ChemicalBook > CAS DataBase List > 5,7-DIBROMO INDOLE

5,7-DIBROMO INDOLE

Product Name
5,7-DIBROMO INDOLE
CAS No.
36132-08-8
Chemical Name
5,7-DIBROMO INDOLE
Synonyms
5,7-DIBROMO INDOLE;5,7-Dibromoindole 97%;1H-Indole, 5,7-dibromo-
CBNumber
CB4102430
Molecular Formula
C8H5Br2N
Formula Weight
274.94
MOL File
36132-08-8.mol
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5,7-DIBROMO INDOLE Property

Melting point:
67-72°C
Boiling point:
368.5±22.0 °C(Predicted)
Density 
2.048±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
14.37±0.30(Predicted)
form 
powder
Appearance
White to off-white Solid
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Safety

Hazard Codes 
T
Risk Statements 
25-37/38-41
Safety Statements 
26-39-45
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
708798
Product name
5,7-Dibromoindole
Purity
97%
Packaging
1g
Price
$121.94
Updated
2025/07/31
American Custom Chemicals Corporation
Product number
HCH0066678
Product name
5,7-DIBROMOINDOLE
Purity
95.00%
Packaging
1MG
Price
$586.97
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0066678
Product name
5,7-DIBROMOINDOLE
Purity
95.00%
Packaging
10MG
Price
$618.5
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0066678
Product name
5,7-DIBROMOINDOLE
Purity
95.00%
Packaging
5MG
Price
$623.82
Updated
2021/12/16
AK Scientific
Product number
4555AB
Product name
5,7-Dibromo-1H-indole
Packaging
5g
Price
$890
Updated
2021/12/16
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5,7-DIBROMO INDOLE Chemical Properties,Usage,Production

Uses

5,7-Dibromo-1H-indole is an indole compound with two bromine atoms as substituents on the benzene ring. 5,7-Dibromo-1H-indole can participate in metalation reactions, the most common of which is lithiation. Other metals used in direct metalation or transmetalation of indoles include magnesium, zinc, tin, and boron. The structure is also known for directed metalation of nitrogen functional groups, directed orthorhombic metalation of substituents other than nitrogen, and halogen metal exchange.

Synthesis

51686-78-3

1826-67-1

36132-08-8

Vinylmagnesium bromide (21.0 g, 160 mmol) was slowly added to a solution of 2,4-dibromo-1-nitrobenzene (15.0 g, 53.3 mmol) in tetrahydrofuran (THF, 150 mL) at -40°C and the reaction was stirred for 30 min maintaining the temperature at -40°C. Upon completion of the reaction, the reaction mixture was carefully poured into saturated ammonium chloride (NH4Cl, 300 mL) solution and extracted with ethyl acetate (EtOAc, 3 x 300 mL). The organic layers were combined, washed with saturated brine (200 mL), dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (100-200 mesh, eluent 0 to 8% ethyl acetate in hexane solution) to afford 5,7-dibromo-1H-indole (5.90 g, 41% yield) as a brown solid.1H NMR (400 MHz, DMSO-d6) δ 6.56 (d, J=2.4 Hz, 1H), 7.43-7.52 (m 2H), 7.78 (s, 1H), 11.57 (brs, 1H).

References

[1] Patent: WO2017/20010, 2017, A1. Location in patent: Paragraph 0211

5,7-DIBROMO INDOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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