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2-Bromo-6-methoxybenzoic acid, a chemical compound with the molecular formula C8H7BrO3, is a derivative of benzoic acid featuring a bromine atom and a methoxy group attached to its core. This organic compound is known for its potential applications in various industries due to its unique chemical structure and properties.

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  • 31786-45-5 Structure
  • Basic information

    1. Product Name: 2-BROMO-6-METHOXYBENZOIC ACID
    2. Synonyms: 2-BROMO-6-METHOXYBENZOIC ACID;6-Bromo-o-anisic acid
    3. CAS NO:31786-45-5
    4. Molecular Formula: C8H7BrO3
    5. Molecular Weight: 231.04338
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 31786-45-5.mol
  • Chemical Properties

    1. Melting Point: 127-129 °C
    2. Boiling Point: 315.119 °C at 760 mmHg
    3. Flash Point: 144.379 °C
    4. Appearance: /
    5. Density: 1.625 g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.584
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: Chloroform (Sparingly), Methanol (Slightly)
    10. PKA: 2.74±0.10(Predicted)
    11. CAS DataBase Reference: 2-BROMO-6-METHOXYBENZOIC ACID(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-BROMO-6-METHOXYBENZOIC ACID(31786-45-5)
    13. EPA Substance Registry System: 2-BROMO-6-METHOXYBENZOIC ACID(31786-45-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 31786-45-5(Hazardous Substances Data)

31786-45-5 Usage

Uses

Used in Organic Synthesis:
2-Bromo-6-methoxybenzoic acid is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its unique structure allows for further functionalization and modification, making it a valuable building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Bromo-6-methoxybenzoic acid is utilized as a building block for the development of drugs and pharmaceutical compounds. Its presence in the molecular structure can impart specific therapeutic properties, contributing to the efficacy and safety of the final drug product.
Used in Agrochemical Production:
2-Bromo-6-methoxybenzoic acid is employed in the production of agrochemicals, where it serves as a precursor for the synthesis of various pesticides and herbicides. Its chemical properties enable the development of effective crop protection agents that can combat pests and diseases.
Used in Dye Manufacturing:
2-BROMO-6-METHOXYBENZOIC ACID is also used in the manufacturing of dyes, where its chemical structure contributes to the color and stability of the final dye product. Its versatility in color production makes it a valuable component in the dye industry.
Used in Biological Research:
2-Bromo-6-methoxybenzoic acid has been studied for its potential biological activities, including anti-inflammatory and anticancer properties. Its presence in biological assays and screenings can provide insights into its therapeutic potential and pave the way for the development of novel treatments for various diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 31786-45-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,1,7,8 and 6 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 31786-45:
(7*3)+(6*1)+(5*7)+(4*8)+(3*6)+(2*4)+(1*5)=125
125 % 10 = 5
So 31786-45-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H7BrO3/c1-12-6-4-2-3-5(9)7(6)8(10)11/h2-4H,1H3,(H,10,11)

31786-45-5 Well-known Company Product Price

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  • Alfa Aesar

  • (H31604)  2-Bromo-6-methoxybenzoic acid, 98%   

  • 31786-45-5

  • 1g

  • 1019.0CNY

  • Detail
  • Alfa Aesar

  • (H31604)  2-Bromo-6-methoxybenzoic acid, 98%   

  • 31786-45-5

  • 5g

  • 3411.0CNY

  • Detail

31786-45-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Bromo-6-methoxybenzoic acid

1.2 Other means of identification

Product number -
Other names 6-bromo-2-methoxybenzoic acid

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:31786-45-5 SDS

31786-45-5Relevant articles and documents

Dihydroisocoumarin derivative and preparation method and application thereof

-

, (2022/01/10)

The present invention discloses a dihydroisocoumarin derivative and preparation method and application thereof, the dihydroisocoumarin derivative having a structure as shown in formula (I) or (II). The method of preparing dihydroisocoumarin derivatives of

Dihydroisocoumarin derivative and preparation method and application thereof

-

, (2022/01/10)

The present invention discloses a dihydroisocoumarin derivative and preparation method and application thereof, the dihydroisocoumarin derivative having a structure as shown in formula (I) or (II). The method of preparing dihydroisocoumarin derivatives of

Zn-Catalyzed Enantio- and Diastereoselective Formal [4 + 2] Cycloaddition Involving Two Electron-Deficient Partners: Asymmetric Synthesis of Piperidines from 1-Azadienes and Nitro-Alkenes

Chu, John C. K.,Dalton, Derek M.,Rovis, Tomislav

supporting information, p. 4445 - 4452 (2015/04/14)

We report a catalytic asymmetric synthesis of piperidines through [4 + 2] cycloaddition of 1-azadienes and nitro-alkenes. The reaction uses earth abundant Zn as catalyst and is highly diastereo- and regioselective. A novel BOPA ligand (F-BOPA) confers high reactivity and enantioselectivity in the process. The presence of ortho substitution on the arenes adjacent to the bis(oxazolines) was found to be particularly impactful, due to limiting the undesired coordination of 1-azadiene to the Lewis acid and thus allowing the reaction to be carried out at lower temperature. A series of secondary kinetic isotope effect studies using a range of ligands implicates a stepwise mechanism for the transformation, involving an initial Michael-type addition of the imine to the nitro-alkene followed by a cyclization event. The stepwise mechanism obviates the electronic requirement inherent to a concerted mechanism, explaining the successful cycloaddition between two electron-deficient partners. (Chemical Equation Presented).

First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation

Nguyen, Thi-Huu,Chau, Nguyet Trang Thanh,Castanet, Anne-Sophie,Nguyen, Kim Phi Phung,Mortier, Jacques

, p. 3419 - 3429 (2008/02/03)

(Chemical Equation Presented) New general methodology of value in aromatic chemistry based on ortho-metalation sites in o-, m-, and p-anisic acids (1-3) (Scheme 1) is described. The metalation can be selectively directed to either of the ortho positions by varying the base, metalation temperature, and exposure times. Metalation of o-anisic acid (1) with s-BuLi/TMEDA in THF at -78°C occurs exclusively in the position adjacente to the carboxylate. On the other hand, a reversal of regioselectivity is observed with n-BuLi/t-BuOK. With LTMP at 0°C, the two directors of m-anisic acid (2) function in concert to direct introduction of the metal between them while n-BuLi/t-BuOK removes preferentially the proton located ortho to the methoxy and para to the carboxylate (H-4). s-BuLi/TMEDA reacts with p-anisic acid (3) exclusively in the vicinity of the carboxylate. According to these methodologies, routes to very simple methoxybenzoic acids with a variety of functionalities that are not easily accessible by other means have been developed (Table 1).

Regioselective halogen-metal exchange reaction of 3-substituted 1,2-dibromo arenes: The synthesis of 2-substituted 5-bromobenzoic acids

Menzel, Karsten,Dimichele, Lisa,Mills, Paul,Frantz, Doug E.,Nelson, Todd D.,Kress, Michael H.

, p. 1948 - 1952 (2008/02/08)

Regioselective halogen-metal exchange reactions using isopropylmagnesium chloride were carried out on 3-substituted 1,2-dibromo arenes. Eleven examples are given. Georg Thieme Verlag Stuttgart.

Halogen-metal exchange of 3-substituted 1,2-dibromoarenes: The use of long-range JCH coupling constants to determine regiochemistry

DiMichele, Lisa,Menzel, Karsten,Mills, Paul,Frantz, Doug,Nelson, Todd

, p. 1041 - 1043 (2008/02/05)

Regioselective halogen/metal exchange reactions were carried out on a series of 3-substituted-1,2-dibromoarenes. Product mixtures were quenched with CO2 to form the corresponding benzoic acid analogs to facilitate HPLC and NMR analysis. Substitution at the 3-position could readily be assigned on the basis of 2D HMBC long-range correlations, while assignment at the 2-position was not as straightforward. The use of three-bond JCH coupling constant measurements, extracted from 1-D 1H coupled 13C experiments, were necessary to render unequivocal regio assignments. Copyright

Directed ortho-metalation of unprotected benzoic acids. Methodology and regioselective synthesis of useful contiguously 3- and 6-substituted 2-methoxybenzoic acid building blocks

Nguyen, Thi-Huu,Castanet, Anne-Sophie,Mortier, Jacques

, p. 765 - 768 (2007/10/03)

By treatment with s-BuLi/TMEDA at -78 °C, unprotected 2-methoxybenzoic acid is deprotonated exclusively in the position ortho to the carboxylate. A reversal of regioselectivity is observed when the acid is treated with n-BuLi/t-BuOK. These results are of general utility for the one-pot preparation of a variety of very simple 3- and 6-substituted 2-methoxybenzoic acids that are not easily accessible by conventional means. The potential usefulness of the method is demonstrated by the expedient synthesis of lunularic acid.

Synthesis of a 6H-pyrazolo[4,5,1-de]acridin-6-one derivative: A useful intermediate of antitumour agents

Sugaya,Mimura,Kato,Ikuta,Mimura,Kasai,Tomioka

, p. 73 - 76 (2007/10/02)

A 6H-pyrazolo[4,5,1-de]acridin-6-one derivative, a useful intermediate of antitumor agents, was prepared by a facile synthetic route from 2-bromobenzoic acid and 6-nitroindazole involving a halogenocopper(I)-catalyzed Ullmann coupling reaction and Friedel-Crafts cyclization.

Reductive Dechlorination of Chloro-phenols and -benzoic acids by Raney Co-Al Alloy in an Alkaline Deuterium Oxide Solution and Preparation of Deuterated Salicylic Acids

Tashiro, Masashi,Tsuzuki, Hirohisa,Matsumoto, Jun-ichi,Mataka, Shuntaro,Nakayama, Kouji,et al.

, p. 2826 - 2851 (2007/10/02)

Reduction of monochloro-phenols (1a-c) and -benzoic acids (3a-c) by using Raney Co-Al alloy in 10percent NaOD-D2O gave phenols (2a-c) and benzoic acids (4a-c) in 86-93percent isotopic purities.The reduction of di-, tri-, and tetra-chlorinated derivatives, (1) and (3), gave the deuteriated products, (2) and (4), in somewhat low isotopic purities (70-84percent).In the reduction of polychlorinated benzoic acids (3), the use of a mixed solution (1/1 = v/v) of 10percent Na2CO3-D2O and 10percent NaOD-D2O was effective and gave 4 in 80-89percent isotopic purities.The treatment of chlorosalicylic acids (5) with Raney Co-Al alloy in 10percent NaOD-D2O gave 1> (6) - 3> (6) in 91-93percent isotopic purities.

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