal, Terry; Rindgen, Diane; Sorota, Steve; Yang, Shu-Wei

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DMTHF

Corvo, Marta C; Pereira, M.Manuela A

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Abdel Moneam, Maisa I.

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Kamal El-Dean; Geies; El-Ossaily

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Guillon, Jean; Forfar, Isabelle; Mamani-Matsuda, Maria; Desplat, Vanessa; Saliege, Marion; Thiolat, Denis; Massip, Stephane; Tabourier, Anais; Leger, Jean-Michel; Dufaure, Benoit; Haumont, Gilbert; Jarry, Christian; Mossalayi, Djavad

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Ronga, Luisa; Del Favero, Marco; Cohen, Anita; Soum, Claire; Le Pape, Patrice; Savrimoutou, Solene; Pinaud, Noel; Mullie, Catherine; Daulouede, Sylvie; Vincendeau, Philippe; Farvacques, Natacha; Agnamey, Patrice; Pagniez, Fabrice; Hutter, Sebastien; Azas, Nadine; Sonnet, Pascal; Guillon, Jean

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4; DMTHF

Rafiq, Settu Muhamad; Sivasakthikumaran, Ramakrishnan; Mohanakrishnan, Arasambattu K.

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6a

Butini, Stefania; Gemma, Sandra; Brindisi, Margherita; Maramai, Samuele; Minetti, Patrizia; Celona, Diana; Napolitano, Raffaella; Borsini, Franco; Cabri, Walter; Fezza, Filomena; Merlini, Lucio; Dallavalle, Sabrina; Campiani, Giuseppe; MacCarrone, Mauro

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S2

Hayashi, Yujiro; Umemiya, Shigenobu

Angewandte Chemie - International Edition, 2013 , vol. 52, # 12 p. 3450 - 3452 Angew. Chem., 2013 , vol. 125, # 12 p. 3534 - 3536,3 Title/Abstract Full Text View citing articles Show Details

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BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; KOTIAN, Pravin, L.; CHINTAREDDY, Venkat, R.

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Sharada; Satyanarayana Reddy; Sammaiah; Sumalatha

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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

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GRUeNENTHAL GMBH; REICH, Melanie; SCHUNK, Stefan; OBERBOeRSCH, Stefan; JOSTOCK, Ruth; GERMANN, Tieno; ENGELS, Michael

Patent: WO2012/28331 A1, 2012 ; Title/Abstract Full Text Show Details

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Chytil, Milan; Engel, Sharon R.; Fang, Qun Kevin

Patent: US2011/65694 A1, 2011 ; Title/Abstract Full Text Show Details

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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

19

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.

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tab1-4, start

Abid, Mohammed; Teixeira, Liliana; Toeroek, Bela

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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.

Journal of the American Chemical Society, 2006 , vol. 128, # 35 p. 11620 - 11630 Title/Abstract Full Text View citing articles Show Details

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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.

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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

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Tetrahedron Letters, 2003 , vol. 44, # 29 p. 5477 - 5481 Title/Abstract Full Text View citing articles Show Details

2,5-di-MeOTHF

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Synlett, 1999 , # 8 p. 1263 - 1264 Title/Abstract Full Text View citing articles Show Details

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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.

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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

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39

Suzuki; Ohuchi; Asanuma; Kaneko; Yokomori; Ito; Isobe; Muramatsu

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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

Journal of Medicinal Chemistry, 1999 , vol. 42, # 10 p. 1828 - 1835 Title/Abstract Full Text View citing articles Show Details

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

Reference BAR-ILAN UNIVERSITY; Lellouche, Jean-Paul; Naddaka, Maria; Peled, Anna; Mondal, Ejabul

Patent: US2011/306722 A1, 2011 ; Title/Abstract Full Text Show Details

UNIVERSITE JOSEPH FOURIER; INSTITUT CURIE; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; Popov, Andrei; Juhem, Aurelie; Florent, Jean-Claude; N'Guyen, Chi-Hung

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JANSSEN PHARMACEUTICA NV; Meerpoel, Lieven; Maes, Louis Jules Roger Marie; de Wit, Kelly; Augustyns, Koen Jan Ludovicus

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CandC RESEARCH LABORATORIES; Ho, Pil Su; Yoon, Dong Oh; Han, Sun Young; Lee, Won Il; Kim, Jung Sook; Park, Woul Seong; Ahn, Sung Oh; Kim, Hye Jung

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Tianjin Hemay Bio-Tech Co., Ltd.; ZHANG, Hesheng; HUO, Aihong; LI, Zhenzhong

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Linnanen, Tero; Wohlfahrt, Gerd; Nanduri, Srinivas; Ujjinamatada, Ravi; Rajagopalan, Srinivasan; Mukherjee, Subhendu

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Zhang, Hesheng; Huo, Aihong; Li, Zhenzhong

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IL-YANG PHARM. CO., LTD.

Patent: US2011/71302 A1, 2011 ; Title/Abstract Full Text Show Details

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IL-YANG PHARM. CO., LTD.

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Eisai Co., Ltd.

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prophetic product

Sankyo Company, Limited

Patent: US5472972 A1, 1995 ; Title/Abstract Full Text Show Details

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

Reference Tsvetanov, Ch. B.; Petrova, E. B.; Dimov, D. K.; Panayotov, I. M.; Smid, J.

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)

Patra, Jayanta Kumar; Kim, Sung Hong; Hwang, Hyewon; Choi, Joon Weon; Baek, Kwang-Hyun

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

colourless

Talpur, Mir Munsif Ali; Pirzada, Tajnees; Skabara, Peter; Westgate, Thomas; Shah, Mohammad Raza

Journal of the Chemical Society of Pakistan, 2013 , vol. 35, # 4 p. 1219 - 1225 Title/Abstract Full Text View citing articles Show Details

Mechanical & Physical Properties (MCS) (2) Description (Mechanical & Physical Properties (MCS))

Reference

Partial molal volume

Edward,J.T. et al.

Canadian Journal of Chemistry, 1979 , vol. 57, p. 2892 - 2894 Full Text View citing articles Show Details

Volume change on mixing

Lipori; Mollica

Journal of Chemical and Engineering Data, 1978 , vol. 23, p. 65,66, 67 Full Text View citing articles Show Details

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.

Reference Stephenson

Journal of Chemical and Engineering Data, 1992 , vol. 37, # 1 p. 80 - 95 Title/Abstract Full Text View citing articles Show Details


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

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

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


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