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About This Item
Linear Formula:
IC6H4CH2OH
CAS Number:
Molecular Weight:
234.03
Beilstein/REAXYS Number:
2079487
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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assay
98%
mp
89-92 °C (lit.)
SMILES string
OCc1ccccc1I
InChI
1S/C7H7IO/c8-7-4-2-1-3-6(7)5-9/h1-4,9H,5H2
InChI key
WZCXOBMFBKSSFA-UHFFFAOYSA-N
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Application
2-Iodobenzyl alcohol was used in the synthesis of:
- substituted seven-membered lactones
- 2-[(E)-(1′-iodo-2′-propenyl)]benzyl alcohol
- 2,3-diphenyl-1-indenone
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)
Certificates of Analysis (COA)
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Dinesh Kumar Rayabarapu et al.
Journal of the American Chemical Society, 124(20), 5630-5631 (2002-05-16)
A new class of substituted seven-membered lactones 3 were conveniently synthesized via cyclization of o-iodobenzyl alcohol 1 (o-IC(6)H(4)CH(2)OH) with various propiolates 2 (RC triple bond CCOOMe) in the presence of Ni(dppe)Br(2) and Zn powder in acetonitrile at 80 degrees C.
Synthesis of indenones via palladium-catalyzed annulation of internal alkynes.
Larock RC, et al.
The Journal of Organic Chemistry, 58(17), 4579-4583 (1993)
Guangwei Wang et al.
Journal of organometallic chemistry, 692(21), 4731-4736 (2007-10-01)
The Zr-catalyzed methylalumination of heterosubstituted arylethynes containing O, S, Cl, and Si can proceed in high yields (>70%) and in a highly regio- and stereoselective manner (≥98-99%), although SO(2)Ph, Br, and Cl in a benzylic position present serious chemoselectivity-related problems.
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