2-Bromo-4-methylbenzaldehyde

Base Information

• Chemical Name: 2-Bromo-4-methylbenzaldehyde
• CAS No.: 824-54-4
• Molecular Formula: C8H7BrO
• Molecular Weight: 199.047
• Hs Code.: 29124990
• European Community (EC) Number: 625-357-5
• DSSTox Substance ID: DTXSID30405206
• Nikkaji Number: J1.942.761G
• Wikidata: Q72446633
• Mol file: 824-54-4.mol

Synonyms:2-Bromo-4-methylbenzaldehyde;824-54-4;Benzaldehyde, 2-bromo-4-methyl-;2-bromo-p-tolualdehyde;MFCD04039890;3-Bromo-4-formyltoluene;SCHEMBL136361;DTXSID30405206;MUZMDYCVUCMIDC-UHFFFAOYSA-N;AKOS005259302;AC-1152;CS-W004657;GS-3352;SY017586;AM20060734;FT-0632992;2-Bromo-4-methylbenzaldehyde, technical grade;EN300-116581;A855781;J-508311;J-511938;Z1255427913

Chemical Property of 2-Bromo-4-methylbenzaldehyde

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.0176mmHg at 25°C
• Melting Point: 30-35 °C(lit.)
• Refractive Index: 1.597
• Boiling Point: 254.1 °C at 760 mmHg
• Flash Point: 90.2 °C
• PSA: 17.07000
• Density: 1.49 g/cm³
• LogP: 2.57000
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Air Sensitive
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 197.96803
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

97% ^*data from raw suppliers

2-Bromo-4-methylbenzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C=O)Br
• Uses: 2-Bromo-4-methylbenzaldehyde is a useful intermediate for organic synthesis. Reactant involved in:Carbonylative Stille couplings followed by isomerization and intramolecular Heck reactionsKnoevenagel condensationCyclization of N-(α-methyl-p-methoxybenzyl)-imino-estersImination and oxidative heterocyclization / carbonylationIntramolecular aminationIntermolecular and intramolecular hydroacylation of alkenes by aromatic aldehydes Reactant involved in:? ;Carbonylative Stille couplings followed by isomerization and intramolecular Heck reactions1? ;Knoevenagel condensation2? ;Cyclization of N-(α-methyl-p-methoxybenzyl)-imino-esters3? ;Imination and oxidative heterocyclization / carbonylation4? ;Intramolecular amination5? ;Intermolecular and intramolecular hydroacylation of alkenes by aromatic aldehydes6

Technology Process of 2-Bromo-4-methylbenzaldehyde

There total 11 articles about 2-Bromo-4-methylbenzaldehyde 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: 97.0%

2-bromo-N-methoxy-N,4-dimethylbenzamide (938461-09-7) → 2-bromo-4-methylbenzaldehyde (824-54-4)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 1h;

DOI:10.1002/anie.201808919

Reference yield: 96.0%

2,6-dibromo-4-methylbenzyl alcohol (824-53-3) → 2-bromo-4-methylbenzaldehyde (824-54-4)

Guidance literature:

With tert.-butylhydroperoxide; In toluene; at 120 ℃; for 4h;

DOI:10.1039/c7nj02062g

Reference yield: 80.0%

4-methyl-2-bromobenzonitrile (42872-73-1) → 2-bromo-4-methylbenzaldehyde (824-54-4)

Guidance literature:

4-methyl-2-bromobenzonitrile; With diisobutylaluminium hydride; In toluene; at 0 - 45 ℃; for 12h; Inert atmosphere;

With water; In methanol; toluene; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201611853

upstream raw materials:

formaldoxime

2-bromo-p-toluidine

meta-bromotoluene

hexamethylenetetramine

Downstream raw materials:

2-Brom-4-methyl-zimtsaeure

2,2',α,α'-Tetrabrom-4-methyl-stilben

(2-bromo-4-methylphenyl)(4-methylphenyl)methanol

4-methyl-2-(phenylthio)benzaldehyde