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901001

Sigma-Aldrich

4-Methoxycarbonylcubanecarboxylic acid

≥97%

Synonym(s):

(1s,2R,3R,4s,5s,6S,7S,8r)-4-(Methoxycarbonyl)cubane-1-carboxylic acid, Pentacyclo[4.2.0.02,5.03,8.04,7]octane-1,4-dicarboxylic acid, 1-methyl ester

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About This Item

Empirical Formula (Hill Notation):
C11H10O4
CAS Number:
24539-28-4
Molecular Weight:
206.19
MDL number:
MFCD21091123
UNSPSC Code:
12352106
NACRES:
NA.22

Quality Level

100

assay

≥97%

form

powder or crystals

mp

181 °C

SMILES string

OC([C@]12[C@H]3[C@H]4[C@@H]1[C@H]5[C@@]4(C(OC)=O)[C@H]3[C@@H]52)=O

InChI

1S/C11H10O4/c1-15-9(14)11-5-2-6(11)4-7(11)3(5)10(2,4)8(12)13/h2-7H,1H3,(H,12,13)

InChI key

ARRJEFLYRAVFJA-UHFFFAOYSA-N

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Application

4-Methoxycarbonylcubanecarboxylic acid is a tertiary carboxylic acid that can undergo iododecarboxylation using 1,3-diiodo-5,5-dimethylhydantoin (DIH) as both reaction initiator and iodine source under irradiative conditions. This product was previously listed as BML00136.

Other Notes

Metal-Free Efficient, General and Facile Iododecarboxylation Method with Biodegradable Co-Products

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kulbitski K, et al.
Advanced Synthesis & Catalysis, 353(9), 1438-1442 (2011)

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