1863-63-4

Basic information

• Product Name: Ammonium benzoate
• Synonyms: Amoniumbenzoate;vulnocab;BENZOIC ACID AMMONIUM SALT;AMMONIUM BENZOATE;Ammonium benzoate anhydrous;BENZOIC ACID AMMONIUM CRYSTALLINE;AmmoniumBenzoateExtraPure;AMMONIUM BENZOATE REAGENT (ACS)
• CAS NO: 1863-63-4
• Molecular Formula: C₇H₆O₂*H₃N
• Molecular Weight: 139.15
• EINECS: 217-468-9
• Product Categories: Building Blocks;Carbonyl Compounds;Carboxylic Acid Salts;Chemical Synthesis;Organic Building Blocks;Benzoic acid ammonium salt;Preservatives. Have a diuretic effect
• Mol File: 1863-63-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 192-198 °C (dec.)(lit.)
• Boiling Point: 255.1°C (rough estimate)
• Flash Point: 110°(230°F)
• Appearance: White to off-white/Crystals
• Density: 1.26 g/cm3 (25℃)
• Vapor Pressure: 0.0486mmHg at 25°C
• Refractive Index: 1.5029 (estimate)
• Storage Temp.: Store at +5°C to +30°C.
• Solubility: H2O: 1 M at 20 °C, clear, colorless
• Water Solubility: soluble
• Sensitive: Moisture Sensitive
• Merck: 14,496
• BRN: 3634518
• CAS DataBase Reference: Ammonium benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ammonium benzoate(1863-63-4)
• EPA Substance Registry System: Ammonium benzoate(1863-63-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: DG3378000
• TSCA: Yes
• Hazardous Substances Data: 1863-63-4(Hazardous Substances Data)

Usage

Description

Ammonium benzoate is a white crystalline solid that is soluble in water. It is primarily known for its use as a preservative in the medical and food industries, as well as for its environmental hazard potential. Immediate measures should be taken to limit its spread to the environment.

Uses

Used in Adhesives:
Ammonium benzoate is used as an additive in the adhesives industry to enhance the properties of glue and latex, improving their performance and durability.
Used in Corrosion Inhibition and Anti-Scaling:
Ammonium benzoate is predominantly used in industries as a corrosion inhibitor and anti-scaling agent, playing a crucial role in protecting materials from degradation and maintaining the efficiency of industrial processes.
Used in Paints and Coatings:
Ammonium benzoate is utilized as an additive in the paints and coatings industry, where it contributes to the improvement of the product's quality, durability, and performance.
Used in Personal Care Products:
In the personal care industry, ammonium benzoate is employed in the formulation of various care products, enhancing their effectiveness and shelf life.
Used in Water Treatment:
Ammonium benzoate is also used in water treatment products, where it helps in maintaining the quality of water and preventing the growth of harmful microorganisms.
Used in Chemical Analysis:
Ammonium benzoate serves as a reagent in chemical analysis, aiding in the identification and quantification of various substances.
Used in Electronics Industry:
In the electronics industry, ammonium benzoate is used for the production of electrolytic capacitors, contributing to the development of essential electronic components.
Used in Pharmaceutical Industries:
Ammonium benzoate is also utilized in the pharmaceutical industry, where it plays a vital role in the development and preservation of various medicinal products.
Used in Metal Rust Treatment:
Ammonium benzoate is employed in the treatment of metal rust, helping to prevent the corrosion of metals and extend their lifespan.
Used in Rubber Additives:
In the rubber industry, ammonium benzoate is used as an additive to improve the properties of rubber, such as its resistance to wear and tear, and enhance its overall performance.

Air & Water Reactions

Water soluble.

Reactivity Profile

Avoid strong mineral acids and strong alkalis. Special Hazards of Combustion Products: Irritating and toxic ammonia gas and other nitrogen compounds or oxides of carbon may form in fires [USCG, 1999].

Health Hazard

Inhalation of dust may irritate nose. Contact with eyes causes irritation. Ingestion leads to nausea and vomiting.

Fire Hazard

Special Hazards of Combustion Products: Irritating and toxic ammonia gas and other nitrogen compounds or oxides of carbon may form in fires.

Flammability and Explosibility

Notclassified

Safety Profile

Poison by ingestion andintravenous routes. When heated to decomposition itemits toxic vapors of NOx and NH3.

Purification Methods

Crystallise it from EtOH. [Beilstein 9 IV 273.]

InChI:InChI=1/C7H7NO2/c8-10-7(9)6-4-2-1-3-5-6/h1-5H,8H2

Synthetic route

1,2,3,4,6-penta-O-benzoyl-α-D-glucopyranose (22415-91-4) → 1,1-bis(benzamido)-6-O-benzoyl-1-deoxy-D-glucitol (15356-13-5) + ammonium benzoate (1863-63-4) + N-benzoyl-6-O-benzoyl-α-D-glucofuranosylamine (116143-85-2) + N-benzoyl-3,6-di-O-benzoyl-α-D-glucofuranosylamine (116143-92-1)

Conditions	Yield
With ammonia In 1,4-dioxane; chloroform at -60℃; for 100h; Further byproducts given;	A 29% B 17.2 mg C 11.9% D 9.6%

ammonium benzoate (1863-63-4) + zirconium(IV) → zirconium benzoate

Conditions	Yield
With ammonium acetate; ammonia In sulfuric acid addition of NH4 benzoate at boiling heat, precipitation with NH3 solution at pH=2.0-2.5, even in presence of thioglycolic acid;;	100%
With ammonium acetate; ammonia In nitric acid addition of NH4 benzoate at boiling heat, precipitation with NH3 solution at pH=1.0-1.5, even in presence of thioglycolic acid;;	100%
With ammonium acetate; ammonia In hydrogenchloride addition of NH4 benzoate at boiling heat, precipitation with NH3 solution at pH=1.0-1.5, even in presence of thioglycolic acid;;	100%

ammonium benzoate (1863-63-4) + (1aR,1bS,4aS,4bR,7aS,7bS)-3,3-Dimethyl-1-(toluene-4-sulfonyl)-hexahydro-2,4,5,7-tetraoxa-6-thia-1-aza-cyclopropa[e]-as-indacene 6,6-dioxide → Benzoic acid (1aS,2R,3S,3aR,6aS,6bR)-3-hydroxy-5,5-dimethyl-1-(toluene-4-sulfonyl)-hexahydro-4,6-dioxa-1-aza-cyclopropa[e]inden-2-yl ester

Conditions	Yield
Stage #1: ammonium benzoate; (1aR,1bS,4aS,4bR,7aS,7bS)-3,3-Dimethyl-1-(toluene-4-sulfonyl)-hexahydro-2,4,5,7-tetraoxa-6-thia-1-aza-cyclopropa[e]-as-indacene 6,6-dioxide In N,N-dimethyl-formamide Stage #2: With sulfuric acid In tetrahydrofuran; water Further stages.;	90%

ammonium benzoate (1863-63-4) + silver nitrate → silver benzoate (532-31-0)

Conditions	Yield
In water dropwise addn. of a satd. aq. soln. of AgNO3 to an aq. soln. of ammonium benzoate; pptn., cooling in ice, filtration, washing (cold water, cold ethanol, ether), drying by suction;	90%

1,2,3,4,6-penta-O-benzoyl-α-D-glucopyranose (22415-91-4) → 1,1-bis(benzamido)-6-O-benzoyl-1-deoxy-D-glucitol (15356-13-5) + ammonium benzoate (1863-63-4) + N-benzoyl-6-O-benzoyl-α-D-glucofuranosylamine (116143-85-2) + N-benzoyl-3,6-di-O-benzoyl-α-D-glucofuranosylamine (116143-92-1)

Conditions	Yield
With ammonia In 1,4-dioxane; chloroform at -60℃; for 100h; Further byproducts given;	A 29% B 17.2 mg C 11.9% D 9.6%

ammonium benzoate (1863-63-4) + zirconium(IV) → zirconium benzoate

Conditions	Yield
With ammonium acetate; ammonia In sulfuric acid addition of NH4 benzoate at boiling heat, precipitation with NH3 solution at pH=2.0-2.5, even in presence of thioglycolic acid;;	100%
With ammonium acetate; ammonia In nitric acid addition of NH4 benzoate at boiling heat, precipitation with NH3 solution at pH=1.0-1.5, even in presence of thioglycolic acid;;	100%
With ammonium acetate; ammonia In hydrogenchloride addition of NH4 benzoate at boiling heat, precipitation with NH3 solution at pH=1.0-1.5, even in presence of thioglycolic acid;;	100%

ammonium benzoate (1863-63-4) + (1aR,1bS,4aS,4bR,7aS,7bS)-3,3-Dimethyl-1-(toluene-4-sulfonyl)-hexahydro-2,4,5,7-tetraoxa-6-thia-1-aza-cyclopropa[e]-as-indacene 6,6-dioxide → Benzoic acid (1aS,2R,3S,3aR,6aS,6bR)-3-hydroxy-5,5-dimethyl-1-(toluene-4-sulfonyl)-hexahydro-4,6-dioxa-1-aza-cyclopropa[e]inden-2-yl ester

Conditions	Yield
Stage #1: ammonium benzoate; (1aR,1bS,4aS,4bR,7aS,7bS)-3,3-Dimethyl-1-(toluene-4-sulfonyl)-hexahydro-2,4,5,7-tetraoxa-6-thia-1-aza-cyclopropa[e]-as-indacene 6,6-dioxide In N,N-dimethyl-formamide Stage #2: With sulfuric acid In tetrahydrofuran; water Further stages.;	90%

ammonium benzoate (1863-63-4) + silver nitrate → silver benzoate (532-31-0)

Conditions	Yield
In water dropwise addn. of a satd. aq. soln. of AgNO3 to an aq. soln. of ammonium benzoate; pptn., cooling in ice, filtration, washing (cold water, cold ethanol, ether), drying by suction;	90%

ammonium benzoate (1863-63-4) + (1S*,2R*,3aR*,8S*,11R*,11aR*,12S*)-12-(tert-butyldimethylsiloxy)-11,11a-epoxydodecahydro-2-methyl-3a,8-methano-3aH-cyclopentacyclodecen-1-ol → Benzoic acid (1R,3R,4S,5R,6S,9S,14S)-14-(tert-butyl-dimethyl-silanyloxy)-4,5-dihydroxy-3-methyl-tricyclo[7.4.1.01,5]tetradec-6-yl ester

Conditions	Yield
With titanium(IV) isopropylate In tetrahydrofuran for 28h;	80%

nickel(II) nitrate hexahydrate + water (7732-18-5) + ammonium benzoate (1863-63-4) + trans-1,2-bis(pyridin-4-yl)ethene (13362-78-2) + acetone (67-64-1) → [Ni(II)(benzoate)2(μ-trans-1,2-bis(4-pyridyl)ethene)1.5(H2O)]*acetone

Conditions	Yield
In water; acetone aq. soln. of NH4C6H5COO and Ni salt carefully layered by acetone soln. of C12H10N2; crystd. for a few d; elem. anal., detd. by TGA, powder XRD;	77.2%

2,5-dimethyl-pyrazine (123-32-0) + zinc(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) → [Zn2(benzoate)4(2,5-dimethylpyrazine)]

Conditions	Yield
In water; acetone aq. soln. of Zn salt and benzoate was carefully layered with soln. of ligand in acetone for 1 mo; elem. anal.;	72.8%

copper(II) nitrate monohydrate + dichloromethane (75-09-2) + ammonium benzoate (1863-63-4) + trans-1,2-bis(pyridin-4-yl)ethene (13362-78-2) → [dicopper(II)(benzoate)4(μ-trans-1,2-bis(4-pyridyl)ethene)]*2CH2Cl2

Conditions	Yield
In methanol; dichloromethane MeOH soln. of NH4C6H5COO and Cu salt carefully layered by CH2Cl2 soln. of C12H10N2; crystd. for a few d; elem. anal., detd. by TGA, powder XRD;	72.4%

ammonium benzoate (1863-63-4) + tert-butyl-(2,2-dioxo-2λ6-[1,3,2]-dioxathiolan-4-ylmethoxy)dimethylsilane (121564-13-4) → [3-[tert-butyl(dimethyl)silyl]oxy-2-hydroxypropyl] benzoate (121564-15-6)

Conditions	Yield
With sulfuric acid In dichloromethane 1) 60 deg C, 12 h, 2) 10 min;	71%

2-(bromomethyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine (897922-06-4) + ammonium benzoate (1863-63-4) → (2,3-dihydrothieno[3,4-b][1,4]dioxin-3-yl)methyl benzoate (897922-08-6)

Conditions	Yield
In dimethyl sulfoxide	71%

zinc(II) nitrate hexahydrate + ethanol (64-17-5) + ammonium benzoate (1863-63-4) + trans-1,2-bis(4-pyridyl)ethylene (1135-32-6) → Zn(benzoate)2(μ-1,2-bis(4-pyridyl)ethene)*C2H5OH

Conditions	Yield
In ethanol; water Zn-compd. and C6H5COONH4 dissolved in H2O, layered with ethene-compd. inEtOH, stored for 10 d; elem. anal.;	66.1%

1,2-bis(4'-pyridyl)ethane (4916-57-8) + zinc(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) → [Zn2(O2CPh)4(1,2-bis(4-pyridyl)ethane)2] (1139845-05-8)

Conditions	Yield
In methanol; water Zn(NO3)2 and C6H5COONH4 dissolved in H2O; MeOH soln. of 1,2-bis(4-pyridyl)ethane layered onto; crystd. after 5 d; elem. anal.;	63.4%
In ethanol; water Zn(NO3)2 and C6H5COONH4 dissolved in H2O; EtOH soln. of 1,2-bis(4-pyridyl)ethane layered onto; elem. anal.;

cobalt(II) nitrate hexahydrate + 1,2-bis(4'-pyridyl)ethane (4916-57-8) + water (7732-18-5) + ammonium benzoate (1863-63-4) → [Co(PhCO2)2(H2O)(1,2-bis(4-pyridyl)ethane)1.5]

Conditions	Yield
In ethanol; water aq. soln. of Co compd. and ligand layered with EtOH soln. of bpa (1:2:2 molar ratio); crystd. on storage for 1 wk, elem. anal.;	59.3%

zinc(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) + acetonitrile (75-05-8) + trans-1,2-bis(4-pyridyl)ethylene (1135-32-6) → Zn2(μ-benzoate)4(μ-1,2-bis(4-pyridyl)ethene)*2CH3CN

Conditions	Yield
In water; acetonitrile Zn-compd. and C6H5COONH4 dissolved in H2O, layered with ethene-compd. inCH3CN, stored for 4 d; elem. anal.;	54.4%

2,3-diethynylquinoxaline (91-19-0) + zinc(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) → [Zn2(benzoate)4(quinoxaline)2] (1101192-03-3)

Conditions	Yield
In methanol; water aq. soln. of Zn salt and benzoate was carefully layered with soln. of ligand in MeOH for 1 mo; elem. anal.;	50.5%

manganese(II) nitrate + bis(pyridin-3-ylmethyl)amine (1656-94-6) + water (7732-18-5) + ammonium benzoate (1863-63-4) → [Mn2(O2CPh)4(H2O)2(3,3'-dipicoylamine)2]*2H2O

Conditions	Yield
In methanol; water Mn(NO3)2 (0.125 mmol), C6H5COONH4 (0.25 mmol) and H2O (4 mmol) placed inscrew vial; soln. of 3,3'-dipicoylamine (0.25 mmol) in MeOH (4 ml) adde d; evapd. (2 wk); elem. anal.;	49.1%

manganese(II) nitrate * 2 H2O + ammonium benzoate (1863-63-4) + trans-1,2-bis(pyridin-4-yl)ethene (13362-78-2) → poly[bis(μ2-1,2-bis(4-pyridyl)ethylene-N,N')tetra(μ2-benzoato-O,O')dimanganese(II)] - trans-1,2-bis(4-pyridyl)ethylene (1/1)

Conditions	Yield
In methanol; water aq. soln. of NH4C6H5COO and Mn salt carefully layered by MeOH soln. of C12H10N2; crystd. for 1 mo; elem. anal., detd. by TGA, powder XRD;	43.2%

methanol (67-56-1) + 1,2-bis(4'-pyridyl)ethane (4916-57-8) + manganese(II) nitrate monohydrate + ammonium benzoate (1863-63-4) → [Mn(PhCO2)2(MeOH)2(1,2-bis(4-pyridyl)ethane)]

Conditions	Yield
In water aq. soln. of Mn compd. and ligand layered with acetone soln. of bpa (1:2:2 molar ratio); crystd. on storage for 2 mo, elem. anal.;	42.6%

2,3-dimethylpyrazine (5910-89-4) + zinc(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) → [Zn3(benzoate)6(2,3-dimethylpyrazine)2] (1101192-04-4)

Conditions	Yield
In water; acetone aq. soln. of Zn salt and benzoate was carefully layered with soln. of ligand in acetone for 1 mo; elem. anal.;	42.2%

4,4'-bipyridine (553-26-4) + cobalt(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) → Co2(μ2-4,4'-bipyridine)2(μ2-benzoate)2(benzoate)2

Conditions	Yield
In ethanol; water Co(NO3)2, C6H5COONH4 dissolved in H2O; layered with EtOH soln. of 4,4'-bipyridine; crystd. by slow evapn. after 2 mo; elem. anal.;	42.1%

zinc(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) + trans-1,2-bis(4-pyridyl)ethylene (1135-32-6) → Zn2(benzoate)4(μ-1,2-bis(4-pyridyl)ethene)(1,2-bis(4-pyridyl)ethene)2*4H2O

Conditions	Yield
In methanol; water Zn-compd. and C6H5COONH4 dissolved in H2O, layered with ethene-compd. inMeOH, stored for 10 d; elem. anal.;	39.7%

1,2-bis(4'-pyridyl)ethane (4916-57-8) + zinc(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) → [Zn3(O2CPh)6(1,2-bis(4-pyridyl)ethane)]n

Conditions	Yield
In methanol; dichloromethane Zn(NO3)2 and C6H5COONH4 dissolved in MeOH; CH2Cl2 soln. of 1,2-bis(4-pyridyl)ethane layered onto; crystd. after 5 d; elem. anal.;	38.9%
In ethanol; water Zn(NO3)2 and C6H5COONH4 dissolved in H2O; EtOH soln. of 1,2-bis(4-pyridyl)ethane layered onto; elem. anal.;

di(pyridin-2-yl)amine (1202-34-2) + cadmium(II) nitrate tetrhydrate + ammonium benzoate (1863-63-4) → [Cd(2,2'-dipyridylamine)(benzoate)2] (1217263-75-6)

Conditions	Yield
In water; acetone aq. Cd(NO3)2, ammonium benzoate layered with acetone/EtOH/MeOH soln. of 2,2'-dipyridylamine; crystd. in 3 wk; elem. anal.;	34.7%

4,4'-bipyridine (553-26-4) + zinc(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) → [Zn3(PhCO2)4(μ-OH)2(4,4'-bipyridine)2]n

Conditions	Yield
In water; acetone Zn(NO3)2, C6H5COONH4 dissolved in H2O; layered with acetone soln. of 4,4'-bipyridine; crystd. by slow evapn. after 2 mo; elem. anal.;	33.6%

zinc(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) + acetone (67-64-1) + trans-1,2-bis(4-pyridyl)ethylene (1135-32-6) → Zn(benzoate)2(μ-1,2-bis(4-pyridyl)ethene)*acetone*0.5H2O

Conditions	Yield
In methanol; water; acetone Zn-compd. and C6H5COONH4 dissolved in H2O, layered with ethene-compd. inacetone, MeOH and EtOH (2/2/2), stored for 10 d; elem. anal.;	33.3%

zinc(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) + acetone (67-64-1) + trans-1,2-bis(4-pyridyl)ethylene (1135-32-6) → Zn2(μ-benzoate)4(μ-1,2-bis(4-pyridyl)ethene)*2(CH3)2CO

Conditions	Yield
In water; acetone Zn-compd. and C6H5COONH4 dissolved in H2O, layered with ethene-compd. inacetone, stored for 4 d; elem. anal.;	32.6%

zinc(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) + trans-1,2-bis(4-pyridyl)ethylene (1135-32-6) → Zn(benzoate)2(μ-1,2-bis(4-pyridyl)ethene)*0.5H2O

Conditions	Yield
In methanol; water; acetone Zn-compd. and C6H5COONH4 dissolved in H2O, layered with ethene-compd. inacetone, MeOH and EtOH (2/2/2), stored for month; elem. anal.;	32.6%

benzoic acid 1-ethoxycarbonyl-2-oxopropyl ester (4620-46-6) + ammonium benzoate (1863-63-4) → Ethyl 4-methyl-2-phenyloxazole-5-carboxylate (4620-52-4)

Conditions	Yield
In acetic acid for 3h; Heating;	32%

4,4'-bipyridine (553-26-4) + nickel(II) nitrate hexahydrate + ammonium benzoate (1863-63-4) → [Ni(PhCO2)2(H2O)2(4,4'-bipyridine)]n

Conditions	Yield
In ethanol; water Ni(NO3)2, C6H5COONH4 dissolved in H2O; layered with EtOH/MeOH/acetone soln. of 4,4'-bipyridine; crystd. by slow evapn. after a mo; elem. anal.;	31%

bis(4-pyridyl) disulfide (2645-22-9) + manganese(II) nitrate + water (7732-18-5) + ammonium benzoate (1863-63-4) → [Mn(O2CPh)2(4,4'-dithiopyridine)2*H2O*0.5PhCO2H]

Conditions	Yield
In ethanol; water Mn(NO3)2 (0.125 mmol), C6H5COONH4 (0.25 mmol) and H2O (4 mmol) placed inscrew vial; soln. of 4,4'-dithiopyridine (0.25 mmol) in EtOH (4 ml) add ed; evapd. (2 wk); elem. anal.;	30.5%

1,2-bis(4'-pyridyl)ethane (4916-57-8) + nickel(II) nitrate hexahydrate + water (7732-18-5) + ammonium benzoate (1863-63-4) → [Ni(PhCO2)2(H2O)(1,2-bis(4-pyridyl)ethane)1.5]

Conditions	Yield
In methanol; ethanol; water aq. soln. of Ni compd. and ligand layered with acetone/MeOH/EtOH (1/1/1)soln. of bpa (1:2:2 molar ratio); crystd. on storage for 2 d, elem. anal.;	30%

Upstream product

• 65-85-0 benzoic acid 
• 100-47-0 benzonitrile 
• 22415-91-4 1,2,3,4,6-penta-O-benzoyl-α-D-glucopyranose 

Downstream Products

• 128404-44-4 p-bromobenzamidinium benzoate 
• 130114-63-5 Benzoic acid (3R,4S,5S)-5-benzyloxymethyl-4-hydroxy-5-methoxy-tetrahydro-furan-3-yl ester 
• 55-21-0 benzamide 
• 121564-15-6 [3-[tert-butyl(dimethyl)silyl]oxy-2-hydroxypropyl] benzoate 
• 342901-76-2 Benzoic acid (1S,3S)-1-((R)-1,2-dihydroxy-ethyl)-3,7-dimethyl-oct-6-enyl ester 
• 337376-51-9 (1S,2S)-benzoic acid 1-hydroxy-1,2-dihydronaphthalen-2-yl-ester 
• 337376-51-9 (1R,2R)-benzoic acid 1-hydroxy-1,2-dihydronaphthalen-2-yl-ester 
• 393165-25-8 (1S,2R,3R,4S,5S,6S)-3,4-(isopropylidenedioxy)-5-hydroxy-6-benzoyl-7-(4'-methylphenylsulfonyl)-7-azabicyclo[4.1.0]heptane 

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