4-Biphenylcarboxylic acid hydrazide

Base Information

• Chemical Name: 4-Biphenylcarboxylic acid hydrazide
• CAS No.: 18622-23-6
• Molecular Formula: C13H12N2O
• Molecular Weight: 212.251
• Hs Code.: 2928000090
• European Community (EC) Number: 242-451-8
• NSC Number: 234750
• UNII: 6O3JS9TPA9
• DSSTox Substance ID: DTXSID10171871
• Nikkaji Number: J222.254J
• Wikidata: Q83042022
• Mol file: 18622-23-6.mol

Synonyms:18622-23-6;4-Biphenylcarboxylic acid hydrazide;4-Phenylbenzhydrazide;4-phenylbenzohydrazide;[1,1'-Biphenyl]-4-carbohydrazide;Biphenyl-4-carbohydrazide;p-Phenylbenzhydrazide;p-Phenyl benzhydrazide;1,1'-biphenyl-4-carbohydrazide;(1,1'-Biphenyl)-4-carbohydrazide;1-phenylbenzene-4-carbohydrazide;[1,1'-Biphenyl]-4-carboxylic acid, hydrazide;4-BIPHENYLCARBOXYLICACIDHYDRAZIDE;6O3JS9TPA9;p-Phenylbenzoic acid hydrazide;biphenyl-4-carboxylic acid hydrazide;EINECS 242-451-8;NSC 234750;NSC-234750;(1,1'-Biphenyl)-4-carboxylic acid, hydrazide;4-Phenylbenzoic Hydrazide;NSC234750;4-Phenylbenzoylhydrazine;4-phenylbenzoyl hydrazide;UNII-6O3JS9TPA9;Oprea1_197745;Oprea1_566796;SCHEMBL1706875;Biphenyl-4-carboxylic Hydrazide;4-biphenylcarbonic acid hydrazid;DTXSID10171871;biphenyl-4-carboxylic acid hydrazone;BBL037539;MFCD00017078;STK502409;AKOS000277182;[1,1'-Biphenyl]-4-carbohydrazide #;AS-48167;4-BIPHENYLCARBOXYLIC ACID, HYDRAZIDE;B4350;CS-0168647;FT-0617683;1,1'-Bbiphenyl-4-carboxylic acid, hydrazide;4-biphenylcarboxylic acid hydrazide, AldrichCPR;F19563;A880670;SR-01000314298;SR-01000314298-1;F2102-0079

Chemical Property of 4-Biphenylcarboxylic acid hydrazide

Chemical Property:

• Melting Point: 190-193 °C
• Refractive Index: 1.612
• PKA: 12.55±0.10(Predicted)
• PSA: 55.12000
• Density: 1.164 g/cm³
• LogP: 3.04830
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 212.094963011
• Heavy Atom Count: 16
• Complexity: 228

Purity/Quality:

97% ^*data from raw suppliers

4-BiphenylcarboxylicAcidHydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)NN
• General Description: 4-Biphenylcarboxylic acid hydrazide serves as a key precursor in the synthesis of Schiff base hydrazones, as demonstrated by its use in forming structurally characterized derivatives with distinct molecular conformations. These derivatives crystallize in monoclinic space groups, highlighting the compound's versatility in generating structurally diverse hydrazone frameworks.

Technology Process of 4-Biphenylcarboxylic acid hydrazide

There total 5 articles about 4-Biphenylcarboxylic acid hydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.1%

methyl 4-phenylbenzoate (720-75-2) → 4-phenylbenzohydrazide (18622-23-6)

Guidance literature:

With hydrazine hydrate; In ethanol; at 85 ℃; for 4h;

Reference yield: 85.0%

ethyl 4-phenylbenzoate (6301-56-0) → 4-phenylbenzohydrazide (18622-23-6)

Guidance literature:

With hydrazine hydrate; In ethanol; at 100 ℃; for 3h;

DOI:10.1016/0223-5234(92)90005-L

Reference yield:

biphenyl-4-carboxylic acid (92-92-2) → 4-phenylbenzohydrazide (18622-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / dimethylformamide / 3 h / Heating

2: 9.43 g / H₂NNH₂*H₂O / tetrahydrofuran / 0.5 h / 0 °C

With thionyl chloride; hydrazine hydrate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00009-3

upstream raw materials:

ethyl 4-phenylbenzoate

4-biphenyl-carboxylic acid chloride

biphenyl-4-carboxylic acid

methyl 4-phenylbenzoate

Downstream raw materials:

2-([1,1'-biphenyl]-4-yl)-1,3,4-oxadiazole

N-(biphenyl-4-carbonyl)-N'-[1]naphthoyl-hydrazine

3-[(biphenyl-4-carbonylhydrazono)-methyl]-rifamycin

(5-Biphenyl-4-yl-[1,3,4]oxadiazol-2-ylmethyl)-carbamic acid benzyl ester

Refernces

Synthesis and crystal structures of two new Schiff base hydrazones derived from biphenyl-4-carbohydrazide

10.1007/s10870-011-0118-3

The study focuses on the synthesis and crystal structures of two novel Schiff base hydrazones derived from biphenyl-4-carbohydrazide. The compounds synthesized are N-[(E)-(2,5-dimethoxyphenyl)methylidene]biphenyl-4-carbohydrazide (1) and N0-[(E)-(4-fluorophenyl)methylidene]biphenyl-4-carbohydrazide (2). These compounds are the first structurally characterized biphenyl derivatives of phenylmethylidenecarbohydrazide. The study uses X-ray diffraction to determine their crystal structures, revealing that both compounds crystallize in monoclinic space groups but exhibit different molecular conformations due to the presence or absence of substituents in the ortho position of the phenyl ring.