DE117268C - - Google Patents

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Publication number

DE117268C

DE117268C DENDAT117268D DE117268DA DE117268C DE 117268 C DE117268 C DE 117268C DE NDAT117268 D DENDAT117268 D DE NDAT117268D DE 117268D A DE117268D A DE 117268DA DE 117268 C DE117268 C DE 117268C

Authority

DE

Germany

Prior art keywords

dinitronaphthalene

sulfuric acid

acid

fuming sulfuric

pure

Prior art date

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

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• HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 claims description 7
• UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 2
• 238000000034 method Methods 0.000 claims 1
• 238000006396 nitration reaction Methods 0.000 claims 1
• XNKFCDGEFCOQOM-UHFFFAOYSA-N 1,2-dinitronaphthalene Chemical compound C1=CC=CC2=C([N+]([O-])=O)C([N+](=O)[O-])=CC=C21 XNKFCDGEFCOQOM-UHFFFAOYSA-N 0.000 description 5
• 239000002253 acid Substances 0.000 description 4
• QTRNDORTMVTOEG-UHFFFAOYSA-N [O-][N+](=O)OS(=O)(=O)[N+]([O-])=O Chemical class [O-][N+](=O)OS(=O)(=O)[N+]([O-])=O QTRNDORTMVTOEG-UHFFFAOYSA-N 0.000 description 3
• 238000009835 boiling Methods 0.000 description 3
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
• 239000007864 aqueous solution Substances 0.000 description 2
• 235000002639 sodium chloride Nutrition 0.000 description 2
• GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 2
• 239000000243 solution Substances 0.000 description 2
• BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 2
• XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 2
• NMMHJWYKFNBEFR-UHFFFAOYSA-N 2,3-dinitronaphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=C([N+]([O-])=O)C([N+]([O-])=O)=CC2=C1 NMMHJWYKFNBEFR-UHFFFAOYSA-N 0.000 description 1
• XTXBFFMUMHUUNL-UHFFFAOYSA-N 3-nitro-2-nitrosonaphthalen-1-ol Chemical class [N+](=O)([O-])C=1C(=C(C2=CC=CC=C2C=1)O)N=O XTXBFFMUMHUUNL-UHFFFAOYSA-N 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
• 230000002378 acidificating effect Effects 0.000 description 1
• 150000008064 anhydrides Chemical class 0.000 description 1
• 239000003638 chemical reducing agent Substances 0.000 description 1
• 239000013067 intermediate product Substances 0.000 description 1
• 239000000155 melt Substances 0.000 description 1
• 230000008018 melting Effects 0.000 description 1
• 238000002844 melting Methods 0.000 description 1
• XSCFKJGIAYKLRV-UHFFFAOYSA-N n-naphthalen-1-ylnitramide Chemical compound C1=CC=C2C(N[N+](=O)[O-])=CC=CC2=C1 XSCFKJGIAYKLRV-UHFFFAOYSA-N 0.000 description 1
• 230000007935 neutral effect Effects 0.000 description 1
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
• FWFGVMYFCODZRD-UHFFFAOYSA-N oxidanium;hydrogen sulfate Chemical compound O.OS(O)(=O)=O FWFGVMYFCODZRD-UHFFFAOYSA-N 0.000 description 1
• 239000002244 precipitate Substances 0.000 description 1
• 230000008707 rearrangement Effects 0.000 description 1
• 238000001953 recrystallisation Methods 0.000 description 1
• 150000003839 salts Chemical class 0.000 description 1
• ORFSSYGWXNGVFB-UHFFFAOYSA-N sodium 4-amino-6-[[4-[4-[(8-amino-1-hydroxy-5,7-disulfonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-5-hydroxynaphthalene-1,3-disulfonic acid Chemical compound COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N=NC3=C(C4=C(C=C3)C(=CC(=C4N)S(=O)(=O)O)S(=O)(=O)O)O)OC)N=NC5=C(C6=C(C=C5)C(=CC(=C6N)S(=O)(=O)O)S(=O)(=O)O)O.[Na+] ORFSSYGWXNGVFB-UHFFFAOYSA-N 0.000 description 1
• 239000011780 sodium chloride Substances 0.000 description 1
• 159000000000 sodium salts Chemical class 0.000 description 1
• GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical group [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 1
• 238000005987 sulfurization reaction Methods 0.000 description 1