4-Hydrazinobenzoic acid supplier

Name
4-Hydrazinobenzoic acid
EINECS 210-609-5
CAS No. 619-67-0
Article Data14
CAS DataBase
Density 1.401 g/cm³
Solubility
Melting Point 218 °C (dec.)(lit.)
Formula C₇H₈N₂O₂
Boiling Point 377.2 °C at 760 mmHg
Molecular Weight 152.153
Flash Point 181.9 °C
Transport Information
Appearance solid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 4-hydrazinylbenzoic acid
PSA 75.35000
LogP 1.44370

Synthetic route

: 150-13-0
4-amino-benzoic acid

: 619-67-0
4-Hydrazinobenzoic acid

Conditions

Conditions	Yield
Stage #1: 4-amino-benzoic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 0℃; for 0.833333h; Stage #2: With tin(II) chloride dihdyrate In water at 0 - 20℃;	85.2%
Stage #1: 4-amino-benzoic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 0℃; for 0.833333h; Stage #2: With tin(II) chloride dihdyrate In water for 2.5h;	85.2%
Multi-step reaction with 2 steps 1: Diazotization 2: aq.-ethanolic HCl View Scheme

: 24589-77-3, 52455-33-1
4-hydrazinobenzoic acid hydrochloride

: 619-67-0
4-Hydrazinobenzoic acid

Conditions

Conditions	Yield
With dimethyl N-cyanodithioiminocarbonate In ethanol Heating;	41%

: [N'-(4-carboxy-phenyl)-hydrazino]-triphenyl-phosphonium; chloride

: 619-67-0
4-Hydrazinobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride

HCl-salt 4-amino-benzoic acid: HCl-salt 4-amino-benzoic acid

: 619-67-0
4-Hydrazinobenzoic acid

Conditions

Conditions	Yield
Reaktion ueber mehrere Stufen;

: 586-76-5
4-Bromobenzoic acid

: 619-67-0
4-Hydrazinobenzoic acid

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; hydrazine hydrate In water at 90℃; for 8h;

: 619-67-0
4-Hydrazinobenzoic acid

: 123-54-6
acetylacetone

: 81282-82-8
4-(3,5-dimethyl-1H-pyrazol-1-yl)benzoic acid

Conditions

Conditions	Yield
In isopropyl alcohol for 15h; Reflux;	100%
In isopropyl alcohol for 15h; Heating / reflux;	99%
With sulfuric acid In methanol at 20℃;	90%

: 19437-26-4
2,2'-dipyridyl ketone

: 619-67-0
4-Hydrazinobenzoic acid

: 4-(2-(di(pyridin-2-yl)methylene)hydrazinyl)benzoic acid hemihydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In acetonitrile for 6h; Reflux;	100%

: C23H25BF2N2O

: 619-67-0
4-Hydrazinobenzoic acid

: C30H31BF2N4O2

Conditions

Conditions	Yield
In ethanol Reflux;	100%

: 141-97-9
ethyl acetoacetate

: 619-67-0
4-Hydrazinobenzoic acid

: 1-(4-carboxyphenyl)-3-methyl-4,5-dihydro-5-ethoxy-5-hydroxy-pyrazole

Conditions

Conditions	Yield
In neat (no solvent) at 20℃; for 0.5h; Solvent; Sonication;	100%

: 108-94-1
cyclohexanone

: 619-67-0
4-Hydrazinobenzoic acid

: 36729-27-8
6,7,8,9-tetrahydro-5H-carbazole-3-carboxylic acid

Conditions

Conditions	Yield
With sulfuric acid In water at 70℃; for 0.75h; Heating / reflux;	99%
With acetic acid for 8.5h; Fischer Indole Synthesis; Reflux;	82%
Erhitzen des Reaktionsgemisches in wss. H2SO4;

: 619-67-0
4-Hydrazinobenzoic acid

: 1218-69-5
2-(2-hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one

: 201530-41-8
deferasirox

Conditions

Conditions	Yield
With triethylamine In ethanol for 2h; Reflux;	99%
With propionic acid In chlorobenzene at 130℃; for 1h; Product distribution / selectivity; Heating / reflux;	93%
With propionic acid In 1-methyl-pyrrolidin-2-one at 120℃; for 1h; Product distribution / selectivity;	91%

: 59997-51-2
trimethylacetylacetonitrile

: 619-67-0
4-Hydrazinobenzoic acid

: 869663-56-9
4-(5-amino-3-tert-butyl-1H-pyrazol-1-yl)benzoic acid

Conditions

Conditions	Yield
With acetic acid In tetrahydrofuran; ethanol for 16h; Heating / reflux;	99%
With acetic acid In tetrahydrofuran; ethanol for 16h; Heating / reflux;	99%
Stage #1: trimethylacetylacetonitrile; 4-Hydrazinobenzoic acid In methanol at 20℃; for 0.333333h; Stage #2: With hydrogenchloride at 94.85℃; for 0.666667h;	80%
In toluene at 20℃; for 12h; Heating / reflux;
In toluene at 20℃; for 12h; Heating / reflux;

: 619-67-0
4-Hydrazinobenzoic acid

: 4551-62-6
p-deuterobenzoic acid

Conditions

Conditions	Yield
With ammonium cerium (IV) nitrate; d(4)-methanol at 20℃;	98%
With deuteriated sodium hydroxide; water-d2; lead dioxide; -glycine*DCl Product distribution; different 4-substituted benzoic acid, reagents and reaction conditions;	95%
With deuteriated sodium hydroxide; water-d2; lead dioxide; -glycine*DCl	95%

: 619-67-0
4-Hydrazinobenzoic acid

: 292638-85-8
acrylic acid methyl ester

: 115974-97-5
methyl (E)-4-carboxyl cinnamate

Conditions

Conditions	Yield
With Bathocuproine; palladium diacetate; acetic acid In methanol; chlorobenzene at 40℃; under 760.051 Torr;	98%

: 2-[4-((4-(dimethylamino)phenyl)ethynyl)phenyl]pyrido[4,3-e][1,3]oxazin-4-one

: 619-67-0
4-Hydrazinobenzoic acid

: 4-[3-[4-((4-(dimethylamino)phenyl)ethynyl)phenyl]-5-(3-hydroxypyridin-4-yl)-[1,2,4]triazol-1-yl]benzoic acid

Conditions

Conditions	Yield
In ethanol at 110℃; for 0.5h; Inert atmosphere; Sealed tube;	98%

: 141-32-2
acrylic acid n-butyl ester

: 619-67-0
4-Hydrazinobenzoic acid

: (E)-4-(3-butoxy-3-oxoprop-1-enyl)benzoic acid

Conditions

Conditions	Yield
With Bathocuproine; palladium diacetate; acetic acid In methanol; chlorobenzene at 40℃; under 760.051 Torr;	97%

: 563-80-4
3-methyl-butan-2-one

: 619-67-0
4-Hydrazinobenzoic acid

: 3,3-dimethyl-2-methyleneindoline-5-carboxylic acid

Conditions

Conditions	Yield
With sulfuric acid In ethanol Reflux;	97%
With sulfuric acid In ethanol for 18h; Reflux; Inert atmosphere;	91%
With sulfuric acid In ethanol for 18h; Reflux;	73%

: 619-67-0
4-Hydrazinobenzoic acid

: 17303-83-2
3-formylthiophene-2-boronic acid

: 17303-87-6
C12H9N2BO3S

Conditions

Conditions	Yield
	96%

: 619-67-0
4-Hydrazinobenzoic acid

: 128230-98-8, 128231-34-5, 128231-44-7
1,3-dihydro-5-(3,6-dihydro-6-methyl-2-oxo-2H-1,3,4-thiadiazin-5-yl)-3-phenylimino-2H-indol-2-one

: 128231-23-2
4-<2-<5-(3,6-dihydro-6-methyl-2-oxo-1,3,4-thiadiazin-5-yl)-2,3-dihydro-2-oxo-1H-indol-3-ylidene>hydrazino>benzoic acid

Conditions

Conditions	Yield
In acetonitrile for 2h; Heating;	95%

: 110-87-2
3,4-dihydro-2H-pyran

: 619-67-0
4-Hydrazinobenzoic acid

: 141071-80-9
3-(5-fluoro-1H-indol-3-yl)propan-1-ol

Conditions

Conditions	Yield
Stage #1: 4-Hydrazinobenzoic acid With sulfuric acid In N,N-dimethyl acetamide; water at 100℃; Fischer Indole Synthesis; Microwave irradiation; Stage #2: 3,4-dihydro-2H-pyran In N,N-dimethyl acetamide; water at 20 - 175℃; for 0.766667h;	95%

: 563-80-4
3-methyl-butan-2-one

: 619-67-0
4-Hydrazinobenzoic acid

: 126442-84-0
4-(1,2-dimethyl-propylidenehydrazino)-benzoic acid

Conditions

Conditions	Yield
In ethanol; water for 0.5h; Heating;	94%

: 619-67-0
4-Hydrazinobenzoic acid

: 4347-31-3
2-formylthiophene-3-boronic acid

: 20190-68-5
4-(1-hydroxy-1H-thieno[3,2-d][1,2,3]diazaborinin-2-yl)-benzoic acid

Conditions

Conditions	Yield
	94%
In ethanol

: 623-15-4
4-(furan-2-yl)but-3-en-2-one

: 619-67-0
4-Hydrazinobenzoic acid

: 4-<5-(2-furanyl)-4,5-dihydro-3-methyl-1H-pyrazol-1-yl>benzoic acid

Conditions

Conditions	Yield
In ethanol for 6h; Heating;	94%

: 264869-57-0
C58H49N5O10P4S3

: 619-67-0
4-Hydrazinobenzoic acid

: C86H73N13O14P4S3

Conditions

Conditions	Yield
In tetrahydrofuran; water at 20℃;	93%

: 563-80-4
3-methyl-butan-2-one

: 619-67-0
4-Hydrazinobenzoic acid

: 4-(2-(3-methylbutan-2-ylidene)hydrazinyl)benzoic acid

Conditions

Conditions	Yield
In ethanol at 80℃; for 20h; Inert atmosphere;	93%
In ethanol for 1.25h; Heating;
In ethanol for 4h; Reflux;

: ethyl (2E)-2-(ethoxymethylidene)-4,4,4-trifluoro-3-oxobutanoate

: 619-67-0
4-Hydrazinobenzoic acid

: 700372-26-5
4-(4-(ethoxycarbonyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl)benzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran; ethanol at -8 - 20℃; for 3h; Inert atmosphere;	93%
With ethanol In tetrahydrofuran at -15 - 20℃; for 3h;	87%

: 619-67-0
4-Hydrazinobenzoic acid

: 220968-18-3
3-dimethylamino-5-(2,2,6-trimethyl-2-cyclohexen-1-yl)-2,4-pentadienal

: 1208251-51-7
4-{5-[2-(2,6,6-trimethylcyclohex-2-en-1-yl)ethenyl]-1H-pyrazol-1-yl}benzoic acid

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 25℃; for 1h;	93%

: 1765-93-1
4-fluoroboronic acid

: 619-67-0
4-Hydrazinobenzoic acid

: 5731-10-2
4'-fluoro-biphenyl-4-carboxylic acid

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; Trimethylacetic acid In 1-methyl-pyrrolidin-2-one at 90℃; for 4h; Suzuki Coupling;	93%

: 1129-30-2
2,6-Diacetylpyridine

: 619-67-0
4-Hydrazinobenzoic acid

: 4′-(2E,2′E)-2,2′-(1,1′-(pyridine-2,6-diyl)bis(ethan-1-yl-1-ylidene))bis(hydrazin-1-yl-2-ylidene)dibenzoic acid

Conditions

Conditions	Yield
In ethanol at 20℃; for 3h;	93%

: 619-67-0
4-Hydrazinobenzoic acid

: 65-45-2
salicylamide

: 69-72-7
salicylic acid

: 201530-41-8
deferasirox

Conditions

Conditions	Yield
Stage #1: salicylamide; salicylic acid With pyridine; thionyl chloride In toluene at 120℃; for 3h; Stage #2: 4-Hydrazinobenzoic acid	93%

...Expand

: 563-80-4
3-methyl-butan-2-one

: 619-67-0
4-Hydrazinobenzoic acid

: 84100-84-5
2,3,3-trimethyl-5-carboxy-3H-indole

Conditions

Conditions	Yield
With sulfuric acid In ethanol for 12h; Heating;	92%
With acetic acid at 160℃; for 0.166667h; Temperature; Microwave irradiation; Sealed tube;	81%
With acetic acid for 20h; Reflux;	80%

: 958462-15-2
(3E)-1-benzoyl-3-(dimethylamino)methylidenepyrrolidin-2-one

: 619-67-0
4-Hydrazinobenzoic acid

: 958462-27-6
4-[4-(2-benzamidoethyl)-5-hydroxy-1H-pyrazol-1-yl]benzoic acid

Conditions

Conditions	Yield
With hydrogenchloride In propan-1-ol for 4h; Heating;	92%

: 24424-99-5
di-tert-butyl dicarbonate

: 619-67-0
4-Hydrazinobenzoic acid

: 96736-00-4
4-(2-(tert-butoxycarbonyl)hydrazineyl)benzoic acid

Conditions

Conditions	Yield
In 1,4-dioxane at 20℃;	92%
In 1,4-dioxane at 20℃;	82%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1h;	79%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 96h;

: 619-67-0
4-Hydrazinobenzoic acid

: 105439-85-8
1,1,1-Trifluoro-3-octyn-2-one

: 4-(3-butyl-5-(trifluoromethyl)-1H-pyrazol-1-yl)benzoic acid

Conditions

Conditions	Yield
In dimethyl sulfoxide at 20 - 110℃; for 21h; regioselective reaction;	92%

: 350-03-8
methyl-3-pyridylketone

: 619-67-0
4-Hydrazinobenzoic acid

: C14H13N3O2

Conditions

Conditions	Yield
In acetonitrile Reflux;	92%

4-Hydrazinobenzoic acid Chemical Properties

Molecular structure of 4-Hydrazinobenzoic acid (CAS NO.619-67-0) is:

Product Name: 4-Hydrazinobenzoic acid
CAS Registry Number: 619-67-0
IUPAC Name: 4-hydrazinylbenzoic acid
Molecular Weight: 152.15062 [g/mol]
Molecular Formula: C₇H₈N₂O₂
XLogP3: -0.9
H-Bond Donor: 3
H-Bond Acceptor: 4
EINECS: 210-609-5
Melting Point: 218 °C (dec.)(lit.)
Surface Tension: 73.1 dyne/cm
Density: 1.401 g/cm³
Flash Point: 181.9 °C
Enthalpy of Vaporization: 65.93 kJ/mol
Boiling Point: 377.2 °C at 760 mmHg
Vapour Pressure: 2.32E-06 mmHg at 25 °C
Stability: Stable. Combustible. Incompatible with strong acids, strong oxidizing agents.
Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzene series;Organic acids;Hydrazines;Nitrogen Compounds;Organic Building Blocks

4-Hydrazinobenzoic acid Toxicity Data With Reference

mmo-sat 3 µmol/plate

ZLUFAR Zeitschrift fuer Lebensmittel-Untersuchung und-Forschung. 183 (1986),85.

4-Hydrazinobenzoic acid Safety Profile

Safty information about 4-Hydrazinobenzoic acid (CAS NO.619-67-0) is:
Questionable carcinogen with experimental carcinogenic data. Mutation data reported. When heated to decomposition it emits toxic vapors of NO_x.
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 1
RTECS: DH1700000
Hazard Note: Irritant

4-Hydrazinobenzoic acid Specification

4-Hydrazinobenzoic acid , its cas register number is 619-67-0. It also can be called (4-Carboxyphenyl)hydrazine ; p-Carboxyphenylhydrazine ; p-Hydrazinobenzoic acid ; Benzoic acid, 4-hydrazino- ; Benzoic acid, 4-hydrazinyl- ; Benzoic acid, p-hydrazino- .It is a light tan powder.

Product Name

4-Hydrazinobenzoic acid

Synthetic route

4-Hydrazinobenzoic acid Chemical Properties

4-Hydrazinobenzoic acid Toxicity Data With Reference

4-Hydrazinobenzoic acid Safety Profile

4-Hydrazinobenzoic acid Specification

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