279617
2-Phenyl-1,3-dithiane
97%
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About This Item
Empirical Formula (Hill Notation):
C10H12S2
CAS Number:
Molecular Weight:
196.33
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
226-568-1
MDL number:
Assay:
97%
Form:
solid
Product Name
2-Phenyl-1,3-dithiane, 97%
InChI key
GXKPARDRBFURON-UHFFFAOYSA-N
InChI
1S/C10H12S2/c1-2-5-9(6-3-1)10-11-7-4-8-12-10/h1-3,5-6,10H,4,7-8H2
SMILES string
C1CSC(SC1)c2ccccc2
assay
97%
form
solid
mp
72-74 °C (lit.)
solubility
acetone: soluble 25 mg/mL, clear, colorless to yellow
functional group
phenyl
thioether
Application
2-Phenyl-1,3-dithiane is a versatile acyl anion equivalent and has been used in the preparation of benzaldehyde-1-d.
General description
The full set of NMR spectral parameters (1H, 13C, 31P) for 2-phenyl-1,3-dithiane has been reported.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Synthesis of 1-deuterioaldehydes. Benzaldehyde-1-D.
Seebach D, et al.
The Journal of Organic Chemistry, 31(12), 4303-4304 (1966)
NMR spectral analysis of 1, 3, 2-dithiaphosphorinanes and 1, 3-dithianes.
Martin J and Robert JB.
Org. Magn. Reson., 7(2), 76-77 (1975)
Smith, A. B., III; Boldi, A. M.
Journal of the American Chemical Society, 119, 6925-6925 (1997)
Amos B Smith et al.
Journal of the American Chemical Society, 125(47), 14435-14445 (2003-11-20)
The development, application, and advantages of a one-flask multicomponent dithiane linchpin coupling protocol, over the more conventional stepwise addition of dithiane anions to electrophiles leading to the rapid, efficient, and stereocontrolled assembly of highly functionalized intermediates for complex molecule synthesis
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