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456705

Sigma-Aldrich

(DHQ)2AQN

95%

Synonym(s):

Hydroquinine anthraquinone-1,4-diyl diether

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500 MG
$123.00

About This Item

Empirical Formula (Hill Notation):
C54H56N4O6
CAS Number:
Molecular Weight:
857.05
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

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assay

95%

form

solid

optical activity

[α]20/D +495°, c = 1 in chloroform

mp

175-180 °C (lit.)

functional group

ketone

SMILES string

CC[C@@H]1CN2CC[C@H]1C[C@@H]2[C@H](Oc3ccc(O[C@@H]([C@H]4C[C@@H]5CCN4C[C@H]5CC)c6ccnc7ccc(OC)cc67)c8C(=O)c9ccccc9C(=O)c38)c%10ccnc%11ccc(OC)cc%10%11

InChI

1S/C54H56N4O6/c1-5-31-29-57-23-19-33(31)25-45(57)53(39-17-21-55-43-13-11-35(61-3)27-41(39)43)63-47-15-16-48(50-49(47)51(59)37-9-7-8-10-38(37)52(50)60)64-54(46-26-34-20-24-58(46)30-32(34)6-2)40-18-22-56-44-14-12-36(62-4)28-42(40)44/h7-18,21-22,27-28,31-34,45-46,53-54H,5-6,19-20,23-26,29-30H2,1-4H3/t31-,32-,33+,34+,45-,46-,53-,54-/m1/s1

InChI key

ARCFYUDCVYJQRN-KGHNJIHGSA-N

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This Item
418978418951392723
(DHQ)2AQN 95%

456705

(DHQ)2AQN

(DHQ)2Pyr 97%

418978

(DHQ)2Pyr

form

solid

form

solid

form

-

form

-

functional group

ketone

functional group

phenyl

functional group

phenyl

functional group

-

optical activity

[α]20/D +495°, c = 1 in chloroform

optical activity

[α]20/D +455°, c = 1.2 in methanol

optical activity

[α]20/D −390°, c = 1.2 in methanol

optical activity

[α]22/D +336°, c = 1.2 in methanol

mp

175-180 °C (lit.)

mp

245-248 °C (lit.)

mp

247-250 °C (lit.)

mp

178 °C (dec.) (lit.)

Application

Superior ligand for asymmetric dihydroxylation reactions of most olefins bearing aliphatic substituents or olefins having heteroatoms in the allylic position.[1]

Legal Information

Sold under license from Rhodia Pharma Solutions.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Eecker, H. Sharpless, K.B.
Angewandte Chemie (International Edition in English), 35, 448-448 (1996)

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