91-25-8

Basic information

• Product Name: sodium benzaldehyde-o-sulfonate
• Synonyms: Benzaldehyde-o-sulfonic acid;o-Sulfobenzaldehyde;2-methanoylbenzenesulfonic acid;sodium benzaldehyde-o-sulfonate
• CAS NO: 91-25-8
• Molecular Formula: C₇H₆O₄S
• Molecular Weight: 208.16697
• EINECS: 202-053-7
• Mol File: 91-25-8.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.503g/cm³
• CAS DataBase Reference: sodium benzaldehyde-o-sulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: sodium benzaldehyde-o-sulfonate(91-25-8)
• EPA Substance Registry System: sodium benzaldehyde-o-sulfonate(91-25-8)

Safety Data

• Hazardous Substances Data: 91-25-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Sodium benzaldehyde-o-sulfonate is used as an intermediate in the synthesis of various organic compounds. Its unique structure allows it to be a versatile building block for the creation of a wide range of chemical products.
Used in Dye and Pigment Production:
Sodium benzaldehyde-o-sulfonate is used as a dye precursor in the production of dyes and pigments. Its ability to form various organic compounds makes it a valuable component in the development of new dyes and pigments with specific properties.
Used in Chemical Industry:
Sodium benzaldehyde-o-sulfonate is used in various applications within the chemical industry, taking advantage of its water solubility and reactivity. Its use in this sector highlights its importance in the synthesis of a diverse range of chemical products.
Safety Precautions:
It is important to handle sodium benzaldehyde-o-sulfonate with care due to its potentially hazardous nature. Proper safety precautions should be taken when working with this compound to ensure the safety of individuals and the environment.

InChI:InChI=1/C7H6O4S.Na.2H2O/c8-5-6-3-1-2-4-7(6)12(9,10)11;;;/h1-5H,(H,9,10,11);;2*1H2/q;+1;;/p-1

Synthetic route

2-chloro-benzaldehyde (89-98-5) → 2-sulfobenzaldehyde (91-25-8)

Conditions	Yield
Stage #1: 2-chloro-benzaldehyde With tert-butylammonium hydrogen sulphate In water at 60℃; under 760.051 Torr; for 0.166667h; Stage #2: With potassium pyrosulfite In water at 70℃; under 760.051 Torr; for 12.5h; Reagent/catalyst;	88.9%
With sodium sulfite at 190 - 200℃;

o-toluenesulfonic acid (88-20-0) → 2-sulfobenzaldehyde (91-25-8)

Conditions	Yield
With manganese(IV) oxide; sulfuric acid

2,2″-([1,1′-biphenyl]-4,4′-diyldi-2,1-ethenediyl)bis-benzenesulfonic acid (38775-22-3) → 4,4'-diformylbiphenyl (66-98-8) + 2-sulfobenzaldehyde (91-25-8) + 4-Aldehyde-4'-(2-sulfostyryl)biphenyl

Conditions	Yield
With oxygen; phenol In phosphate buffer at 25℃; pH=8.0; Kinetics; Quantum yield; Further Variations:; Reagents; source of irradiation; Decomposition; Photolysis;

water (7732-18-5) + 2-chloro-benzaldehyde (89-98-5) + sulfite(2-) (14265-45-3) → 2-sulfobenzaldehyde (91-25-8)

Conditions	Yield
at 110℃; unter Druck;

stilbene-disulfonic acid-(2.2') → 2-sulfobenzaldehyde (91-25-8)

Conditions	Yield
With permanganate(VII) ion

trans-stilbene-disulfonic acid-(2,2') (28097-15-6) + KMnO4 → 2-sulfobenzaldehyde (91-25-8)

1,10-phenanthroline-5,6-dione (27318-90-7) + 2-sulfobenzaldehyde (91-25-8) → 2-(2-sulfophenyl)imidazo(4,5-f)(1,10)-phenanthroline

Conditions	Yield
With ammonium acetate; acetic acid at 100℃; for 0.333333h; Microwave irradiation;	87%

2-sulfobenzaldehyde (91-25-8) + 1,2-diamino-benzene (95-54-5) → 2-(1H-benzimidazol-2-yl)-benzenesulfonic acid (63254-90-0)

Conditions	Yield
With oxygen at 20℃; for 3h; pH=6; aq. phosphate buffer;	80%

2-sulfobenzaldehyde (91-25-8) + 3-(2-aminophenyl)-6-(4-isopropylphenyl)-1,2,4-triazin-5(2H)-one → 2-[3-(4-isopropylphenyl)-2-oxo-6,7-dihydro-2H-[1,2,4]-triazino[2,3-c]quinazolin-6-yl]benzenesulfonic acid

Conditions	Yield
With acetic acid for 3h; Reflux;	68%

2-sulfobenzaldehyde (91-25-8) + acetone (67-64-1) → C10H10O4S

Conditions	Yield
With water; sodium hydroxide In methanol	60%

methyl-3-pyridylketone (350-03-8) + 2-sulfobenzaldehyde (91-25-8) → 2-(3,2':6',3''-terpyridin-4'-yl)benzenesulfonic acid

Conditions	Yield
With ammonium hydroxide; sodium hydroxide In ethanol at 0 - 50℃; for 27h;	44%

5-chloro-indolin-2-one (17630-75-0) + 2-sulfobenzaldehyde (91-25-8) → BSc3922 (1227623-24-6)

Conditions	Yield
With piperidine In methanol at 100℃; for 0.5h; Knoevenagel condensation; Microwave irradiation; optical yield given as %de;	43%

potassium cyanide + 2-sulfobenzaldehyde (91-25-8) + ammonium carbonate (506-87-6) → C9H8N2O5S (1318796-74-5)

Conditions	Yield
In methanol; water at 50 - 60℃; for 3h; Bucherer-Bergs reaction;	42%

antipyrine (60-80-0) + 2-sulfobenzaldehyde (91-25-8) → 2-[bis-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-methyl]-benzenesulfonic acid

Conditions	Yield
With hydrogenchloride

nitromethane (75-52-5) + 2-sulfobenzaldehyde (91-25-8) → 2-(2-nitro-vinyl)-benzenesulfonic acid ; sodium-salt

Conditions	Yield
With potassium hydroxide
With methanol; sodium hydroxide

3-methylsalicylic acid (83-40-9) + 2-sulfobenzaldehyde (91-25-8) → eriochrome cyanine R (14674-54-5)

Conditions	Yield
With sulfuric acid at 120 - 125℃; Und oxydiert die erhaltene Leukoverbindung mit Nitrosylschwefelsaeure bei 20grad;
With sulfuric acid at 120 - 125℃; Und oxydiert die erhaltene Leukoverbindung mit 4-Nitro-phenol in konz.Schwefelsaeure bei 90-100grad;

1,2,4-triacetoxybenzene (613-03-6) + 2-sulfobenzaldehyde (91-25-8) → 1,1-dioxo-1λ6-spiro[benz[c][1,2]oxathiol-3,9'-xanthene]-2',3',6',7'-tetraol (53510-54-6)

Conditions	Yield
With hydrogenchloride; ethanol anschliessend Hydrolyse bei pH 4;

2-sulfobenzaldehyde (91-25-8) + 4-(N-ethyl-anilinomethyl)-benzenesulfonic acid (92-60-4) → 2-{4,4'-bis-[ethyl-(3-sulfo-benzyl)-amino]-α-hydroxy-benzhydryl}-benzenesulfonic acid

Conditions	Yield
Oxydation der erhaltenen Leukoverbindung mit Bleidioxyd in salzsaurer Loesung;
Oxydation der erhaltenen Leukoverbindung mit Bleidioxyd in salzsaurer Loesung;

2-sulfobenzaldehyde (91-25-8) + ortho-cresol (95-48-7) → 2-(4,4'-dihydroxy-3,3'-dimethyl-benzhydryl)-benzenesulfonic acid (871593-39-4)

Conditions	Yield
With sulfuric acid

2-sulfobenzaldehyde (91-25-8) + N,N-dimethyl-aniline (121-69-7) → 2-(4,4'-bis-dimethylamino-α-hydroxy-benzhydryl)-benzenesulfonic acid (10165-84-1)

Conditions	Yield
With sulfuric acid man macht alkalisch, saeuert mit Salzsaeure oder Essigsaeure an und oxydiert die erhaltene Leukoverbindung mit Bleidioxyd;

2-sulfobenzaldehyde (91-25-8) + 3-diethylaminophenol (91-68-9) + acid → bis-diethylamino-dioxy-triphenylmethane-sulfonic acid

sulfuric acid (7664-93-9) + 2-sulfobenzaldehyde (91-25-8) + 2,4,6-Trichlorophenol (88-06-2) → 3-<2,4,6-Trichlor-3-hydroxy-phenyl>-2,1,3-benzoxathiol-S,S-dioxid (99585-51-0)

sulfuric acid (7664-93-9) + 2-sulfobenzaldehyde (91-25-8) + ortho-cresol (95-48-7) → 2-(4,4'-dihydroxy-3,3'-dimethyl-benzhydryl)-benzenesulfonic acid (871593-39-4)

phosphorus pentachloride (10026-13-8, 874483-75-7) + 2-sulfobenzaldehyde (91-25-8) + trichlorophosphate (10025-87-3, 12599-09-6, 63736-95-8) → saccharin (81-07-2)

Conditions	Yield
Erhitzen des entstehenden, bei 114grad schmelzende Verbindung mit Ammoniak unter Druck auf 100-150grad;

2-sulfobenzaldehyde (91-25-8) + water (7732-18-5) + KOH → benzoic acid (65-85-0) + salicylic acid (69-72-7)

Conditions	Yield
at 220 - 240℃;

2-sulfobenzaldehyde (91-25-8) + m-diethylamino-phenol → bis-diethylamino-dioxy-triphenylmethane-monosulfonic acid

3-methylsalicylic acid (83-40-9) + 2-sulfobenzaldehyde (91-25-8) → Eriochrome Cyanin

Conditions	Yield
Oxydation der entstehenden Leukoverbindung;

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 7732-18-5 water 
• 14265-45-3 sulfite^(2-) 
• 28097-15-6 trans-stilbene-disulfonic acid-(2,2') 
• 38775-22-3 2,2″-([1,1′-biphenyl]-4,4′-diyldi-2,1-ethenediyl)bis-benzenesulfonic acid 
• 88-20-0 o-toluenesulfonic acid 

Downstream Products

• 14674-54-5 eriochrome cyanine R 
• 871593-39-4 2-(4,4'-dihydroxy-3,3'-dimethyl-benzhydryl)-benzenesulfonic acid 
• 99585-51-0 3-<2,4,6-Trichlor-3-hydroxy-phenyl>-2,1,3-benzoxathiol-S,S-dioxid 
• 81-07-2 saccharin 
• 65-85-0 benzoic acid 
• 69-72-7 salicylic acid 
• 21639-41-8 2-formylbenzene-1-sulfonyl chloride 
• 1227623-24-6 BSc₃₉₂₂ 

Relevant articles and documents

Method for synthesizing O-sulfonic acid benzaldehyde under normal pressure

The invention relates to a method for synthesizing o-sulfonic acid benzaldehyde under normal pressure. The method comprises the following steps: by using o-chlorobenzaldehyde as a raw material and metasulfite as a sulfonating agent, carrying out sulfonation reaction under the catalytic action of tert-butylamine salt or quaternary ammonium salt to generate benzaldehyde-2-sulfonate, and acidifying to obtain the o-benzaldehyde sulfonate. The preparation method is mild in condition, capable of preparing the o-sulfonic acid benzaldehyde at normal pressure and low temperature, few in side reaction,high in yield, simple in post-treatment, high in safety, low in cost, simple to operate and easy to control in industrial production.

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