Difference between revisions of "File:Digitoxigeninfinalsynthesis.png"

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{{No license}}
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{{Fileinfo
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| description = Part of [[Nakada's synthesis of digitoxigenin]]
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| date =
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| source =
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| author =
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| permission =
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}}
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{{Substance identification
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| name = (6''R'',7''R'')-6-(2-bromoethyl)-7-(furan-3-yl)-6-methyl-1,4-dioxaspiro[4.4]nonane
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| InChI = 1/C14H19BrO3/c1-13(5-6-15)12(11-3-7-16-10-11)2-4-14(13)17-8​-9-18-14/h3,7,10,12H,2,4-6,8-9H2,1H3/t12-,13-/m1/s1
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| StdInChI = 1S/C14H19BrO3/c1-13(5-6-15)12(11-3-7-16-10-11)2-4-14(13)17-​8-9-18-14/h3,7,10,12H,2,4-6,8-9H2,1H3/t12-,13-/m1/s1
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| InChIKey = XXNCPTRRNYOWOR-CHWSQXEVBS
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| StdInChIKey = XXNCPTRRNYOWOR-CHWSQXEVSA-N
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|  InChI_ref = [http://www.chemspider.com/17229170 ChemSpider]
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| CASNo =
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|  CASNo_ref =
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| ECNo =
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|  ECNo_ref =
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}}
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{{Substance identification
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| name = (4a''S'',7''S'',8a''S'')-7-[''tert''-butyl(diphenyl)silyl]oxy-4a-methyl-1,5,6,7,8,8a-hexahydronaphthalen-2-one
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| InChI = 1/C27H34O2Si/c1-26(2,3)30(24-11-7-5-8-12-24,25-13-9-6-10-14 ​-25)29-23-16-18-27(4)17-15-22(28)19-21(27)20-23/h5-15,17,21,23H,1​ 6,18-20H2,1-4H3/t21-,23+,27+/m1/s1
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| StdInChI = 1S/C27H34O2Si/c1-26(2,3)30(24-11-7-5-8-12-24,25-13-9-6-10-1 ​4-25)29-23-16-18-27(4)17-15-22(28)19-21(27)20-23/h5-15,17,21,23H,​ 16,18-20H2,1-4H3/t21-,23+,27+/m1/s1
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| InChIKey = YGGDIROWPHRHNN-ZYVVXELTBM
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| StdInChIKey = YGGDIROWPHRHNN-ZYVVXELTSA-N
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|  InChI_ref = [http://www.chemspider.com/17229170 ChemSpider]
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| CASNo =
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|  CASNo_ref =
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| ECNo =
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|  ECNo_ref =
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}}
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{{Substance identification
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| name = (6''R'',7''R'')-6-(2-[(4'<i>S</i>,4a'<i>R</i>,7'<i>S</i>,8a'<i>S</i>)-7'-[''tert''-butyl(diphenyl)silyl]oxy-4a'-methyl-1',5',6',7',8',8a'-hexahydronaphthalen-2'-on-4'-yl]ethyl)-7-(furan-3-yl)-6-methyl-1,4-dioxaspiro[4.4]nonane
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| InChI = 1/C41H54O5Si/c1-38(2,3)47(35-12-8-6-9-13-35,36-14-10-7-11-1 ​5-36)46-34-17-20-39(4)31(26-33(42)27-32(39)28-34)16-21-40(5)37(30​ -19-23-43-29-30)18-22-41(40)44-24-25-45-41/h6-15,19,23,29,31-32,3​ 4,37H,16-18,20-22,24-28H2,1-5H3/t31-,32+,34-,37+,39+,40+/m0/s1
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| StdInChI = 1S/C41H54O5Si/c1-38(2,3)47(35-12-8-6-9-13-35,36-14-10-7-11- ​15-36)46-34-17-20-39(4)31(26-33(42)27-32(39)28-34)16-21-40(5)37(3​ 0-19-23-43-29-30)18-22-41(40)44-24-25-45-41/h6-15,19,23,29,31-32,​ 34,37H,16-18,20-22,24-28H2,1-5H3/t31-,32+,34-,37+,39+,40+/m0/s1
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| InChIKey = GEAWQPCMEXUOKS-XGKCSUAHBM
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| StdInChIKey = GEAWQPCMEXUOKS-XGKCSUAHSA-N
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|  InChI_ref = [http://www.chemspider.com/17229196 ChemSpider]
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| CASNo =
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|  CASNo_ref =
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| ECNo =
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|  ECNo_ref =
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}}
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{{Substance identification
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| name = (2''R'',3''R'')-2-(2-[(4'<i>S</i>,4a'<i>R</i>,7'<i>S</i>,8a'<i>S</i>)-7'-[''tert''-butyl(diphenyl)silyl]oxy-4a'-methyl-1',5',6',7',8',8a'-hexahydronaphthalen-2'-on-4'-yl]ethyl)-3-(furan-3-yl)-2-methylcyclopentanone
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| InChI = 1/C39H50O4Si/c1-37(2,3)44(33-12-8-6-9-13-33,34-14-10-7-11-1 ​5-34)43-32-19-22-38(4)29(24-31(40)25-30(38)26-32)18-21-39(5)35(16​ -17-36(39)41)28-20-23-42-27-28/h6-15,20,23,27,29-30,32,35H,16-19,​ 21-22,24-26H2,1-5H3/t29-,30+,32-,35+,38+,39+/m0/s1
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| StdInChI = 1S/C39H50O4Si/c1-37(2,3)44(33-12-8-6-9-13-33,34-14-10-7-11- ​15-34)43-32-19-22-38(4)29(24-31(40)25-30(38)26-32)18-21-39(5)35(1​ 6-17-36(39)41)28-20-23-42-27-28/h6-15,20,23,27,29-30,32,35H,16-19​ ,21-22,24-26H2,1-5H3/t29-,30+,32-,35+,38+,39+/m0/s1
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| InChIKey = QDYDDAQAODGLNI-XJRRZMFLBT
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| StdInChIKey = QDYDDAQAODGLNI-XJRRZMFLSA-N
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|  InChI_ref = [http://www.chemspider.com/17229197 ChemSpider]
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| CASNo =
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|  CASNo_ref =
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| ECNo =
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|  ECNo_ref =
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}}
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{{Substance identification
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| name = (3β,5β)-3-[''tert''-butyl(diphenyl)silyl]oxy-14-hydroxycard-20(22)-enolide
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| InChI = 1/C39H50O4Si/c1-36(2,3)44(30-12-8-6-9-13-30,31-14-10-7-11-1 ​5-31)43-29-16-20-37(4)28(24-29)25-34(40)35-33(37)17-21-38(5)32(18​ -22-39(35,38)41)27-19-23-42-26-27/h6-15,19,23,26,28-29,32-33,35,4​ 1H,16-18,20-22,24-25H2,1-5H3/t28-,29-,32+,33-,35-,37-,38+,39-/m0/​s1
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| StdInChI = 1S/C39H50O4Si/c1-36(2,3)44(30-12-8-6-9-13-30,31-14-10-7-11- ​15-31)43-29-16-20-37(4)28(24-29)25-34(40)35-33(37)17-21-38(5)32(1​ 8-22-39(35,38)41)27-19-23-42-26-27/h6-15,19,23,26,28-29,32-33,35,​ 41H,16-18,20-22,24-25H2,1-5H3/t28-,29-,32+,33-,35-,37-,38+,39-/m0​/s1
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| InChIKey = LTRNVRUSVIGJJH-GVLSSQLKBR
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| StdInChIKey = LTRNVRUSVIGJJH-GVLSSQLKSA-N
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|  InChI_ref = [http://www.chemspider.com/17229198 ChemSpider]
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| CASNo =
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|  CASNo_ref =
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| ECNo =
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|  ECNo_ref =
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}}
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{{Substance identification
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| name = digitoxigenin
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| InChI = 1/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)1 ​7(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-​ 13H2,1-2H3/t15-,16+,17-,18+,19-,21+,22-,23+/m1/s1
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| StdInChI = 1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2) ​17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12​ -13H2,1-2H3/t15-,16+,17-,18+,19-,21+,22-,23+/m1/s1
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| InChIKey = XZTUSOXSLKTKJQ-CESUGQOBBG
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| StdInChIKey = XZTUSOXSLKTKJQ-CESUGQOBSA-N
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|  InChI_ref = [http://www.chemspider.com/3571902 ChemSpider]
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| CASNo = 143-62-4
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|  CASNo_ref = CAS Common Chemistry
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| ECNo = 205-603-4
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|  ECNo_ref = ESIS
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}}
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[[Category:Total syntheses]]

Latest revision as of 16:53, 16 August 2009

Exclamation red.png This file is lacking valid copyright license information. Please add this information, preferably in the form of a license tag, as soon as possible or the file may be deleted. See WikiChem:Copyrights for more details.
Description Part of Nakada's synthesis of digitoxigenin
Date
Source
Author
Permission
Substance identification
This file contains an image or representation of, or data relating to, (6R,7R)-6-(2-bromoethyl)-7-(furan-3-yl)-6-methyl-1,4-dioxaspiro[4.4]nonane.
Error creating thumbnail: Unable to save thumbnail to destination
 International Chemical Identifiers (InChI)
 InChI=1/C14H19BrO3/c1-13(5-6-15)12(11-3-7-16-10-11)2-4-14(13)17-8​-9-18-14/h3,7,10,12H,2,4-6,8-9H2,1H3/t12-,13-/m1/s1
 InChI=1S/C14H19BrO3/c1-13(5-6-15)12(11-3-7-16-10-11)2-4-14(13)17-​8-9-18-14/h3,7,10,12H,2,4-6,8-9H2,1H3/t12-,13-/m1/s1
InChIKeys: XXNCPTRRNYOWOR-CHWSQXEVBS, XXNCPTRRNYOWOR-CHWSQXEVSA-N
Green tick.png These identifiers have been verified against the following sources:
InChI: ChemSpider
Substance identification
This file contains an image or representation of, or data relating to, (4aS,7S,8aS)-7-[tert-butyl(diphenyl)silyl]oxy-4a-methyl-1,5,6,7,8,8a-hexahydronaphthalen-2-one.
Error creating thumbnail: Unable to save thumbnail to destination
 International Chemical Identifiers (InChI)
 InChI=1/C27H34O2Si/c1-26(2,3)30(24-11-7-5-8-12-24,25-13-9-6-10-14 ​-25)29-23-16-18-27(4)17-15-22(28)19-21(27)20-23/h5-15,17,21,23H,1​ 6,18-20H2,1-4H3/t21-,23+,27+/m1/s1
 InChI=1S/C27H34O2Si/c1-26(2,3)30(24-11-7-5-8-12-24,25-13-9-6-10-1 ​4-25)29-23-16-18-27(4)17-15-22(28)19-21(27)20-23/h5-15,17,21,23H,​ 16,18-20H2,1-4H3/t21-,23+,27+/m1/s1
InChIKeys: YGGDIROWPHRHNN-ZYVVXELTBM, YGGDIROWPHRHNN-ZYVVXELTSA-N
Green tick.png These identifiers have been verified against the following sources:
InChI: ChemSpider
Substance identification
This file contains an image or representation of, or data relating to, (6R,7R)-6-(2-[(4'S,4a'R,7'S,8a'S)-7'-[tert-butyl(diphenyl)silyl]oxy-4a'-methyl-1',5',6',7',8',8a'-hexahydronaphthalen-2'-on-4'-yl]ethyl)-7-(furan-3-yl)-6-methyl-1,4-dioxaspiro[4.4]nonane.
Error creating thumbnail: Unable to save thumbnail to destination
 International Chemical Identifiers (InChI)
 InChI=1/C41H54O5Si/c1-38(2,3)47(35-12-8-6-9-13-35,36-14-10-7-11-1 ​5-36)46-34-17-20-39(4)31(26-33(42)27-32(39)28-34)16-21-40(5)37(30​ -19-23-43-29-30)18-22-41(40)44-24-25-45-41/h6-15,19,23,29,31-32,3​ 4,37H,16-18,20-22,24-28H2,1-5H3/t31-,32+,34-,37+,39+,40+/m0/s1
 InChI=1S/C41H54O5Si/c1-38(2,3)47(35-12-8-6-9-13-35,36-14-10-7-11- ​15-36)46-34-17-20-39(4)31(26-33(42)27-32(39)28-34)16-21-40(5)37(3​ 0-19-23-43-29-30)18-22-41(40)44-24-25-45-41/h6-15,19,23,29,31-32,​ 34,37H,16-18,20-22,24-28H2,1-5H3/t31-,32+,34-,37+,39+,40+/m0/s1
InChIKeys: GEAWQPCMEXUOKS-XGKCSUAHBM, GEAWQPCMEXUOKS-XGKCSUAHSA-N
Green tick.png These identifiers have been verified against the following sources:
InChI: ChemSpider
Substance identification
This file contains an image or representation of, or data relating to, (2R,3R)-2-(2-[(4'S,4a'R,7'S,8a'S)-7'-[tert-butyl(diphenyl)silyl]oxy-4a'-methyl-1',5',6',7',8',8a'-hexahydronaphthalen-2'-on-4'-yl]ethyl)-3-(furan-3-yl)-2-methylcyclopentanone.
Error creating thumbnail: Unable to save thumbnail to destination
 International Chemical Identifiers (InChI)
 InChI=1/C39H50O4Si/c1-37(2,3)44(33-12-8-6-9-13-33,34-14-10-7-11-1 ​5-34)43-32-19-22-38(4)29(24-31(40)25-30(38)26-32)18-21-39(5)35(16​ -17-36(39)41)28-20-23-42-27-28/h6-15,20,23,27,29-30,32,35H,16-19,​ 21-22,24-26H2,1-5H3/t29-,30+,32-,35+,38+,39+/m0/s1
 InChI=1S/C39H50O4Si/c1-37(2,3)44(33-12-8-6-9-13-33,34-14-10-7-11- ​15-34)43-32-19-22-38(4)29(24-31(40)25-30(38)26-32)18-21-39(5)35(1​ 6-17-36(39)41)28-20-23-42-27-28/h6-15,20,23,27,29-30,32,35H,16-19​ ,21-22,24-26H2,1-5H3/t29-,30+,32-,35+,38+,39+/m0/s1
InChIKeys: QDYDDAQAODGLNI-XJRRZMFLBT, QDYDDAQAODGLNI-XJRRZMFLSA-N
Green tick.png These identifiers have been verified against the following sources:
InChI: ChemSpider
Substance identification
This file contains an image or representation of, or data relating to, (3β,5β)-3-[tert-butyl(diphenyl)silyl]oxy-14-hydroxycard-20(22)-enolide.
Error creating thumbnail: Unable to save thumbnail to destination
 International Chemical Identifiers (InChI)
 InChI=1/C39H50O4Si/c1-36(2,3)44(30-12-8-6-9-13-30,31-14-10-7-11-1 ​5-31)43-29-16-20-37(4)28(24-29)25-34(40)35-33(37)17-21-38(5)32(18​ -22-39(35,38)41)27-19-23-42-26-27/h6-15,19,23,26,28-29,32-33,35,4​ 1H,16-18,20-22,24-25H2,1-5H3/t28-,29-,32+,33-,35-,37-,38+,39-/m0/​s1
 InChI=1S/C39H50O4Si/c1-36(2,3)44(30-12-8-6-9-13-30,31-14-10-7-11- ​15-31)43-29-16-20-37(4)28(24-29)25-34(40)35-33(37)17-21-38(5)32(1​ 8-22-39(35,38)41)27-19-23-42-26-27/h6-15,19,23,26,28-29,32-33,35,​ 41H,16-18,20-22,24-25H2,1-5H3/t28-,29-,32+,33-,35-,37-,38+,39-/m0​/s1
InChIKeys: LTRNVRUSVIGJJH-GVLSSQLKBR, LTRNVRUSVIGJJH-GVLSSQLKSA-N
Green tick.png These identifiers have been verified against the following sources:
InChI: ChemSpider
Substance identification
This file contains an image or representation of, or data relating to, digitoxigenin.
Error creating thumbnail: Unable to save thumbnail to destination
 International Chemical Identifiers (InChI)
 InChI=1/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)1 ​7(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-​ 13H2,1-2H3/t15-,16+,17-,18+,19-,21+,22-,23+/m1/s1
 InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2) ​17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12​ -13H2,1-2H3/t15-,16+,17-,18+,19-,21+,22-,23+/m1/s1
InChIKeys: XZTUSOXSLKTKJQ-CESUGQOBBG, XZTUSOXSLKTKJQ-CESUGQOBSA-N
CAS registry number: [143-62-4]
EC number: 205-603-4
Green tick.png These identifiers have been verified against the following sources:
InChI: ChemSpider
CAS registry number: CAS Common Chemistry
EC number: ESIS

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