14562-10-8

Basic information

• Product Name: 2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde
• Synonyms: 2-FORMYL-6-PHENYLPHENOL
• CAS NO: 14562-10-8
• Molecular Formula: C₁₃H₁₀O₂
• Molecular Weight: 198.2173
• Mol File: 14562-10-8.mol

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde(14562-10-8)
• EPA Substance Registry System: 2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde(14562-10-8)

Safety Data

• Hazardous Substances Data: 14562-10-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde is used as a building block in organic synthesis for the preparation of various organic compounds. Its unique structure allows for the creation of a wide range of molecules with diverse applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde is used as a starting material for the synthesis of pharmaceuticals. Its presence in the molecular structure can contribute to the development of new drugs with potential therapeutic benefits.
Used in Dye Industry:
2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde is used as a starting material in the dye industry for the production of various dyes. Its chemical properties allow for the creation of dyes with specific color characteristics and stability.
Used in Fragrance Industry:
In the fragrance industry, 2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde is used as a starting material for the synthesis of various fragrances. Its unique chemical structure can contribute to the development of new scents with distinct olfactory properties.
Used in Antioxidant and Anti-inflammatory Research:
2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde has been studied for its potential antioxidant and anti-inflammatory properties. Its presence in molecular structures may contribute to the development of new compounds with health benefits and therapeutic applications.
It is important to handle 2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde with caution, as it can be hazardous if not properly managed and stored.

Upstream product

• 100-97-0 hexamethylenetetramine 
• 90-43-7 2-Phenylphenol 
• 115377-97-4 2-(methoxymethoxy)-1,1’-biphenyl 
• 68-12-2 N,N-dimethyl-formamide 
• 1829-34-1 2-hydroxy-3-bromobenzaldehyde 
• 98-80-6 phenylboronic acid 
• 21363-11-1 2-hydroxy-3-biphenylmethanol 
• 14562-09-5 2-phenylcyclohepta-2,4,6-triene-1-one 
• 132939-03-8 Diethylcarbamic acid, <1,1'-biphenyl>-2-yl ester 
• 417698-00-1 O-2-biphenylyl N-isopropylcarbamate 
• 945839-25-8 2-(methoxymethoxy)-[1,1’-biphenyl]-3-carbaldehyde 
• 14562-18-6 3-Phenyl-salicyliden-methylimin 
• 50-00-0 formaldehyd 
• 74-90-8 hydrogen cyanide 

Downstream Products

• 304-06-3 3-phenylsalicylic acid 
• 143592-34-1 Ps-S-Val-NHCy 
• 142429-58-1 Ps-S-Val-Pip 
• 360791-73-7 2-(2-hydroxybiphenyl-3-yl)-3-methyl-3H-benzoimidazole-5-carbonitrile 
• 882533-05-3 2-(benzyloxy)biphenyl-3-carbaldehyde 
• 917370-81-1 2-(tert-butyldiphenylsilyloxy)-3-phenylbenzaldehyde 
• 1063643-23-1 C₃₂H₃₁⁽²⁾HN₂O₂ 
• 1067549-76-1 C₁₉H₂₂N₂O*ClH 
• 1006900-82-8 4,4a-dihydro-6-phenylpyrano[4,3-b]chromen-1(3H)-one 
• 1271773-75-1 9-phenylbenzo[b]oxepin-3(2H)-one 

Relevant articles and documents

Ethylene polymerization by self-immobilized neutral nickel catalysts bearing allyl groups

[Ni(Ph)(PPh3)(N,O)] complexes containing phenyliminophenolato ligands (N,O) (1: N,O = A; 2: N,O = B; 3: N,O = C; 4: N,O = D; 5: N,O = E) have been synthesized and characterized. The molecular structure of 4 was determined by singlecrystal X-ray analysis. Complexes 2-5 bearing allyl groups have been investigated as self-immobilized catalysts for ethylene polymerization without the use of co-catalysts. The high ethylene polymerization activities of ca. 105 g·PE mol-1 Ni·h-1 and high molecular weight (MW ≈ 105) of polyethylene could be accomplished by changing the ligand structures and reaction conditions. The self-immobilization of catalysts brings about a dramatic increase in the catalytic activities of ethylene polymerization. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Dinuclear vs. mononuclear complexes: Accelerated, metal-dependent ring-opening polymerization of lactide

Dinuclear complexes of aluminum and indium with a bis(phenoxy-imine) platform have been synthesized and used in the polymerization of lactide. Kinetic studies demonstrate that the dialuminum precursor provides a more favorable reaction pathway in terms of

Modifications at C(5) of 2-(2-Pyrrolidinyl)-Substituted 1,4-Benzodioxane Elicit Potent α4β2 Nicotinic Acetylcholine Receptor Partial Agonism with High Selectivity over the α3β4 Subtype

A series of diastereomeric 2-(2-pyrrolidinyl)-1,4-benzodioxanes bearing a small, hydrogen-bonding substituent at the 7-, 6-, or 5-position of benzodioxane have been studied for α4β2 and α3β4 nicotinic acetylcholine receptor affinity and activity. Analogous to C(5)H replacement with N and to a much greater extent than decoration at C(7), substitution at benzodioxane C(5) confers very high α4β2/α3β4 selectivity to the α4β2 partial agonism. Docking into the two receptor structures recently determined by cryo-electron microscopy and site-directed mutagenesis at the minus β2 side converge in indicating that the limited accommodation capacity of the β2 pocket, compared to that of the β4 pocket, makes substitution at C(5) rather than at more projecting C(7) position determinant for this pursued subtype selectivity.

Catalysts for Olefin Polymerization

The present disclosure provides catalyst compounds having a tridentate ethylene bridged amine bis(phenolate) ligand. Catalysts of the present disclosure preferably provide catalyst activity values of 250 gP/mmolCat/hr or greater and polyolefins, such as p

Synthesis and structure-activity relationship studies of hydrazide-hydrazones as inhibitors of laccase from trametes versicolor

A series of hydrazide-hydrazones 1-3, the imine derivatives of hydrazides and aldehydes bearing benzene rings, were screened as inhibitors of laccase from Trametes versicolor. Laccase is a copper-containing enzyme which inhibition might prevent or reduce the activity of the plant pathogens that produce it in various biochemical processes. The kinetic and molecular modeling studies were performed and for selected compounds, the docking results were discussed. Seven 4-hydroxybenzhydrazide (4-HBAH) derivatives exhibited micromolar activity Ki = 24-674 μM with the predicted and desirable competitive type of inhibition. The structure-activity relationship (SAR) analysis revealed that a slim salicylic aldehyde framework had a pivotal role in stabilization of the molecules near the substrate docking site. Furthermore, the presence of phenyl and bulky tert-butyl substituents in position 3 in salicylic aldehyde fragment favored strong interaction with the substrate-binding pocket in laccase. Both 3- and 4-HBAH derivatives containing larger 3-tert-butyl-5-methyl- or 3,5-di-tert-butyl-2-hydroxy-benzylidene unit, did not bind to the active site of laccase and, interestingly, acted as non-competitive (Ki = 32.0 μM) or uncompetitive (Ki = 17.9 μM) inhibitors, respectively. From the easily available laccase inhibitors only sodium azide, harmful to environment and non-specific, was over 6 times more active than the above compounds.

Synthesis of chiral salalen ligands and their in-situ generated Cu-complexes for asymmetric Henry reaction

Chiral salalen ligands derived from (S)-proline and derivatives of salicyaldehydes were synthesized, and their in-situ generated Cu (II) complexes were evaluated in the asymmetric Henry reaction. Salalen ligand of different substituents on the phenyl moiety showed remarkable effect on the enantioselectivity of nitro-aldol product of 4-nitrobenzaldehyde and nitromethane. Cu (II) complex generated in situ with (S)-2-(tert-butyl)-6-((2-(((2-hydroxy-3-methylbenzylidene)amino)methyl)pyrrolidin-1-yl)methyl) phenol (10?mol%) and Cu (OAc)2.H2O (10?mol%), found to be better catalyst for nitro-aldol reaction between 4-nitrobenzaldehyde and nitromethane, gave corresponding product in 85% yield and 88% enantiomeric excess (ee) in isopropanol at 35°C after 40?hours. The catalyst also used for the Henry reaction with different substituted benzaldehydes and corresponding products were obtained in 22% to 99% yields with 66% to 92% ee. Henry reaction of 4-nitrobenzaldehyde and prochiral nitroethane gave anti-selective product (dr?=?79/21; anti/syn) in a 91% yield with 80% ee.

Novel phenyl-substituted salicylaldimine metal titanium complexes, synthesis method and use method thereof

The invention discloses novel phenyl-substituted salicylaldimine metal titanium complexes, a synthesis method and a use method thereof. The novel phenyl-substituted salicylaldimine metal titanium complexes H1-H5 have ultra-high homopolymerization catalyti

THIOSEMICARBAZONES INHIBITORS OF LYSOPHOSPHATIDIC ACID ACYLTRANSFERASE AND USES THEREOF

Lysophosphatidic acid acyltransferase-beta (LPAAT-β) catalyzes the production of phosphatidic acid (PA) from lysophosphatidic acid (LPA). The lipid cofactor PA contributes to the activation of c-Raf, BRAF, mTOR and PKC-ζ. LPAAT-β expression is a prognostic factor in gynecologic malignancies and is being investigated as a therapeutic target in a variety of tumor types. A class of thiosemicarbazones was identified as inhibitors of LPAAT-β from a screen of a library of small molecules. A focused library of thiosemicarbazones derivatives was prepared and led to the development of compounds which potently inhibit LPAAT-β and inhibit the growth of MiaPaCa2 human pancreatic cancer cells.

Titanium salalen catalysts based on cis-1,2-diaminocyclohexane: Enantioselective epoxidation of terminal non-conjugated olefins with H 2O2

Terminal, non-conjugated olefins, such as 1-octene, are difficult to epoxidize asymmetrically. Ti salalen complexes based on cis-1,2- diaminocyclohexane catalyze this demanding reaction giving high yields and enantioselectivities (up to 95 % ee), with H2O2 as the oxidant. The X-ray structures of the μ-oxo and peroxo complexes shed light on the coordination behavior of this novel class of ligands.

Asymmetric induction via short-lived chiral enolates with a chiral C-O axis

A novel method has been developed for the asymmetric cyclization of alkyl aryl ethers. The reactions were assumed to proceed via short-lived chiral enolate intermediates with a chiral C-O axis to give cyclic ethers with tetrasubstituted carbon in up to 99% ee. The half-life of racemization of the chiral enolate intermediate was roughly estimated to be ～1 s at -78 C.