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536245

Sigma-Aldrich

(+)-2,3-Cyclohexylidene-L-erythruronic acid

96%

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About This Item

Empirical Formula (Hill Notation):
C10H14O5
CAS Number:
85281-85-2
Molecular Weight:
214.22
Beilstein/REAXYS Number:
5338165
MDL number:
MFCD09998203
UNSPSC Code:
12352005
PubChem Substance ID:
24878145
NACRES:
NA.22

assay

96%

optical activity

[α]20/D −10°, c = 1 in methanol

mp

102-105 °C (lit.)

SMILES string

OC1OC(=O)[C@@H]2OC3(CCCCC3)O[C@H]12

InChI

1S/C10H14O5/c11-8-6-7(9(12)13-8)15-10(14-6)4-2-1-3-5-10/h6-8,11H,1-5H2/t6-,7+,8?/m0/s1

InChI key

GHGRKHAVPBZSIH-KJFJCRTCSA-N

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Application

(+)-2,3-Cyclohexylidene-L-erythruronic acid can be used as a starting material to prepare (2R,3S)-1,4-bis(diphenylphosphino)butane-2,3-diol ligand, which is further used to synthesize Rh(I) based catalyst for the hydrogenation of olefins.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
08125MI
00605TI

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Cooperative attractive interactions in asymmetric hydrogenations with dihydroxydiphosphine Rh (I) catalysts-a competition study
Holz J, et al.
Journal of Organometallic Chemistry, 603(1), 61-68 (2000)

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