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183636

Sigma-Aldrich

2-Iodobenzyl alcohol

98%

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10 G
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50 G
¥34,210

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10 G
¥7,600
50 G
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About This Item

Linear Formula:
IC6H4CH2OH
CAS Number:
5159-41-1
Molecular Weight:
234.03
Beilstein:
2079487
EC Number:
225-933-2
MDL number:
MFCD00004610
UNSPSC Code:
12352100
PubChem Substance ID:
24851064
NACRES:
NA.22
Assay:
98%

¥7,600

List Price¥11,500Save 34%

In StockDetails

Request a Bulk Order

Quality Level

100

Assay

98%

mp

89-92 °C (lit.)

functional group

hydroxyl
iodo

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[1]
  • 2-[(E)-(1′-iodo-2′-propenyl)]benzyl alcohol[2]
  • 2,3-diphenyl-1-indenone[3]

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

183636-10G:4548173986173
183636-50G:4548173986166
183636-BULK:
183636-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW4687
MKBQ9969V
MKCL4476
MKCC4701
16925LH

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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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