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ChemicalBook > CAS DataBase List > 2-AMINO-5-BROMOPHENOL

2-AMINO-5-BROMOPHENOL

Uses
Product Name
2-AMINO-5-BROMOPHENOL
CAS No.
38191-34-3
Chemical Name
2-AMINO-5-BROMOPHENOL
Synonyms
2-AMino-5-broMphenol;2-AMINO-5-BROMOPHENOL;Phenol,2-amino-5-bromo-;4-Bromo-2-hydroxyaniline;2-Amino-5-bromophenol 99%;4-Bromo-2-hydroxylaniline;4-Bromo-2-hydroxylbenzenamine
CBNumber
CB3121649
Molecular Formula
C6H6BrNO
Formula Weight
188.02
MOL File
38191-34-3.mol
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2-AMINO-5-BROMOPHENOL Property

Melting point:
146-147 °C
Boiling point:
265.0±25.0 °C(Predicted)
Density 
1.768±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
powder
pka
8.79±0.10(Predicted)
color 
brown
InChI
InChI=1S/C6H6BrNO/c7-4-1-2-5(8)6(9)3-4/h1-3,9H,8H2
InChIKey
DRQWUAAWZFIVTF-UHFFFAOYSA-N
SMILES
C1(O)=CC(Br)=CC=C1N
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Safety

Risk Statements 
43
Safety Statements 
36/37
HS Code 
2922290090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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

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

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N-Bromosuccinimide Price

TRC
Product number
A602058
Product name
2-Amino-5-bromophenol
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
A602058
Product name
2-Amino-5-bromophenol
Packaging
500mg
Price
$65
Updated
2021/12/16
AK Scientific
Product number
J98859
Product name
2-Amino-5-bromophenol
Packaging
1g
Price
$14
Updated
2021/12/16
Matrix Scientific
Product number
074218
Product name
2-Amino-5-bromophenol
Purity
95+%
Packaging
1g
Price
$24
Updated
2021/12/16
SynQuest Laboratories
Product number
4656-9-X0
Product name
2-Amino-5-bromophenol
Purity
98%
Packaging
1g
Price
$29
Updated
2021/12/16
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2-AMINO-5-BROMOPHENOL Chemical Properties,Usage,Production

Uses

2-Amino-5-bromophenol is used as an intermediate in organic synthesis and pharmaceuticals.

Chemical Properties

white to light yellow solid

Synthesis

27684-84-0

38191-34-3

General procedure for the synthesis of 2-amino-5-bromophenol from 5-bromo-2-nitrophenol: 5-bromo-2-nitrophenol (0.292 g, 1.34 mmol) was dissolved in 0.5% aqueous sodium hydroxide solution (30 mL) and stirred until completely dissolved. Sodium bisulfite (2.00 g, 85% pure, 9.76 mmol) was added to the reaction system and the reaction was stirred at room temperature for 15 minutes. After completion of the reaction, the reaction mixture was slowly acidified with dilute hydrochloric acid to pH 5. Subsequently, the reaction mixture was extracted with diethyl ether (40 mL) in three portions, the organic phases were combined and dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to give the crude product 2-amino-5-bromophenol (0.533 g, melting point 99.5-100.5 °C). The crude product was recrystallized by mixed solvent recrystallization from ether/hexane to give the pure product 2-amino-5-bromophenol (0.151 g, 0.80 mmol, 60% yield; melting point 125-127 °C (decomposition), melting point reported in the literature as 149.5-150.5 °C (Boyland, E et al., 1954)). The structure of the product was confirmed by 1H NMR (CD3CN, 500 MHz) and IR (KBr): 1H NMR δ 7.08 (bs, 1H), 6.82 (d, 1H, J=2Hz), 6.78 (dd, 1H, J=8.2Hz), 6.56 (d, 1H, J=8Hz), 4.03 (bs, 2H); IR 3496 (wide) 3377, 3298, 1598, 1502, 1431, 1269, 1210, 916, 877 cm-1.

References

[1] Journal of Organic Chemistry, 1990, vol. 55, # 9, p. 2736 - 2742
[2] Chemistry - A European Journal, 2011, vol. 17, # 33, p. 9076 - 9082
[3] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 5, p. 592 - 597
[4] MedChemComm, 2015, vol. 6, # 7, p. 1375 - 1380
[5] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 16, p. 4960 - 4971

2-AMINO-5-BROMOPHENOL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-AMINO-5-BROMOPHENOL manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
2-Amino-5-bromophenol 38191-34-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-27
Career Henan Chemical Co
Product
2-Amino-5-bromophenol 38191-34-3
Price
US $1.00/kg
Min. Order
1kg
Purity
95%-99%
Supply Ability
as request
Release date
2018-12-25