2-Bromobenzaldehyde

Base Information

• Chemical Name: 2-Bromobenzaldehyde
• CAS No.: 6630-33-7
• Molecular Formula: C7H5BrO
• Molecular Weight: 185.02
• Hs Code.: 29130000
• European Community (EC) Number: 229-622-2
• NSC Number: 60390
• UNII: ETK6FJ5FU9
• DSSTox Substance ID: DTXSID8064430
• Nikkaji Number: J30.725D
• Wikidata: Q33859440
• ChEMBL ID: CHEMBL3236916
• Mol file: 6630-33-7.mol

Synonyms:2-bromobenzaldehyde

Chemical Property of 2-Bromobenzaldehyde

Chemical Property:

• Appearance/Colour: clear yellow liquid after melting
• Vapor Pressure: 5.27E-11mmHg at 25°C
• Melting Point: 21-22 °C
• Refractive Index: n20/D 1.595(lit.)
• Boiling Point: 230.8 °C at 760 mmHg
• Flash Point: 96.2 °C
• PSA: 17.07000
• Density: 1.58 g/cm³
• LogP: 2.26160
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Soluble in alcohol and benzene. Insoluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 183.95238
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

2-Bromobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: C1=CC=C(C(=C1)C=O)Br
• Uses: 2-Bromobenzaldehyde is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions. 2-Bromobenzaldehyde is used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Technology Process of 2-Bromobenzaldehyde

There total 94 articles about 2-Bromobenzaldehyde 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: 98.0%

2-(2-bromophenyl)-1,3-dioxolan (34824-58-3) → ortho-bromobenzaldehyde (6630-33-7)

Guidance literature:

With water; at 90 ℃; for 2h; chemoselective reaction; Green chemistry;

DOI:10.1007/s12039-013-0514-7

Reference yield: 96.0%

2-bromostyrene (2039-88-5) → ortho-bromobenzaldehyde (6630-33-7)

Guidance literature:

With iron(III) trifluoromethanesulfonate; 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine; oxygen; In 1,2-dichloro-ethane; at 70 ℃; for 6h; under 760.051 Torr; chemoselective reaction; Green chemistry;

DOI:10.1021/jacs.5b03956

Reference yield: 93.0%

C6H4(2-Br)(CHSCH2CH2CH2S-cyclic) (130614-23-2) → ortho-bromobenzaldehyde (6630-33-7)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In neat (no solvent); at 20 ℃; for 1h; Milling;

DOI:10.1039/c4ra00415a

upstream raw materials:

2-methylphenyl bromide

2-bromobenzohydrazide

o-cyanobromobenzene

o-bromobenzyl alcohol

Downstream raw materials:

2-bromocinnamic acid

N-(2-bromobenzylidene)-2-hydroxyethylamine

trans-2-bromocinnamaldehyde

2-(n-Butyl-3,3-d2)benzaldehyd

Refernces

• 1、 Balamurugan, Gunasekaran,Ramesh, Rengan. "Nickel(II)-Catalyzed Selective (E)-Olefination of Methyl Heteroarenes Using Benzyl Alcohols via Acceptorless Dehydrogenative Coupling Reaction". . . Retrieved 2021/11/30.
• 2、 Pradhan, Suman,Sharma, Vishali,Chatterjee, Indranil. "Nitrosoarene-Catalyzed HFIP-Assisted Transformation of Arylmethyl Halides to Aromatic Carbonyls under Aerobic Conditions". supporting information. p. 6148 - 6152. Retrieved 2021/08/03.