ethanol
2-hydroxy-5-sulfo-benzenediazonium-betaine
p-hydoroxybenzenesulfonic acid
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
Geschwindigkeit der Zersetzung bei Ultraviolett-Bestrahlung zwischen pH 1und 10 und Temperaturen zwischen 35grad und 100grad; |
Conditions | Yield |
---|---|
With sodium hydroxide at 300℃; | |
With quicklime; water; copper at 180 - 200℃; | |
With barium dihydroxide; water; copper at 180 - 200℃; | |
With quicklime; water at 180 - 200℃; in Gegenwart von Kupferverbindungen; | |
With barium dihydroxide; water at 180 - 200℃; in Gegenwart von Kupferverbindungen; |
Conditions | Yield |
---|---|
With quicklime; water; copper at 180 - 200℃; | |
With barium dihydroxide; water; copper at 180 - 200℃; | |
With quicklime; water at 180 - 200℃; in Gegenwart von Kupferverbindungen; | |
With barium dihydroxide; water at 180 - 200℃; in Gegenwart von Kupferverbindungen; |
4-ethoxybenzonitrile
p-hydoroxybenzenesulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid |
Conditions | Yield |
---|---|
With sulfuric acid |
Conditions | Yield |
---|---|
Erhitzen der entstandenen Diazoverbindung mit Alkohol und Kupferpulver.Diazotization; |
6.4'-Dioxy-3-methyl-diphenylsulfon
A
p-hydoroxybenzenesulfonic acid
B
4-hydroxy-toluene-3-sulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid |
Conditions | Yield |
---|---|
With sulfuric acid |
Conditions | Yield |
---|---|
at 95 - 120℃; |
Conditions | Yield |
---|---|
at 95 - 120℃; |
dimethyl sulfate
phenol
A
methyl bisulfate
B
Dimethyl ether
C
p-hydoroxybenzenesulfonic acid
D
methoxybenzene
Conditions | Yield |
---|---|
at 100 - 120℃; anderen Produkten: p-Phenol-sulfonsaeuremethylester; p-Anisolsulfonsaeure; p-Anisolsulfonsaeuremethylester; |
Conditions | Yield |
---|---|
With water; platinum Electrolysis; | |
With water; lead dioxide Electrolysis; |
Conditions | Yield |
---|---|
With sulfuric acid at 90 - 100℃; Isolierung als Natriumsalz; | |
With sulfuric acid; boron trifluoride | |
With copper(II) hydroxide; ammonium bisulfite; ammonia; water; oxygen |
Conditions | Yield |
---|---|
With carbon disulfide; chlorosulfonic acid at -15℃; |
phenol
A
p-hydoroxybenzenesulfonic acid
B
4-hydroxy-benzene-1,3-disulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid at 100℃; | |
With sulfur trioxide at 100℃; for 4h; |
Conditions | Yield |
---|---|
With sulfuric acid at 90 - 100℃; | |
With chlorosulfonic acid | |
With sulfuric acid | |
With 5-bromopyrimidine; sulfuric acid In water at 20℃; |
4-hydroxy-benzene-1,3-disulfonic acid
A
p-hydoroxybenzenesulfonic acid
B
phenol-2-sulfonic acid
C
phenol-2,4,6-trisulfonic acid
D
phenol
Conditions | Yield |
---|---|
With sodium hydrogen sulfate; sulfuric acid; water equilibrium compositions at 140 and 170 deg C; |
methyl phenyl sulfate
A
p-hydoroxybenzenesulfonic acid
B
4-hydroxy-benzene-1,3-disulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid at 25℃; Product distribution; varying reagent concentration; | A 12 % Spectr. B 47 % Spectr. C 6 % Spectr. |
phenol-2-sulfonic acid
A
p-hydoroxybenzenesulfonic acid
B
4-hydroxy-benzene-1,3-disulfonic acid
C
phenol-2,4,6-trisulfonic acid
D
phenol
Conditions | Yield |
---|---|
With sodium hydrogen sulfate; sulfuric acid; water equilibrium compositions at 140 and 170 deg C; |
Conditions | Yield |
---|---|
With dihydrogen peroxide In water-d2 |
4-Trimethylsiloxy-1-benzolsulfonsaeure-trimethylsilylester
p-hydoroxybenzenesulfonic acid
Conditions | Yield |
---|---|
With water Yield given; |
phenol-2,4,6-trisulfonic acid
A
p-hydoroxybenzenesulfonic acid
B
4-hydroxy-benzene-1,3-disulfonic acid
C
phenol-2-sulfonic acid
D
phenol
Conditions | Yield |
---|---|
With sodium hydrogen sulfate; sulfuric acid; water equilibrium compositions at 140 and 170 deg C; |
potassium phenyl sulphate
A
p-hydoroxybenzenesulfonic acid
B
phenol-2-sulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid at 25℃; | A 53 % Spectr. B 47 % Spectr. |
With sulfuric acid at 25℃; | A 51 % Spectr. B 49 % Spectr. |
4-hydroxybenzenesulfonate sulfate
p-hydoroxybenzenesulfonic acid
Conditions | Yield |
---|---|
With 1,3-Dimethoxybenzene In 1,4-dioxane-d8 at 17℃; Rate constant; |
phenol
A
p-hydoroxybenzenesulfonic acid
B
phenol sulfate
C
phenol-2-sulfonic acid
Conditions | Yield |
---|---|
With sulfur trioxide In dichloromethane at -20℃; for 1h; Product distribution; Mechanism; different temp., different time; | |
With sulfur trioxide In dichloromethane at -50℃; for 0.5h; Title compound not separated from byproducts; |
phenol
A
p-hydoroxybenzenesulfonic acid
B
phenol sulfate
C
4-hydroxybenzenesulfonate sulfate
Conditions | Yield |
---|---|
With sulfur trioxide In nitromethane-d3 at -35℃; for 0.25h; Product distribution; various solvents, times, temperatures, amounts of SO3; |
phenol
A
p-hydoroxybenzenesulfonic acid
B
4-hydroxy-benzene-1,3-disulfonic acid
C
phenol-2-sulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid at 25℃; Kinetics; Mechanism; Product distribution; variation of H2SO4 concentration; | A 53 % Spectr. B n/a C 47 % Spectr. |
With sulfuric acid at 25℃; | A 53 % Spectr. B n/a C 47 % Spectr. |
With sulfuric acid at 25℃; | A 49 % Spectr. B n/a C 51 % Spectr. |
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate at 20℃; for 12h; Green chemistry; | 99% |
p-hydoroxybenzenesulfonic acid
benzoyl chloride
4-(benzoyloxy)benzenesulfonic acid
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate at 20℃; for 12h; Green chemistry; | 98% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 100℃; for 18h; | 96% |
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate at 20℃; for 12h; Green chemistry; | 96% |
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate at 20℃; for 12h; Green chemistry; | 96% |
dabigatran etexilate
p-hydoroxybenzenesulfonic acid
Conditions | Yield |
---|---|
In ethyl acetate at 30℃; Solvent; Temperature; | 94% |
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)palladium(II) tetrafluoroborate; 1,2-bis[di(t-butyl)phosphinomethyl]benzene In toluene at 140℃; for 5h; Autoclave; | 93% |
p-hydoroxybenzenesulfonic acid
acetyl chloride
4-(acetyloxy)benzenesulfonic acid
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate at 20℃; for 12h; Green chemistry; | 92% |
Conditions | Yield |
---|---|
In toluene few minutes at room temperature; | 90% |
p-hydoroxybenzenesulfonic acid
pentaphenylbismuth
tetraphenylbismuth 4-hydroxybenzenesulfonate
Conditions | Yield |
---|---|
In benzene mixt. of 4-sulfophenol and BiPh5 in C6H6 kept at 20°C for 0.5 h; solvent removed, washed (hexane), dried; elem. anal.; | 90% |
p-hydoroxybenzenesulfonic acid
pentaphenylantimony
tetraphenylantimony 4-hydroxybenzenesulfonate
Conditions | Yield |
---|---|
In benzene mixt. of 4-sulfophenol and BiPh5 in C6H6 kept at 20°C for 0.5 h; solvent removed, washed (hexane), dried; elem. anal.; | 90% |
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate at 20℃; for 12h; Green chemistry; | 86% |
Conditions | Yield |
---|---|
Stage #1: 1-(p-sulphophenyl)-3-methyl-4-aminopyrazolone With hydrogenchloride; sodium nitrite In water for 1h; Stage #2: p-hydoroxybenzenesulfonic acid With sodium hydroxide In water pH=8 - 9; | 84% |
Conditions | Yield |
---|---|
With sodium hydroxide In water | 83% |
oxalyl dichloride
p-hydoroxybenzenesulfonic acid
4-acetoxybenzenesulfonyl chloride
Conditions | Yield |
---|---|
With acetic anhydride; acetic acid In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; ethyl acetate; N,N-dimethyl-formamide | 83% |
p-hydoroxybenzenesulfonic acid
1-Bromooctadecane
4-(octadecyloxy)benzenesulfonic acid
Conditions | Yield |
---|---|
Stage #1: p-hydoroxybenzenesulfonic acid; 1-Bromooctadecane With potassium carbonate In acetone for 24h; Reflux; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran Inert atmosphere; | 81% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 100℃; for 18h; | 80% |
Conditions | Yield |
---|---|
With NH4OH In methanol; water aq. soln. of sulfonic acid added to solid AgNO3, stirred for several min, MeOH soln. hmt added (1:1:1 molar ratio), pptd.; ppt. dissolved in concd. ammonia, crystd. on storage in dark for 3 d, elem. anal.; | 78% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 100℃; for 18h; | 77% |
p-hydoroxybenzenesulfonic acid
4-(chloromethyl)-2-methylquinoline
sodium 4-(2-methylquinolin-4-ylmethoxy)benzenesulfonate
Conditions | Yield |
---|---|
With sodium hydroxide In water; isopropyl alcohol at 40 - 70℃; for 23h; | 75% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 192h; | 74.65% |
2,5-dibromo-1,3-thiazole
p-hydoroxybenzenesulfonic acid
4-(5-bromo-thiazol-2-yloxy)-benzenesulfonic acid
Conditions | Yield |
---|---|
Stage #1: 2,5-dibromo-1,3-thiazole; p-hydoroxybenzenesulfonic acid With potassium carbonate In water; N,N-dimethyl-formamide at 160℃; for 0.166667h; Microwave irradiation; Stage #2: With hydrogenchloride In 1,4-dioxane | 74% |
1-diazopentan-2-one
p-hydoroxybenzenesulfonic acid
4-Hydroxy-benzenesulfonic acid 2-oxo-pentyl ester
Conditions | Yield |
---|---|
In diethyl ether Ambient temperature; | 70% |
p-hydoroxybenzenesulfonic acid
Conditions | Yield |
---|---|
In acetone at 40℃; for 0.0833333h; Schlenk technique; Inert atmosphere; | 69% |
Conditions | Yield |
---|---|
With N-Bromosuccinimide; zinc(II) chloride for 40h; Inert atmosphere; diastereoselective reaction; | 68% |
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide at 80℃; for 24h; Sealed tube; | 68% |
p-hydoroxybenzenesulfonic acid
2-cyclohexyl-1-diazo-2-ethanone
4-Hydroxy-benzenesulfonic acid 2-cyclohexyl-2-oxo-ethyl ester
Conditions | Yield |
---|---|
67% |
p-hydoroxybenzenesulfonic acid
benzyl bromide
4-phenylmethoxybenzenesulfonic acid sodium salt
Conditions | Yield |
---|---|
With sodium hydroxide In isopropyl alcohol at 70℃; for 20h; | 66% |
With sodium hydroxide In ethanol at 100℃; for 18h; | 62% |
With sodium hydroxide In ethanol; water for 24h; Heating; | 62% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 100℃; for 18h; | 64% |
Conditions | Yield |
---|---|
In water High Pressure; 1 equiv. of metal-salt, 1 equiv. of sulfonic acid, 1 equiv. of N-base and 2.6 equiv. of KOH were stirred in H2O at room temp. for 30 min (pH=7-8), teflon-lined stainless steel reactor, heating at 150 °C for 72h; cooling to room temp., soln. was filtered, evapd. with standing at room temp. for several d, elem. anal.; | 62% |
In water 1 equiv. of metal-salt, 1 equiv. of sulfonic acid, 1 equiv. of N-base and 2.6 equiv. of KOH were stirred in H2O at room temp. (pH=7-8); | 0% |
IUPAC: 4-Hydroxybenzenesulfonic acid
Molecular Formula: C6H6O4S
Molecular Weight: 174.17 g/mol
Density: 1.337 g/mL at 25 °C
Refractive Index: n20/D 1.489
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Molar Refractivity: 38.63 cm3
Molar Volume: 110.6 cm3
Polarizability: 15.31×10-24 cm3
Surface Tension: 66.1 dyne/cm
The structure of 4-Hydroxyphenylsulfonic acid (CAS NO.98-67-9):
XLogP3: 0.2
H-Bond Donor: 2
H-Bond Acceptor: 4
Rotatable Bond Count: 1
Tautomer Count: 2
Exact Mass: 173.998679
MonoIsotopic Mass: 173.998679
Topological Polar Surface Area: 74.6
Heavy Atom Count: 11
Canonical SMILES: C1=CC(=CC=C1O)S(=O)(=O)O
InChI: InChI=1S/C6H6O4S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4,7H,(H,8,9,10)
InChIKey: FEPBITJSIHRMRT-UHFFFAOYSA-N
EINECS: 202-691-6
Product Categories: Intermediates of Dyes and Pigments;Organic acids
4-Hydroxyphenylsulfonic acid (CAS NO.98-67-9) is mainly used for the resin cure. It is also used as a casting resin curing agent at room temperature.
1. | orl-mus LD50:6400 mg/kg | JAFCAU Journal of Agricultural and Food Chemistry. 15 (1967),845. |
Reported in EPA TSCA Inventory.
Mildly toxic by ingestion. When heated to decomposition it emits toxic vapors of SOx.
Hazard Codes: C
Risk Statements: 34
34: Causes burns
Safety Statements: 26-36/37/39-45
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR: UN 2586 8/PG 3
RTECS: DB6970000
HazardClass: 8
PackingGroup: III
4-Hydroxyphenylsulfonic acid (CAS NO.98-67-9) is also named as 4-11-00-00582 (Beilstein Handbook Reference) ; 4-Hydroxybenzenesulfonic acid ; 4-Phenolsulfonic acid ; BRN 1869034 ; Benzenesulfonic acid, 4-hydroxy- ; Benzenesulfonic acid, p-hydroxy- ; HSDB 5319 ; NSC 227908 ; Sulfocarbolic acid ; p-Hydroxybenzenesulfonic acid ; p-Phenolsulfonic acid ; p-Sulfophenol . 4-Hydroxyphenylsulfonic acid (CAS NO.98-67-9) is yellowish oily liquid.
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