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About This Item
Linear Formula:
H2NC6H3(Cl)OH
CAS Number:
Molecular Weight:
143.57
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
97%
form
solid
mp
145-153 °C (lit.)
SMILES string
Nc1ccc(Cl)cc1O
InChI
1S/C6H6ClNO/c7-4-1-2-5(8)6(9)3-4/h1-3,9H,8H2
InChI key
FZCQMIRJCGWWCL-UHFFFAOYSA-N
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.
Application
2-Amino-5-chlorophenol may be used to synthesize 2-amino-5-chloromuconic semialdehyde and benzoxazole derivatives.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
Synthesis and Crystal Structure of 1-Chloro-2-methyl-4-nitrobenzene.
Saeed A and Simpson J.
Crystals, 2(1), 137-143 (2012)
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.
Yi Xiao et al.
Applied microbiology and biotechnology, 73(1), 166-171 (2006-04-28)
The genes encoding enzymes involved in the initial reactions during degradation of 4-chloronitrobenzene (4CNB) were characterized from the 4CNB utilizer Pseudomonas putida ZWL73, in which a partial reductive pathway was adopted. A DNA fragment containing genes coding for chloronitrobenzene nitroreductase
M Valentovic et al.
Toxicology and applied pharmacology, 161(1), 1-9 (1999-11-24)
2-Amino-5-chlorophenol is nephrotoxic through an unidentified mechanism. This study examined the in vitro toxicity of 2-amino-5-chlorophenol in renal cortical slices from Fischer 344 rats and specifically assessed induction of lipid peroxidation and depletion of renal glutathione. Renal cortical slices exposed
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