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5-Bromo-1,3-benzenediol, also known as 5-bromoresorcinol, is an organic chemical compound with the molecular formula C6H5BrO2. It is a bromobenzenediol where the bromine atom is positioned at the 5th carbon on the benzene ring. This light yellow crystalline substance is known for its high melting point of 142-146 degrees Celsius and is primarily used for research purposes, particularly in complex organic syntheses.

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  • 106120-04-1 Structure
  • Basic information

    1. Product Name: 5-Bromo-1,3-benzenediol
    2. Synonyms: 5-Bromo-1,3-benzenediol;5-Bromoresorcino;5-BroMoresorcinol;5-BroMo-benzene-1,3-diol;1-Bromo-3,5-dihydroxybenzene;3,5-DihydroxybroMobenzene
    3. CAS NO:106120-04-1
    4. Molecular Formula: C6H5BrO2
    5. Molecular Weight: 189.0067
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 106120-04-1.mol
  • Chemical Properties

    1. Melting Point: 90.0 to 95.0 °C
    2. Boiling Point: 140°C/0.3mmHg(lit.)
    3. Flash Point: 135.2 °C
    4. Appearance: /
    5. Density: 1.844 g/cm3
    6. Vapor Pressure: 0.000651mmHg at 25°C
    7. Refractive Index: 1.657
    8. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    9. Solubility: N/A
    10. PKA: 8.49±0.10(Predicted)
    11. CAS DataBase Reference: 5-Bromo-1,3-benzenediol(CAS DataBase Reference)
    12. NIST Chemistry Reference: 5-Bromo-1,3-benzenediol(106120-04-1)
    13. EPA Substance Registry System: 5-Bromo-1,3-benzenediol(106120-04-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 106120-04-1(Hazardous Substances Data)

106120-04-1 Usage

Uses

Used in Scientific Research:
5-Bromo-1,3-benzenediol is used as a research chemical for the synthesis of complex organic compounds. Its unique structure and reactivity make it a valuable intermediate in various chemical reactions and processes.
Used in Organic Synthesis:
5-Bromo-1,3-benzenediol is used as a key intermediate in the synthesis of a wide range of organic compounds. Its versatility in reactions allows for the creation of diverse molecules with potential applications in various industries.
Used in Pharmaceutical Development:
5-Bromo-1,3-benzenediol is used as a building block in the development of new pharmaceutical compounds. Its chemical properties can be exploited to create novel drug candidates with potential therapeutic applications.
Used in Chemical Education:
5-Bromo-1,3-benzenediol is used as a teaching aid in chemistry courses, providing students with hands-on experience in handling and synthesizing complex organic compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 106120-04-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,6,1,2 and 0 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 106120-04:
(8*1)+(7*0)+(6*6)+(5*1)+(4*2)+(3*0)+(2*0)+(1*4)=61
61 % 10 = 1
So 106120-04-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H5BrO2/c7-4-1-5(8)3-6(9)2-4/h1-3,8-9H

106120-04-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-bromobenzene-1,3-diol

1.2 Other means of identification

Product number -
Other names 3,5-dihydroxybromobenzene

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:106120-04-1 SDS

106120-04-1Relevant articles and documents

ADMET Polymers Containing Precisely Spaced Pendant Boronic Acids and Esters

Simocko, Chester,Young, Thomas C.,Wagener, Kenneth B.

, p. 5470 - 5473 (2015)

Precise aryl boronic ester- and acid-containing polymers have been synthesized via acyclic diene metathesis. High-molecular weight phenyl boronic acid polymers were synthesized. Cross-linked phenyl boronic acid polymers were also synthesized and demonstrate a unique crystallization behavior not usually seen in cross-linked polymers. (Graph Presented).

A Revised Modular Approach to (–)-trans-Δ8-THC and Derivatives Through Late-Stage Suzuki–Miyaura Cross-Coupling Reactions

Bloemendal, Victor R. L. J.,Sondag, Daan,Elferink, Hidde,Boltje, Thomas J.,van Hest, Jan. C. M.,Rutjes, Floris P. J. T.

, p. 2289 - 2296 (2019)

A revised modular approach to various synthetic (–)-trans-Δ8-THC derivatives through late-stage Suzuki–Miyaura cross-coupling reactions is disclosed. Ten derivatives were synthesized allowing both sp2- and sp3-hybridized cross-coupling partners with minimal β-hydride elimination. Importantly, we demonstrate that a para-bromo-substituted THC scaffold for Suzuki–Miyaura cross-coupling reactions has been initially reported incorrectly in recent literature.

Metal-free OLED triplet emitters by side-stepping Kasha's rule

Chaudhuri, Debangshu,Sigmund, Eva,Meyer, Annemarie,Roeck, Lisa,Klemm, Philippe,Lautenschlager, Sebastian,Schmid, Agnes,Yost, Shane R.,Vanvoorhis, Troy,Bange, Sebastian,Hoeger, Sigurd,Lupton, John M.

, p. 13449 - 13452 (2013)

Keeping it light: Most organic fluorophores do not show useful emission from the triplet excited state. A new class of materials is presented for organic light-emitting diodes that exhibit phosphorescence under electrical excitation, even at room temperat

Acylative desymmetrization of cyclic meso-1,3-diols by chiral DMAP derivatives

Mandai, Hiroki,Hironaka, Tsubasa,Mitsudo, Koichi,Suga, Seiji

supporting information, p. 471 - 474 (2021/03/15)

An efficient enantioselective acylative desymmetrization of cyclic meso-1,3-diols was developed by using a chiral DMAP derivative 1e having a 1,1¤-binaphthyl unit. The reactions required only 0.5mol% of the catalyst and showed good to excellent enantioselectivity. With this transformation, 5a, a key building block for the synthesis of natural products, was easily obtained in almost enantiomerically pure form after a single recrystallization. Control experiments revealed that tert-alcohol units on the catalyst were responsible for both the catalytic activity and enantioselectivity.

Total synthesis of decarboxyaltenusin

Warmuth, Lucas,Wei?, Aaron,Reinhardt, Marco,Meschkov, Anna,Schepers, Ute,Podlech, Joachim

supporting information, p. 224 - 228 (2021/02/26)

The total synthesis of decarboxyaltenusin (5'-methoxy-6-methyl-[1,1'-biphenyl]-3,3',4-triol), a toxin produced by various mold fungi, has been achieved in seven steps in a yield of 31% starting from 4-methylcatechol and 1-bromo-3,5-dimethoxybenzene, where

Columnar Propeller-Like 1,3,5-Triphenylbenzenes: Probing the Effect of Chlorine on the Suzuki Cross-Coupling and Liquid Crystalline Properties

Grunwald, Marco André,W?hrle, Tobias,Forschner, Robert,Baro, Angelika,Laschat, Sabine

supporting information, p. 2190 - 2198 (2020/03/03)

Suzuki cross-couplings either between chlorinated N-methyliminodiacetic acid (MIDA)-protected aryl boronates and 1,3,5-tribromobenzene or between chlorinated aryl bromides and phenyltrisboronic species to star-shaped 1,3,5-triphenylbenzenes with different substitution patterns and chloro substituents at the outer phenyl rings were studied. The chlorinated precursors required for the respective reaction were synthesized and characterized. Depending on the used coupling reaction target triphenylbenzenes were isolated in yields between 42 % and 88 %. Their mesomorphic properties were influenced by the substitution pattern and number of peripheral chlorine atoms. Triphenylbenzene with 3,5-alkoxy substitution and H in para-position self-assembled into either columnar hexagonal (Colh) mesophases or a soft crystal. While threefold chloro substitution in meta-position of the outer phenyl rings led to stable room temperature Colho phases, triphenylbenzenes with threefold para-chloro or 3,5-dichloro substitution were non-mesomorphic. Based on X-ray diffraction data a helical packing model for the observed phases similar to that of related alkoxy-substituted triphenylbenzenes was proposed.

CONJUGATED CHEMICAL INDUCERS OF DEGRADATION AND METHODS OF USE

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Page/Page column 442; 461-462, (2020/05/28)

The subject matter described herein is directed to antibody-CIDE conjugates (Ab-CIDEs), to pharmaceutical compositions containing them, and to their use in treating diseases and conditions where targeted protein degradation is beneficial.

Kolbe-Schmitt type reaction under ambient conditions mediated by an organic base

Sadamitsu, Yuta,Okumura, Akira,Saito, Kodai,Yamada, Tohru

supporting information, p. 9837 - 9840 (2019/08/20)

The combined use of an organic base for resorcinols realized a Kolbe-Schmitt type reaction under ambient conditions. When resorcinols (3-hydroxyphenol derivatives) were treated with DBU under a carbon dioxide atmosphere, nucleophilic addition to carbon dioxide proceeded to afford the corresponding salicylic acid derivatives in high yields.

o-xylylene bis(triethyl ammonium tribromide) as a mild and recyclable reagent for rapid and regioselective bromination of anilines and phenols

Hemati, Roya,Shahvelayati, Ashraf S.,Yadollahzadeh, Khadijeh

, p. 682 - 687 (2018/07/14)

Background: o-Xylylene bis(triethyl ammonium tribromide) (OXBTEATB) as a recyclable and high bromine containing di-(tribromide) reagent has been employed for the bromination of various organic substrates such as phenol and aniline or its derivatives. This catalyst can be recovered and reused several times. Methods: Aryl bromides shown in Table 1, were easily produced from bromination of aromatic compounds by OXBTEATB. This high-yield process lets the reagents to be recycled and reused. Results: As shown in Table 1, substituted anilines, phenols and β-naphthol were found to be the most reactive and immediately converted to the corresponding mono-brominated products by OXBTEATB. Conclusion: OXBTEATB can be considered a solidified bromine. This novel reagent has variable solubility in different polar protic and aprotic solvents but insoluble in non-polar aprotic solvent. Subsequently, OXBTEATB can be recognized as a more useful brominating and regioselective catalyst than the liquid bromine.

Lone pair-π: Vs. σ-hole-π interactions in bromine head-containing oxacalix[2]arene[2]triazines

Naseer, Muhammad Moazzam,Bauzá, Antonio,Alnasr, Hazem,Jurkschat, Klaus,Frontera, Antonio

, p. 3251 - 3257 (2018/06/18)

Two new bromine head-containing oxacalix[2]arene[2]triazines were designed and synthesized. Owing to the bromine head and complementary V-shaped cavity, the solid state structure of oxacalix[2]arene[2]triazine having N,N-dipropylamino substituents showed

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