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

2-BROMO-5-METHOXYANILINE

Product Name: 2-BROMO-5-METHOXYANILINE
CAS No.: 59557-92-5
Chemical Name: 2-BROMO-5-METHOXYANILINE
Synonyms: 2-bromo-5-methoxybenzenamine;6-Bromo-m-anisidine;2-BROMO-5-METHOXYANI;4-Bromo-3-amino anisole;2-BROMO-5-METHOXYANILINE;2-Bromo-5-methoxyaniline 97%;2-BroMo-5-Methoxy-phenylaMine;Benzenamine, 2-bromo-5-methoxy-;3-Amino-4-bromoanisole, 6-Bromo-m-anisidine;2-Bromo-5-Methoxyaniline (In HCl salt form)
CBNumber: CB8729750
Molecular Formula: C7H8BrNO
Formula Weight: 202.05
MOL File: 59557-92-5.mol

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2-BROMO-5-METHOXYANILINE Property

Melting point:: 189-190°C
Boiling point:: 280.1±20.0 °C(Predicted)
Density: 1.531±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
pka: 2.11±0.10(Predicted)
form: solid
Appearance: Brown to black Solid-liquid mixture
CAS DataBase Reference: 59557-92-5(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
HS Code: 29222990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P271Use only outdoors or in a well-ventilated area.

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: CDS020665
Product name: 2-Bromo-5-methoxyaniline
Packaging: 100 mg
Price: $36.7
Updated: 2025/07/31

TRC

Product number: B699813
Product name: 2-Bromo-5-methoxyaniline
Packaging: 50mg
Price: $60
Updated: 2021/12/16

Matrix Scientific

Product number: 074326
Product name: 2-Bromo-5-methoxyaniline
Purity: 95+%
Packaging: 5g
Price: $17
Updated: 2021/12/16

Apolloscientific

Product number: OR59916
Product name: 2-Bromo-5-methoxyaniline
Purity: 97%
Packaging: 5g
Price: $19
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4656-9-X4
Product name: 2-Bromo-5-methoxyaniline
Packaging: 5G
Price: $21
Updated: 2021/12/16

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

Uses

2-Bromo-5-methoxyaniline is used as a synthetic material intermediate for the preparation of epidermal growth factor receptor inhibitors, urolithin derivatives and melatonergic ligands. It is also an OLED intermediate for organic electroluminescent devices.

Synthesis

5344-78-5

59557-92-5

1. 4-Bromo-3-nitroanisole (1.71 g, 7.2 mmol, 1 eq.) was dissolved in a solvent mixture of ethanol (7 mL) and water (5 mL). 2. To the above solution was added iron powder (2.00 g, 35.7 mmol, 5 eq.) and ammonium chloride (1.53 g, 28.6 mmol, 4 eq.). 3. The reaction mixture was heated to reflux for 2 hours. 4. Upon completion of the reaction, the black organic phase was extracted with ether (4 x 100 mL). 5. The organic phase was separated to give 2-bromo-5-methoxyaniline in 95% yield as a green solid. 6. 2-Bromo-5-methoxyaniline (1.50 g, 7.4 mmol, 1 eq.), the crude product, was dissolved in concentrated hydrochloric acid (7 mL) at 0 °C. 7. To the above solution was added dropwise an aqueous solution of sodium nitrite (0.5 g, 7.2 mmol, 1 eq.) (5 mL) at 0 °C. 8. Continue stirring for 5 hours at 0 °C to form the diazonium salt. 9. In another flask, treat water (8 mL) with thionyl chloride (2.2 mL, 30.3 mmol, 4 eq.) at 0 °C. 10. Stirring was continued for 1 hour at 0 °C. 11. Wash the aqueous phase with ethyl acetate (6 x 50 mL). 12. Combine the organic phases and dry with magnesium sulfate. 13. The solvent was removed under pressure and the product was purified by column chromatography (n-hexane-ethyl acetate, 5:1) to afford the target product S5 (1.50 g, 46%) as a yellow oil. 14. The Rf value of the product was 0.3 (n-hexane-ethyl acetate, 5:1), which was in agreement with the data reported in the literature.

References

[1] Chemistry - A European Journal, 2017, vol. 23, # 42, p. 9996 - 10000
[2] Journal of Medicinal Chemistry, 1995, vol. 38, # 6, p. 950 - 957
[3] Organic Letters, 2015, vol. 17, # 4, p. 802 - 805
[4] Tetrahedron Letters, 2017, vol. 58, # 48, p. 4559 - 4562
[5] Journal of the American Chemical Society, 1994, vol. 116, # 26, p. 11797 - 11810

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

Raw materials

Preparation Products

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

Career Henan Chemical Co

Product: 2-BROMO-5-METHOXYANILINE 59557-92-5
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100kg
Release date: 2019-07-11

59557-92-5, 2-BROMO-5-METHOXYANILINERelated Search:

2-Bromo-5-methylpyridine 2-BROMO-5-METHOXYPYRIDINE 2-Bromo-6-(trifluoromethyl)pyridine 2-Bromo-6-methylpyridine 2-BROMO-5-IODOBENZYL ALCOHOL 2-Bromo-5-nitropyridine 2-Bromo-5-(trifluoromethyl)pyridine 5-Amino-2-bromopyridine 6-Bromonicotinic acid 2-Bromo-5-chloropyridine 2-Bromo-5-fluoropyridine 5-Bromo-2-methoxyaniline, HCl 5-BROMO-2-METHOXYANILINE 2-BROMO-4-METHOXYANILINE 2-Bromo-5-methoxyaniline, HCl 2-bromo-5-aminoanisole(4-bromo-3-methoxyaniline),4-BROMO-3-METHOXYANILINE, 98+%,4-BROMO-3-METHOXYANILINE,4-Bromo-3-methoxyaniline, 97+% 4-BROMO-2-METHOXYANILINE[2-AMINO-5-BROMOANISOLE] ,4-BROMO-2-METHOXYANILINE 2-BROMO-5-METHOXYANILINE SULPHATE

2-BROMO-5-METHOXYANILINE

4-Bromo-3-amino anisole

2-bromo-5-methoxybenzenamine

2-Bromo-5-Methoxyaniline (In HCl salt form)

2-BROMO-5-METHOXYANI

2-BroMo-5-Methoxy-phenylaMine

2-Bromo-5-methoxyaniline 97%

3-Amino-4-bromoanisole, 6-Bromo-m-anisidine

Benzenamine, 2-bromo-5-methoxy-

6-Bromo-m-anisidine

59557-92-5

59557-92-9

Phenyls & Phenyl-Het

Amines

Phenyls & Phenyl-Het

Anilines, Amides & Amines

Anisoles, Alkyloxy Compounds & Phenylacetates

Bromine Compounds