(4-Bromophenyl)acetaldehyde

Base Information

• Chemical Name: (4-Bromophenyl)acetaldehyde
• CAS No.: 27200-79-9
• Molecular Formula: C8H7BrO
• Molecular Weight: 199.047
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID00453431
• Nikkaji Number: J381.169G
• Wikidata: Q72449115
• Mol file: 27200-79-9.mol

Synonyms:(4-bromophenyl)acetaldehyde;27200-79-9;2-(4-bromophenyl)acetaldehyde;4-Bromophenylacetaldehyde;(4-BROMO-PHENYL)-ACETALDEHYDE;Benzeneacetaldehyde, 4-bromo-;2-(4-bromophenyl)ethanal;SCHEMBL20103;YSCH0237;2-(4-bromophenyl)-acetaldehyde;DTXSID00453431;RFBONBFMRTWGGB-UHFFFAOYSA-N;MFCD02261728;AKOS010077824;AB11790;CS-W019773;AC-25620;DS-10540;SY110273;AM20080758;FT-0650757;EN300-96211;A818953;Z1079442512

Chemical Property of (4-Bromophenyl)acetaldehyde

Chemical Property:

• Melting Point: 96-97 °C(Solv: 1,4-dioxane (123-91-1); ethyl ether (60-29-7))
• Boiling Point: 267.499 °C at 760 mmHg
• Flash Point: 99.676 °C
• PSA: 17.07000
• Density: 1.466 g/cm³
• LogP: 2.19050
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 197.96803
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

98%,99%, ^*data from raw suppliers

(4-Bromophenyl)acetaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC=O)Br
• Uses: (4-Bromophenyl)acetaldehyde is a useful reagent in the synthesis and cytotoxic activity of certain trisubstituted azetidin-2-one derivsatives as cis-restricted combretastatin A-4 analogs.

Technology Process of (4-Bromophenyl)acetaldehyde

There total 33 articles about (4-Bromophenyl)acetaldehyde 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: 99.9%

4-bromophenethanol (4654-39-1) → p-bromophenylacetaldehyde (27200-79-9)

Guidance literature:

With CoxMnyO₄ (x/y=10); In toluene; at 60 ℃; for 4h;

Reference yield: 92.0%

1-bromo-4-ethenyl-benzene (2039-82-9) → p-bromophenylacetaldehyde (27200-79-9)

Guidance literature:

1-bromo-4-ethenyl-benzene; With ammonium iodide; water; sodium dodecyl-sulfate; for 0.5h;

With Oxone; at 20 ℃; for 2.91h; regioselective reaction;

DOI:10.1002/adsc.201400986

Reference yield: 70.0%

vinylene carbonate (872-36-6) + 4-Bromophenylboronic acid (5467-74-3) → p-bromophenylacetaldehyde (27200-79-9)

Guidance literature:

4-Bromophenylboronic acid; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; tetrahydroxydiboron; 1,3-bis(bis(4-methoxyphenyl)phosphino)propane; Hexamethylbenzene; In 1,2-dichloro-ethane; at 25 ℃; for 0.0166667h; Schlenk technique; Inert atmosphere;

vinylene carbonate; In water; at 90 ℃; for 1h; Sealed tube;

DOI:10.1002/anie.201906148

upstream raw materials:

1-bromo-4-ethenyl-benzene

[(E)-2-(4-Bromo-phenyl)-vinyl]-carbamic acid methyl ester

1-Bromo-4-(2,2-dichloro-ethyl)-benzene

4-bromophenethanol

Downstream raw materials:

1-bromo-4-(3-methyl-2-buten-1-yl)benzene

(2S,3S)-3-[N-(tert-butoxycarbonyl)amino]-3-(furan-2-yl)-2-(4-bromophenyl)propanol

C₁₆H₂₂BrNO₃

C₁₆H₂₂BrNO₃

Refernces

• 1、 Petersen, Finn,Lautenschl?ger, Irene,Schlimm, Alexander,Fl?ser, Benedikt M.,Jacob, Hanne,Amirbeigiarab, Reihaneh,Rusch, Talina R.,Strunskus, Thomas,Magnussen, Olaf,Tuczek, Felix. "Molybdenum tricarbonyl complex functionalised with a molecular triazatriangulene platform on Au(111): Surface spectroscopic characterisation". . p. 1042 - 1052. Retrieved 2021.
• 2、 Oestreich, Martin,Papadopulu, Zaneta. "Kinetic Resolution of Neopentylic Secondary Alcohols by Cu-H-Catalyzed Enantioselective Silylation with Hydrosilanes". supporting information. p. 438 - 441. Retrieved 2021/01/13.