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550779

Sigma-Aldrich

2-Iodobenzaldehyde

97%

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1 G
¥18,800

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1 G
¥18,800

About This Item

Linear Formula:
IC6H4CHO
CAS Number:
26260-02-6
Molecular Weight:
232.02
MDL number:
MFCD00039570
UNSPSC Code:
12352100
PubChem Substance ID:
24879145
NACRES:
NA.22

¥18,800

Available to ship onApril 16, 2025Details

Request a Bulk Order

Assay

97%

mp

36-39 °C (lit.)

functional group

aldehyde
iodo

storage temp.

2-8°C

SMILES string

Ic1ccccc1C=O

InChI

1S/C7H5IO/c8-7-4-2-1-3-6(7)5-9/h1-5H

InChI key

WWKKTHALZAYYAI-UHFFFAOYSA-N

Related Categories

General description

2-Iodobenzaldehyde (o-iodobenzaldehyde) is a 2-halobenzaldehyde derivative. Its crystals belong to the orthorhombic crystal system and P212121 space group.[1]

Application

2-Iodobenzaldehyde may be used as a reactant in the synthesis of the following heterocycles:
  • 2,3-diaryl-1-indenones[2]
  • indolo[1,2-a]quinazolines[3]
  • Baylis-Hillman (BH) adducts[4]
It may also be used in preparing:
  • 5-phenylindazolo[3,2-b]quinazolin-7(5H)-one[5]
  • 4-(3-iodophenyl)-2,2:6,2-terpyridine[6]
  • fluoren-9-one[7]
  • 2-formyl-3′-methoxybiphenyl[8]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - 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

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

550779-1G:4548173994826
550779-VAR:
550779-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
0000203346
0000209107
SHBB1978V
MKBF6206V
MKBB6544

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2-Iodobenzaldehyde.
Betz R and Klufers P.
Acta Crystallographica Section E, Structure Reports Online, 63(12), o4879-o4879 (2007)
Copper (I)-Catalyzed Synthesis of 5-Arylindazolo [3, 2-b] quinazolin-7 (5 H)-one via Ullmann-Type Reaction
Chen DS, et al.
The Journal of Organic Chemistry, 78(11), 5700-5704 (2013)
Ring-Closing Olefin Metathesis of 2, 2'-Divinylbiphenyls: A Novel and General Approach to Phenanthrenes.
Iuliano A, et al.
Organic Letters, 6(21), 3711-3714 (2004)
Combined catalysis: Pd-catalyzed two-step one-pot protocol for 2, 3-diaryl-1-indenones involving domino synthesis of diarylacetylenes and Heck-Larock annulations.
Rao MLN and Dhanorkar RJ.
Tetrahedron, 70(43), 8067-8078 (2014)
Self-Assembly of Shape-Persistent Hexagonal Macrocycles with Trimeric Bis (terpyridine)-FeII Connectivity.
Li S, et al.
European Journal of Organic Chemistry, 2008(19), 3328-3334 (2008)
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