ChemicalBook > CAS DataBase List > 5-BROMO-2-IODOBENZALDEHYDE

5-BROMO-2-IODOBENZALDEHYDE

Product Name
5-BROMO-2-IODOBENZALDEHYDE
CAS No.
689291-89-2
Chemical Name
5-BROMO-2-IODOBENZALDEHYDE
Synonyms
5-BROMO-2-IODOBENZALDEHYDE;Benzaldehyde, 5-bromo-2-iodo-
CBNumber
CB8289359
Molecular Formula
C7H4BrIO
Formula Weight
310.91
MOL File
689291-89-2.mol
More
Less

5-BROMO-2-IODOBENZALDEHYDE Property

Melting point:
89-90 ºC
Boiling point:
312.2±27.0 °C(Predicted)
Density 
2.231
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
crystalline powder
color 
Light gold (hint of orange)
InChI
InChI=1S/C7H4BrIO/c8-6-1-2-7(9)5(3-6)4-10/h1-4H
InChIKey
MOELYMOGQIDKNW-UHFFFAOYSA-N
SMILES
C(=O)C1=CC(Br)=CC=C1I
More
Less

Safety

HS Code 
2913000090
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Apolloscientific
Product number
OR40680
Product name
5-Bromo-2-iodobenzaldehyde
Packaging
1g
Price
$66
Updated
2021/12/16
SynQuest Laboratories
Product number
2615-S-01
Product name
5-Bromo-2-iodobenzaldehyde
Packaging
1g
Price
$72
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB30961
Product name
5-Bromo-2-iodobenzaldehyde
Packaging
1g
Price
$120.8
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB30961
Product name
5-Bromo-2-iodobenzaldehyde
Packaging
2g
Price
$189
Updated
2021/12/16
Apolloscientific
Product number
OR40680
Product name
5-Bromo-2-iodobenzaldehyde
Packaging
5g
Price
$195
Updated
2021/12/16
More
Less

5-BROMO-2-IODOBENZALDEHYDE Chemical Properties,Usage,Production

Uses

5-Bromo-2-iodobenzaldehyde is a useful synthetic intermediate. It is used to prepare aza-fused polycyclic quinolines via copper-catalyzed cascade intermolecular condensation. It is also used in the synthesis of oxoindenopyrroles via copper-catalyzed tandem cycloaddition and coupling of iodoarylynones with isocyanides.

Synthesis

199786-58-8

689291-89-2

General procedure for the synthesis of 5-bromo-2-iodobenzaldehyde from (5-bromo-2-iodophenyl)methanol: Oxalyl chloride (1.99 mL, 23.04 mmol, 1.6 eq.) was dissolved in dichloromethane (DCM, 25 mL) under drying conditions and cooled to -70°C. In another vessel, DMSO (2.44 mL, 34.5 mmol, 2.4 eq.) was dissolved in DCM (25 mL) and similarly cooled to -65°C to -70°C. The DMSO solution was slowly added to the oxalyl chloride solution under nitrogen protection, keeping the temperature at -70 °C and stirring for 10 min. Subsequently, a solution of (5-bromo-2-iodophenyl)methanol (4.55 g, 14.4 mmol, 1.0 eq.) in DCM (100 mL) was added and the reaction mixture was continued to be stirred at -65 °C for 15 min. Next, triethylamine (10 mL, 72 mmol, 5.0 eq.) was added and the reaction mixture was gradually warmed to -10 °C and stirred at this temperature for 1 hour. Upon completion of the reaction, the reaction was quenched by the addition of water (40 mL) and the mixture was gradually warmed to room temperature. The organic layer was separated and concentrated by evaporation to give 5-bromo-2-iodobenzaldehyde (4.2 g, 93% yield) as a white solid. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 7.45 (d, J = 7.6 Hz, 1H), 7.81 (d, J = 11.6 Hz, 1H), 7.98 (d, J = 1.6 Hz, 1H), 9.97 (s, 1H).

References

[1] Organic Letters, 2008, vol. 10, # 14, p. 3001 - 3004
[2] Tetrahedron, 2011, vol. 67, # 1, p. 125 - 143
[3] Organic Letters, 2016, vol. 18, # 9, p. 2126 - 2129
[4] Patent: WO2018/15879, 2018, A1. Location in patent: Page/Page column 81-82
[5] Patent: US2004/92521, 2004, A1. Location in patent: Page/Page column 19-20; 46

5-BROMO-2-IODOBENZALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

5-BROMO-2-IODOBENZALDEHYDE Suppliers

China 109 India 4 United Kingdom 5 United States 9 Global 127
Accela ChemBio Inc.
Tel
+1-858-6993322
Fax
(+1)-858-876-1948
Email
info@accelachem.com
Country
United States
ProdList
21193
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
Email
tp@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Alfa Chemistry
Tel
--
Fax
--
Email
info@Alfa-Chemistry.com
Country
United States
ProdList
6814
Advantage
0
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
Spectra Group Limited, Inc.
Tel
--
Fax
--
Email
info@sglinc.com
Country
United States
ProdList
302
Advantage
62
More
Less

View Lastest Price from 5-BROMO-2-IODOBENZALDEHYDE manufacturers

Career Henan Chemical Co
Product
5-BROMO-2-IODOBENZALDEHYDE 689291-89-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2019-07-12

689291-89-2, 5-BROMO-2-IODOBENZALDEHYDERelated Search:

5-Bromo-2-fluoro-3-Pyridinol ETHYL 5-BROMO-2-PYRAZINECARBOXYLATE 5-BROMO-2-FLUORO-4-IODOPHENOL 5-BROMO-2-PHENYLTHIAZOLE 2-chloro-6-iodobenzoic acid 2-Bromo-6-methylbenzoic acid 2-CHLORO-6-NITROANILINE 2-BROMO-4-IODOBENZALDEHYDE 5-BROMO-2-IODOBENZALDEHYDE 5-Bromo-2-iodobenzoic acid METHYL 5-BROMO-2-IODOBENZOATE 2-IODOBENZALDEHYDE 2-BROMO-5-IODOBENZALDEHYDE 5-BROMO-2-IODOBENZAMIDE 3-BROMO-5-IODOBENZALDEHYDE 3-BROMO-4-IODOBENZALDEHYDE 2-(benzyloxy)-5-bromo-3-iodobenzaldehyde oxime 5-BROMO-2-IODOBENZHYDRAZIDE

  • 5-BROMO-2-IODOBENZALDEHYDE
  • Benzaldehyde, 5-bromo-2-iodo-
  • 689291-89-2