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707163

Sigma-Aldrich

(1S,4S)-2,5-Diphenylbicyclo[2,2,2]octa-2,5-diene

95%

Synonym(s):

(S,S)-Phenyl-Bod

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About This Item

Empirical Formula (Hill Notation):
C20H18
CAS Number:
Molecular Weight:
258.36
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

optical activity

[α]22/D +34.0°, c = 0.7 in chloroform

mp

69-76 °C

functional group

phenyl

storage temp.

−20°C

SMILES string

C1C[C@H]2C=C([C@@H]1C=C2c3ccccc3)c4ccccc4

InChI

1S/C20H18/c1-3-7-15(8-4-1)19-13-18-12-11-17(19)14-20(18)16-9-5-2-6-10-16/h1-10,13-14,17-18H,11-12H2/t17-,18-/m0/s1

InChI key

BDYBOFJAEBJDMI-ROUUACIJSA-N

Application

(1S,4S)-2,5-Diphenylbicyclo[2,2,2]octa-2,5-diene can be used as a chiral diene ligand in the preparation of 1-methoxy-5,6,9,10-tetrahydro[6]helicene.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Nickel-Catalyzed Construction of Chiral 1-[6] Helicenols and Application in the Synthesis of [6] Helicene-Based Phosphinite Ligands
Tsujihara T, et al.
European Journal of Organic Chemistry, 2016(29), 4948-4952 (2016)

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