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Key Documents

183636

Sigma-Aldrich

2-Iodobenzyl alcohol

98%

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About This Item

Linear Formula:
IC6H4CH2OH
CAS Number:
Molecular Weight:
234.03
Beilstein:
2079487
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of indenones via palladium-catalyzed annulation of internal alkynes.
Larock RC, et al.
The Journal of Organic Chemistry, 58(17), 4579-4583 (1993)
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.
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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