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3-Bromo-2-hydroxybenzaldehyde is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 1829-34-1 Structure
  • Basic information

    1. Product Name: 3-Bromo-2-hydroxybenzaldehyde
    2. Synonyms: 3-Bromo-2-hydroxybenzaldehyde,3-Bromosalicylaldehyde;3-Bromosalicylaldehyde, 2-Bromo-6-formylphenol;3-Bromo-2-hydroxybenzaldehyde, >=98%;3-BROMOSALICYLALDEHYDE;3-BROMO-2-HYDROXYBENZALDEHYDE;2-Hydroxy-3-bromobenzaldehyde
    3. CAS NO:1829-34-1
    4. Molecular Formula: C7H5BrO2
    5. Molecular Weight: 201.02
    6. EINECS: 1533716-785-6
    7. Product Categories: Building Blocks;C7;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Aldehydes;blocks;Bromides;Aromatic Aldehydes & Derivatives (substituted)
    8. Mol File: 1829-34-1.mol
  • Chemical Properties

    1. Melting Point: 53-57
    2. Boiling Point: 215.563 °C at 760 mmHg
    3. Flash Point: >110
    4. Appearance: /
    5. Density: 1.737 g/cm3
    6. Vapor Pressure: 0.1mmHg at 25°C
    7. Refractive Index: 1.657
    8. Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
    9. Solubility: soluble in Methanol
    10. PKA: 6?+-.0.10(Predicted)
    11. CAS DataBase Reference: 3-Bromo-2-hydroxybenzaldehyde(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3-Bromo-2-hydroxybenzaldehyde(1829-34-1)
    13. EPA Substance Registry System: 3-Bromo-2-hydroxybenzaldehyde(1829-34-1)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 22-36/37/38
    3. Safety Statements: 26
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1829-34-1(Hazardous Substances Data)

1829-34-1 Usage

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 41, p. 1166, 1993 DOI: 10.1248/cpb.41.1166

Check Digit Verification of cas no

The CAS Registry Mumber 1829-34-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,2 and 9 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1829-34:
(6*1)+(5*8)+(4*2)+(3*9)+(2*3)+(1*4)=91
91 % 10 = 1
So 1829-34-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H5BrO2/c8-6-3-1-2-5(4-9)7(6)10/h1-4,10H

1829-34-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Bromo-2-hydroxybenzaldehyde

1.2 Other means of identification

Product number -
Other names 3-Bromo-2-Hydroxybenzaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1829-34-1 SDS

1829-34-1Relevant articles and documents

Isomers of Coumarin-Based Cyclometalated Ir(III) Complexes with Easily Tuned Phosphorescent Color and Features for Highly Efficient Organic Light-Emitting Diodes

Feng, Zhao,Yu, Yue,Yang, Xiaolong,Zhong, Daokun,Song, Dongdong,Yang, Hua,Chen, Xi,Zhou, Guijiang,Wu, Zhaoxin

, p. 7393 - 7408 (2019)

Three Ir(CλN)2(acac)-type and one Ir(C1λN)(C2λN)(acac)-type coumarin-based cyclometalated Ir(III) complex isomers (IrC5, IrC7, IrC7-A, and IrC8) have been obtained using three coumarin-based isomers of 2-phenylpyridine (ppy)-type cyclometalating ligands (L-C5, L-C7, and L-C8). Two coordination isomers emerging as principal products (IrC7 and IrC7-A) are obtained in the synthesis of corresponding coumarin-based cyclometalated Ir(III) complexes because of two different coordination sites in ligand L-C7 to form a C-Ir bond. To the best of our knowledge, there are no such isomers reported to date. Interestingly, a broad range of phosphorescent color tuning from green (IrC8, λ = 516 nm) to red (IrC5, λ = 608 nm) has been realized through variation of the pyridyl substitution positions on the fused phenyl ring of the coumarin skeleton. In addition, based on natural transition orbital (NTO) analyses, features of the lowest triplet excited states (T1) from these coumarin-based cyclometalated Ir(III) complex isomers can be tuned easily by these ligand isomers as well. IrC5, IrC7, and IrC7-A show prevailing 3MLCT character associated with their T1 states which emit the phosphorescent signals, while the T1 state of IrC8 exhibits the dominant ligand-centered π-π? transition feature. Importantly, owing to the strong rigidity of the coumarin skeleton, all the coumarin-based cyclometalated Ir(III) complex isomers can show high phosphorescent quantum yields φp (ca. 0.4-1). Together with the improved electron-injection/electron-transport (EI/ET) ability, all the phosphorescent emitters display impressive electroluminescence (EL) performance. The device based on IrC8 gives the highest EL efficiencies of external quantum efficiency (ηext) 22.7%, current efficiency (ηL) 79.7 cd A-1, and power efficiency (ηP) 58.2 lm W-1, representing the most state-of-the-art EL ability ever achieved by coumarin-based phosphorescent emitters. All these encouraging data definitely suggest the great potential of the coumarin skeleton in both easy tuning of the photophysical properties of ppy-type Ir(III) phosphorescent complexes and developing high-performance phosphorescent emitters.

The 7-phenyl benzoxaborole series is active against Mycobacterium tuberculosis

Korkegian, Aaron,O'Malley, Theresa,Xia, Yi,Zhou, Yasheen,Carter, David S.,Sunde, Bjorn,Flint, Lindsay,Thompson, Dean,Ioerger, Thomas R.,Sacchettini, Jim,Alley,Parish, Tanya

, p. 96 - 98 (2018)

We identified a series of novel 7-phenyl benzoxaborole compounds with activity against Mycobacterium tuberculosis. Compounds had a range of activity with inhibitory concentrations (IC90) as low as 5.1 μM and no cytotoxicity against eukaryotic cells (IC50 > 50 μM). Compounds were active against intracellular mycobacteria cultured in THP-1 macrophages. We isolated and characterized resistant mutants with mutations in NADH dehydrogenase (Ndh) or the regulatory protein Mce3R. Mutations suggest that Ndh may be the target of this series.

An Oxidative Dearomatization Approach to Tetrodotoxin via a Masked ortho-Benzoquinone

Robins, Jacob G.,Johnson, Jeffrey S.

supporting information, p. 559 - 563 (2022/01/20)

Progress toward a stereoselective synthesis of tetrodotoxin (TTX) is presented. Oxidative dearomatization of a tetrasubstituted guaiacol arene yielded a masked ortho-benzoquinone that intercepted an acyl nitroso species generated in situ by the copper-cat

Compound containing benzo five-membered heterocyclic structure and preparation method and application thereof

-

Paragraph 0082-0086, (2021/08/14)

The invention relates to the field of medicinal chemistry, and discloses a compound containing a benzo five-membered heterocyclic structure as well as a preparation method and application thereof. The invention also discloses a composition containing the benzo five-membered heterocyclic compound or the pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier, and application of the composition in preparation of PARP-1 and ERK inhibitors. The compound can be used for treating diseases such as tumors.

Heterogeneous Catalytic Oxidative Bromination and Oxidation of Thioethers By Vanadium(IV) Oxido Complex of Benzoylacetone and Effect of Solid Supports

Kesharwani, Neha,Chaudhary, Nikita,Haldar, Chanchal

, p. 3562 - 3581 (2021/03/24)

Vanadium(IV) oxido complex of 1-Phenyl-1,3-butanedione [VIVO(bzac)2] (1) was prepared, characterized, and heterogenized onto APTMS modified graphene oxide, as well as imidazole modified polystyrene beads. Graphene oxide supported complex GO-APTMS-[VIVO(bzac)2] (2) and polymer anchored complex PS-im-[VIVO(bzac)2] (3) were used for the oxidative bromination of a number of small organic molecules and oxidation of a series of thioethers. Both 2 and 3 evolve as excellent heterogeneous catalysts. The nature of solid support does not impact substrate conversion (%) during the oxidative bromination of salicylaldehyde, phenol, or styrene, whereas it influences the substrate conversion (%) as well as the product selectivity (%) during the oxidation of thioethers. Graphic Abstract: [Figure not available: see fulltext.]

Synthesis and characterization of dimeric μ-oxidovanadium complexes as the functional model of vanadium bromoperoxidase

Chaudhary, Nikita,Haldar, Chanchal,Kachhap, Payal,Kesharwani, Neha,Mahato, Arun Kumar,Maurya, Abhishek,Mishra, Vivek Kumar

, (2020/02/05)

Two vanadium (IV) complexes [VIVO(Haeae-sal)(MeOH)]+ (1) and [VIVO(Haeae-hyap)(MeOH)]+ (2) were prepared by reacting [VO(acac)2] with ligands [H2aeae-sal] (I) and [H2aeae-hyap] (II) respectively. Condensation of 2-(2-aminoethylamino)ethanol with salicylaldehyde and 2-hydroxyacetophenone produces the ligands (I) and (II) respectively. Both vanadium complexes 1 and 2 are sensitive towards aerial oxygen in solution and rapidly convert into vanadium(V) dioxido species. Vanadium(V) dioxido species crystalizes as the dimeric form in the solid-state. Single-crystal XRD analysis suggests octahedral geometry around each vanadium center in the solid-state. To access the benefits of heterogeneous catalysis, vanadium(V) dioxido complexes were anchored into the polymeric chain of chloromethylated polystyrene. All the synthesized neat and supported vanadium complexes have been studied by a number of techniques to confirm their structural and functional properties. Bromoperoxidase activity of the synthesized vanadium(V) dioxido complexes 3 and 4 was examined by carrying out oxidative bromination of salicylaldehyde and oxidation of thioanisole. In the presence of hydrogen peroxide, 3 shows 94.4% conversion (TOF value of 2.739 × 102 h?1) and 4 exhibits 79.0% conversion (TOF value of 2.403 × 102 h?1) for the oxidative bromination of salicylaldehyde where 5-bromosalicylaldehyde appears as the major product. Catalysts 3 and 4 also efficiently catalyze the oxidation of thioanisole in the presence of hydrogen peroxide where sulfoxide is observed as the major product. Covalent attachment of neat catalysts 3 and 4 into the polymer chain enhances substrate conversion (%) and their catalytic efficiency increases many folds, both in the oxidative bromination and oxidation of thioether. Polymer supported catalysts 5 displayed 98.8% conversion with a TOF value of 1.127 × 104 h?1 whereas catalyst 6 showed 95.7% conversion with a TOF value of 4.675 × 103 h?1 for the oxidative bromination of salicylaldehyde. These TOF values are the highest among the supported vanadium catalysts available in the literature for the oxidative bromination of salicylaldehyde.

Organometallic iridium complex phosphorescent material containing coumarin skeleton and preparation method of phosphorescent material

-

Paragraph 0110; 0114-0116, (2019/04/26)

An organometallic iridium complex phosphorescent material containing a coumarin skeleton and a preparation method of the phosphorescent material are disclosed. The coumarin skeleton is introduced intoa traditional 2-phenylpyridine ligand, and through controlling the change of substitution positions and adopting an asymmetric structure type, double regulation and control of the luminescent wavelength and luminous efficiency of an obtained iridium complex is realized, so that the organic electrophosphorescent material having simple structure and excellent performance is obtained. By using the characteristics that the coumarin skeleton structure is highly rigid, simple, easy to synthesize, strong in luminescent property and the like, double regulation and control of the luminescent wavelength and luminous efficiency of the obtained iridium complex is realized.

Macrocyclic Modulators of the Ghrelin Receptor

-

Paragraph 0481; 0482; 0483, (2018/05/03)

The present invention provides novel conformationally-defined macrocyclic compounds that have been demonstrated to be selective modulators of the ghrelin receptor (growth hormone secretagogue receptor, GHS-R1a and subtypes, isoforms and variants thereof). Methods of synthesizing the novel compounds are also described herein. These compounds are useful as agonists of the ghrelin receptor and as medicaments for treatment and prevention of a range of medical conditions including, but not limited to, metabolic and/or endocrine disorders, gastrointestinal disorders, cardiovascular disorders, obesity and obesity-associated disorders, central nervous system disorders, genetic disorders, hyperproliferative disorders and inflammatory disorders.

Metal iridium complex and organic electroluminescent device containing metal iridium complex

-

Paragraph 0072; 0076; 0077; 0078, (2018/07/07)

The invention discloses a metal iridium complex and an organic electroluminescent device containing the metal iridium complex. The general structural formula of the metal iridium complex is as shown in the formula I. The electroluminescence of the metal i

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

Dixit, Ashish,Kumar, Pramod,Singh, Surendra

, p. 1257 - 1268 (2018/09/25)

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.

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