ChemicalBook >> CAS DataBase List >>6-Bromo-1H-indole

6-Bromo-1H-indole

CAS No.
52415-29-9
Chemical Name:
6-Bromo-1H-indole
Synonyms
bromoindole;6-BROMOINDOLE;EOS-60560;BROMOINDOLE-6;6-BROMO-1H-INDOLE;6-Bromoindole,96%;6-Bromoindole,98%;6-broMo-3H-indole;6-BROMOINDOLE 98%;6-Bromoindole >
CBNumber:
CB9663460
Molecular Formula:
C8H6BrN
Molecular Weight:
196.04
MDL Number:
MFCD00238550
MOL File:
52415-29-9.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:51
Product description Number Pack Size Price
6-Bromoindole 96% 524344 1g $62.37
6-Bromoindole 96% 524344 5g $223
6-Bromoindole >98.0%(GC) B1794 1g $58
6-Bromoindole >98.0%(GC) B1794 5g $172
6-Bromoindole B684560 5g $525
More product size

6-Bromo-1H-indole Properties

Melting point 92-96 °C (lit.)
Boiling point 70-75°C 0,01mm
Density 1.660±0.06 g/cm3(Predicted)
Flash point 70-75°C/0.01mm
storage temp. Keep in dark place,Sealed in dry,Room Temperature
pka 16.07±0.30(Predicted)
form Powder
color White to brown
Sensitive Air & Light Sensitive
BRN 112711
InChI InChI=1S/C8H6BrN/c9-7-2-1-6-3-4-10-8(6)5-7/h1-5,10H
InChIKey MAWGHOPSCKCTPA-UHFFFAOYSA-N
SMILES N1C2=C(C=CC(Br)=C2)C=C1
CAS DataBase Reference 52415-29-9(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
HazardClass  IRRITANT
HS Code  29339900
NFPA 704
1
2 0

6-Bromo-1H-indole price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 524344 6-Bromoindole 96% 52415-29-9 1g $62.37 2025-07-31 Buy
Sigma-Aldrich 524344 6-Bromoindole 96% 52415-29-9 5g $223 2025-07-31 Buy
TCI Chemical B1794 6-Bromoindole >98.0%(GC) 52415-29-9 1g $58 2025-07-31 Buy
TCI Chemical B1794 6-Bromoindole >98.0%(GC) 52415-29-9 5g $172 2025-07-31 Buy
TRC B684560 6-Bromoindole 52415-29-9 5g $525 2021-12-16 Buy
Product number Packaging Price Buy
524344 1g $62.37 Buy
524344 5g $223 Buy
B1794 1g $58 Buy
B1794 5g $172 Buy
B684560 5g $525 Buy

6-Bromo-1H-indole Chemical Properties,Uses,Production

Chemical Properties

White to brown powder

Uses

6-Bromoindole is a starting material in the synthesis of various indole derivatives.

Uses

Essential starter in 6-substituted indole chemistry.

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 249, 1984 DOI: 10.1021/jo00176a007

General Description

6-Bromoindole is an indole derivative. It undergoes palladium-catalyzed reaction with 2-(4-fluorophenyl)ethylpiperazine to afford the carbonylation products.

Synthesis

4-Bromo-2-nitrotoluene

60956-26-5

N,N-Dimethylformamide dimethyl acetal

4637-24-5

6-Bromo-1H-indole

52415-29-9

Step A: Under nitrogen protection, 4-bromo-2-nitrotoluene (7.9 g, 36.6 mmol) was dissolved in anhydrous N,N-dimethylformamide (73 mL), and N,N-dimethylformamide dimethyl acetal (14.5 mL, 110 mmol) and pyrrolidine (4.7 mL) were added sequentially. The reaction mixture was heated and stirred in an oil bath at 110 °C for 90 min. After completion of the reaction, the mixture was cooled to room temperature, diluted with ether (200 mL), and washed with deionized water (3 × 100 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was dissolved in 80% aqueous acetic acid (245 mL) and heated to 75 °C. Under stirring, zinc powder (20.8 g, 318 mmol) was added in batches for 2 hours. After addition, the reaction mixture was warmed to 85 °C and stirring was continued for 3.5 hours. After completion of the reaction, the mixture was cooled to room temperature and then to 0 °C in an ice bath and filtered to remove insoluble matter. The filtrate was diluted with ethyl acetate (200 mL) and washed with deionized water (2 × 100 mL). The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a brown oily crude product. The crude product was purified by fast column chromatography with the eluent being a mixed solvent of hexane/ethyl acetate in the order of 95:5 and 90:10 to give 6-bromoindole as a gray solid (2.61 g, 36% yield). The structure of the product was confirmed by 1H NMR (500 MHz, CDCl3): δ 8.14 (br s, 1H), 7.53 (s, 1H), 7.49 (d, J = 8.4 Hz, 1H), 7.21 (dd, J = 8.4, 1.7 Hz, 1H), 7.17-7.15 (m, 1H), 6.53-6.51 (m, 1H).

References

[1] Journal of Organic Chemistry, 2004, vol. 69, # 20, p. 6812 - 6820
[2] RSC Advances, 2014, vol. 4, # 9, p. 4672 - 4675
[3] Patent: US2006/52378, 2006, A1. Location in patent: Page/Page column 154
[4] Tetrahedron, 1999, vol. 55, # 4, p. 935 - 942
[5] Patent: US2011/46370, 2011, A1. Location in patent: Page/Page column 10

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View Lastest Price from 6-Bromo-1H-indole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-Bromo-1H-indole pictures 2025-04-04 6-Bromo-1H-indole
52415-29-9
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
6-Bromo-1H-indole pictures 2025-01-03 6-Bromo-1H-indole
52415-29-9
US $0.00-0.00 / KG 1g 99% 2000tons Shaanxi Dideu Medichem Co. Ltd
6-Bromoindole in stock  Factory  pictures 2020-06-02 6-Bromoindole in stock Factory
52415-29-9
US $1.00 / KG 1KG TOP 3 Factory in China Top 3 largest production capacity Factory Chemwill Asia Co.,Ltd.
EOS-60560 6-Bromoindole in stock Factory bromoindole BROMOINDOLE-6 6-BROMO-1H-INDOLE 6-BROMOINDOLE 6-Bromoindole,98% bromoindole 6-Bromoindole 6-Bromoindole,96% 1H-Indole, 6-broMo- 6-broMo-3H-indole 6-BROMOINDOLE 98% 6-Bromoindole > 52415-29-9 54415-29-9 52415-29-2 Building Blocks ARYL HALIDE Indoles Simple Indoles Heterocyclic Building Blocks Halogenated Heterocycles Heterocycle-Indole series Simple Indoles Halogenated Heterocycles Heterocyclic Building Blocks IndolesBuilding Blocks pharmacetical Indole Indoles Heterocyclic Compounds Halogenated Organohalides blocks Bromides IndolesOxindoles Indole/indoline/oxindole Indoles and derivatives