Salicylic acid, hydrazide

HCID 13637CAS 936-02-7

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Basic information

Standard SMILES: NNC(=O)c1ccccc1O
InChIKey: XSXYESVZDBAKKT-UHFFFAOYSA-N
Molecular formula: C7H8N2O2
Average molar mass: 152.15 g/mol
Monoisotopic mass: 152.0585775

Names & identifiers

Preferred name: Salicylic acid, hydrazide
IUPAC: 2-hydroxybenzohydrazide
English name: Salicylhydrazide
Molecular formula: C7H8N2O2
Molecular weight: 152.15

Names & synonyms

2-Hydroxybenzohydrazide936-02-7Salicyl hydrazideSALICYLIC ACID, HYDRAZIDENSC-652R5T5F3Q8HRRefChem:884409213-311-3Salicylhydrazide2-HydroxybenzhydrazideSalicylic acid hydrazideSalicyloyl hydrazide

Show more names

2-HYDROXY-BENZOIC ACID HYDRAZIDEAKOS BC-3011Salicylhydrazinesalicoylhydrazide

Salicylic hydrazideSalicylohydrazide2-HydroxybenzoylhydrazineSalicyloylhydrazineo-HydroxybenzhydrazideSalicoyl hydrazideo-Hydroxybenzoylhydrazideo-Hydroxybenzoylhydrazine

Database identifiers

CAS: 936-02-7
PubChem CID: 13637
DTXSID: DTXSID0061321
ChEMBL: CHEMBL170058
UNII: R5T5F3Q8HR
EC Number: 213-311-3、923-931-2
Nikkaji: J30.699A

Properties

Computed structural properties

XLogP: 0.6
Topological polar surface area: 75.4 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 11
Formal charge: 0
Complexity: 149

Physicochemical properties

Melting point: 147 · 147-150 °C(lit.)
Boiling point: 274.61 °C · 274.61°C (rough estimate)
Density: 1.2804 · 1.2804 (rough estimate)
refractive index: 1.52 · 1.5200 (estimate)
storage temp.: -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility: soluble in Ethanol,Methanol
form: Crystalline Powder
pka: 8.57 · 8.57±0.30(Predicted)
color: White to off-white
BRN: 472355 · 472355
CAS DataBase Reference: 936 · 936-02-7(CAS DataBase Reference)
FDA UNII: 5 T5F3Q8HR · R5T5F3Q8HR
NIST Chemistry Reference: 2 · Benzoic acid, 2-hydroxy-, hydrazide(936-02-7)
EPA Substance Registry System: Salicylic acid hydrazide (936-02-7)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
RTECS: 3700000 · VO3700000
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 29280000 · 29280000

Safety & regulation

Safety data

wgk: 3
tsca: TSCA listed
rtecs: VO3700000
hs_code: 29280000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
hazard_class: IRRITANT
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications

UsesA novel colorimetric probe, CDAH, was designed and synthesized using a coumarin derivative as the fluorescent moiety and salicylhydrazide as the ligand through a Schiffs reaction.[2]

Preparation methods · 1 item

PreparationThe preparation of salicylhydrazide was carried out according to the literature. To a solution of methyl salicylate (0.1 mol, 13.81 g) in 30 mL of absolute alcohol in a 150 mL three-neck flask, hydrazine hydrate (30 mL, 80%) was added. The reaction mixture was then heated to reflux for 4 hours. Next, the excess absolute alcohol was completely removed under reduced pressure. The residue was recrystallized from water to yield salicylhydrazide.[1]