552224
2-Amino-5-chlorophenol
97%
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About This Item
Linear Formula:
H2NC6H3(Cl)OH
CAS Number:
Molecular Weight:
143.57
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
249-020-3
MDL number:
Assay:
97%
Form:
solid
Product Name
2-Amino-5-chlorophenol, 97%
InChI key
FZCQMIRJCGWWCL-UHFFFAOYSA-N
InChI
1S/C6H6ClNO/c7-4-1-2-5(8)6(9)3-4/h1-3,9H,8H2
SMILES string
Nc1ccc(Cl)cc1O
assay
97%
form
solid
mp
145-153 °C (lit.)
functional group
chloro
Quality Level
Related Categories
Application
2-Amino-5-chlorophenol may be used to synthesize 2-amino-5-chloromuconic semialdehyde and benzoxazole derivatives.
General description
2-Amino-5-chlorophenol can be synthesized from 2-chloro-5-nitrophenol via reduction. It can also be obtained from 1-chloro-4-nitrobenzene by using a bacterial strain LW1. 2-Amino-5-chlorophenol participates in the condensation reaction with acetylferrocene to afford ferrocenyl Schiff bases bearing a phenol group.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Anacardic acid derived salicylates are inhibitors or activators of lipoxygenases.
Wisastra R, et al.
Bioorganic & Medicinal Chemistry, 20(12), 5027-5032 (2012)
Synthesis, characterization, and antimicrobial activity of cobalt (II), nickel (II), copper (II) and zinc (II) complexes with ferrocenyl Schiff bases containing a phenol moiety.
Abd-Elzaher MM.
Applied Organometallic Chemistry, 18(4), 149-155 (2004)
Synthesis and Crystal Structure of 1-Chloro-2-methyl-4-nitrobenzene.
Saeed A and Simpson J.
Crystals, 2(1), 137-143 (2012)
Jian-Feng Wu et al.
Archives of microbiology, 183(1), 1-8 (2004-12-08)
Comamonas strain CNB-1 was isolated from a biological reactor treating wastewater from a p-chloronitrobenzene production factory. Strain CNB-1 used p-chloronitrobenzene as sole source of carbon, nitrogen, and energy. A 2-aminophenol 1,6-dioxygenase was purified from cells of strain CNB-1. The purified
E Katsivela et al.
Applied and environmental microbiology, 65(4), 1405-1412 (1999-04-02)
Bacterial strain LW1, which belongs to the family Comamonadaceae, utilizes 1-chloro-4-nitrobenzene (1C4NB) as a sole source of carbon, nitrogen, and energy. Suspensions of 1C4NB-grown cells removed 1C4NB from culture fluids, and there was a concomitant release of ammonia and chloride.
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