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Home > Product > Material & Chemicals > Organic & Printed Electronics > 2,2:5,2"-Terthiophene-5-boronic acid pinacol ester,97%

2,2:5,2"-Terthiophene-5-boronic acid pinacol ester,97% | CAS Number: 849062-17-5

Catalog Number
ACM849062175
Product Name
2,2:5,2"-Terthiophene-5-boronic acid pinacol ester,97%
Structure
CAS Number
849062-17-5
IUPAC Name
4,4,5,5-tetramethyl-2-[5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]-1,3,2-dioxaborolane
Synonyms
2-(5’,2-Bithiophen-2’-yl)thiophene-5-boronic acid,pinacol;2-([2,2:5,2-Terthiophen]-5-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane;2,2:5,2"-Terthiophene-5-boronic acid pinacol ester 96%
Exact Mass
374.06400
Molecular Formula
C18H19BO2S3
Boiling Point
492.3ºC at 760 mmHg
Melting Point
109-113ºC(lit.)
Flash Point
251.5ºC
Density
1.27g/cm3
Purity
96%
SMILES
B1(OC(C(O1)(C)C)(C)C)C2=CC=C(S2)C3=CC=C(S3)C4=CC=CS4
InChIKey
FIUQKESHHZFUGG-UHFFFAOYSA-N
H-Bond Donor
0
H-Bond Acceptor
5
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1Investigation of functionalized α-chloroalkyllithiums for a stereospecific reagent-controlled homologation approach to the analgesic alkaloid (-)-epibatidine.

Emerson CR1, Zakharov LN, Blakemore PR.

Chemistry. 2013 Nov 25;19(48):16342-56. doi: 10.1002/chem.201302511. Epub 2013 Oct 14.

Four putative functionalized α-chloroakyllithiums RCH2CHLiCl, where R=CHCH2(18 a), CCH (18 b), CH2OBn (18 c), and CH[O(CH2)2O] (18 d), were generated in situ by sulfoxide-lithium exchange from α-chlorosulfoxides, and investigated for the stereospecific reagent-controlled homologation (StReCH) of phenethyl and 2-chloropyrid-5-yl (17) pinacol boronic esters. Deuterium labeling experiments revealed that α-chloroalkyllithiums are quenched by proton transfer from their α-chlorosulfoxide precursors and it was established that this effect compromises the yield of StReCH reactions. Read More

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