4 Bromo 2 Chlorophenol Synthesis Essay

The homogeneous, gas-phase oxidative thermal degradation of 2-chlorophenol was studied in a 1 cm i.d., fused silica flow reactor at a concentration of 88 ppm, reaction time of 2.0 s, over a temperature range of 300 to 1000 °C. Observed products in order of yield were as follows:  4,6-dichlorodibenzofuran (4,6-DCDF) > dibenzo-p-dioxin (DD) > 1-monochlorodibenzo-p-dioxin (1-MCDD), 4-chlorodibenzofuran (4-MCDF), dibenzofuran (DF), naphthalene, chloronaphthalene, 2,4-dichlorophenol, 2,6-dichlorophenol, phenol, chlorobenzene, and benzene. In contrast to pyrolysis, 4,6-DCDF is the major product rather than DD, and 1-MCDD and naphthalene are formed at temperatures as low as 400 °C. Under oxidative conditions, •OH and Cl• are the major carriers, which favors 4,6-DCDF formation over DD or 1-MCDD through abstraction of H• through diketo- and ether- intermediates. It is proposed that below 500 °C, unimolecular tautomerization/HCl elimination and CO elimination/isomerization reactions result in the formation of 1-MCDD and naphthalene, respectively.

IUPAC Name

2-amino-4-chlorophenol

InChI

InChI=1S/C6H6ClNO/c7-4-1-2-6(9)5(8)3-4/h1-3,9H,8H2

InChI Key

SWFNPENEBHAHEB-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=C(C=C1Cl)N)O

MeSH Synonyms

2-amino-4-chlorophenol, 2-amino-4-chlorophenol hydrochloride, 2-amino-4-chlorophenol, sulfate(1:1), 4-chloro-2-aminophenol, 5-chloro-2-hydroxyaniline

Depositor-Supplied Synonyms

2-Amino-4-chlorophenol, 95-85-2, 5-CHLORO-2-HYDROXYANILINE, Fouramine PY, 4-Chloro-2-aminophenol, Phenol, 2-amino-4-chloro-, 2-Hydroxy-5-chloroaniline, p-Chloro-o-aminophenol, 2-amino-4-chloro-phenol, C.I. Oxidation Base 18, C.I. 76525, 4-chloro-2-amino phenol, CCRIS 4579, SWFNPENEBHAHEB-UHFFFAOYSA-N, EINECS 202-458-9, UN2673, NSC 247814, BRN 0774859, amino-4-chlorophenol, 2-amino 4-chlorophenol, AC1L1ODP, DSSTox_CID_4473, ACMC-209s5j, UNII-2Z43LEA3DX, 5-chloro-2-hydroxy-aniline, 2Z43LEA3DX, 5-Chloro-2-hydroxy aniline, DSSTox_RID_77415, 2-azanyl-4-chloranyl-phenol, DSSTox_GSID_24473, SCHEMBL93885, C44400_ALDRICH, KSC490K7F, CHEMBL251389, 5471-76-1 (hydrochloride), CTK3J0572, MolPort-000-639-458, BB_SC-7145, ZINC404323, 4-chloro-2-amino-1-hydroxybenzene, 1-Hydroxy-2-amino-4-chlorobenzene, Tox21_201047, ANW-40757, BBL012067, MFCD00007694, NSC247814, SBB007588, STK082036, ZINC00404323, AKOS000119832, 2-AMINO-4-CHLOROPHENOL, PRACT, AS04639, CS16374, LS-1994, LS10668, MCULE-6574605871, NSC-247814, RTR-032602, TRA0026385, UN 2673, CAS-95-85-2, NCGC00091565-01, NCGC00091565-02, NCGC00091565-03, NCGC00258600-01, 94232-35-6 (sulfate(1:1)), AC-10586, AJ-22328, AK-44150, AN-42767, CJ-04011, KB-19880, OR019931, ZB013474, AB1002788, DB-057609, KB-190436, TR-032602, A0284, A6624, FT-0611109, ST24021964, ST45255333, T8321, TL80073613, 2-Amino-4-chlorophenol [UN2673] [Poison], 2-Amino-4-chlorophenol [UN2673] [Poison], 4-13-00-00878 (Beilstein Handbook Reference), A845483, I01-1420, I01-8960, W-100152, 3B3-030295, InChI=1/C6H6ClNO/c7-4-1-2-6(9)5(8)3-4/h1-3,9H,8H

Removed Synonyms

C6H6ClNO, 4-Amino-2-chlorophenol, 4-Amino-2-chloro-phenol, CID7265, 2-Amino-4-chlorophenol hydrochloride, 2-amino-4-chlorophenol, sulfate(1:1), C027296, 3964-52-1, 5471-76-1

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