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

Chemical Properties

Ammonium benzoate NH4C7H5O2,white crystalline powder,soluble, formed by reaction of NH4OH and benzoic acid. Used (1) as a food preservative, (2) in medicine.

Uses

Different sources of media describe the Uses of 1863-63-4 differently. You can refer to the following data:
1. To preserve glue and latex.
2. Ammonium benzoate is used predominantly in industries which acts as a corrosion inhibitors and anti-scaling agents . It is also used as paint additives and coating additives. Other consumer uses include cleaning and furnishing Care products, paints and coatings, personal care products, water treatment products. Ammonium benzoate is also used as chemical analysis reagents, in electronics industry, used for the production of electrolytic capacitors and also used in pharmaceutical industries. Used as adhesives, metal rust treatment and rubber additives.

General Description

A white crystalline solid. Soluble in water. The primary hazard is the threat to the environment. Immediate steps should be taken to limit spread to the environment. Used in medicine and as a food preservative.

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

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

Downstream Products

• 65-85-0 benzoic acid 
• 446-32-2 4-fluoroanthranilic acid 
• 897922-08-6 (2,3-dihydrothieno[3,4-b][1,4]dioxin-3-yl)methyl benzoate 
• 100-47-0 benzonitrile 
• 200340-31-4 Benzoic acid (3R,4R)-3-methanesulfonyloxy-1-(toluene-4-sulfonyl)-azepan-4-yl ester 
• 200340-27-8 (3R,4R)-N-p-toluenesulfonyl-4-benzoyloxy-3-hydroxy-hexahydroazepine 
• 746652-63-1 (2R,3R)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-trifluoromethanesulfonylpropyl ester 
• 746652-68-6 (2S,3S)-benzoic acid 1-benzyloxymethyl-3,3,3-trifluoro-2-trifluoromethanesulfonylpropyl ester 
• 746652-64-2 (2S,3S)-benzoic acid 2-azido-1-benzyloxymethyl-3,3,3-trifluoropropyl ester 
• 746652-69-7 (2R,3R)-benzoic acid 2-azido-1-benzyloxymethyl-3,3,3-trifluoropropyl ester 
• 746652-66-4 (2S,3S)-benzoic acid 2-azido-1-carboxy-3,3,3-trifluoropropyl ester 
• 746652-71-1 (2R,3R)-benzoic acid 2-azido-1-carboxy-3,3,3-trifluoropropyl ester 
• 746652-65-3 (2S,3S)-benzoic acid 2-azido-3,3,3-trifluoro-1-hydroxymethylpropyl ester 
• 746652-70-0 (2R,3R)-benzoic acid 2-azido-3,3,3-trifluoro-1-hydroxymethylpropyl ester 

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