3-Fluoro-5-methylbenzaldehyde

Base Information

• Chemical Name: 3-Fluoro-5-methylbenzaldehyde
• CAS No.: 189628-39-5
• Molecular Formula: C8H7FO
• Molecular Weight: 138.141
• Hs Code.: 2913000090
• European Community (EC) Number: 681-611-5
• DSSTox Substance ID: DTXSID50380940
• Nikkaji Number: J3.237.554E
• Wikidata: Q72474388
• Mol file: 189628-39-5.mol

Synonyms:3-Fluoro-5-methylbenzaldehyde;189628-39-5;Benzaldehyde, 3-fluoro-5-methyl-;3-fluoro-5-methyl-benzaldehyde;Benzaldehyde, 3-fluoro-5-methyl- (9CI);3-Methyl-5-fluorobenzaldehyde;SCHEMBL698784;DTXSID50380940;XXPITUUQKCGWNR-UHFFFAOYSA-N;CL8329;MFCD03094315;AKOS005063836;AB13319;AC-3846;AM61393;CS-W014362;DS-2065;PS-9080;Benzaldehyde,3-fluoro-5-methyl-(9CI);3-fluoro-5-methylbenzaldehyde, AldrichCPR;FT-0602510;A21274;EN300-1165947;Z1255439109

Chemical Property of 3-Fluoro-5-methylbenzaldehyde

Chemical Property:

• Vapor Pressure: 0.376mmHg at 25°C
• Refractive Index: 1.534
• Boiling Point: 197.6 °C at 760 mmHg
• Flash Point: 79.3 °C
• PSA: 17.07000
• Density: 1.136 g/cm³
• LogP: 1.94660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 138.048093005
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

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

3-Fluoro-5-methylbenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)F)C=O

Technology Process of 3-Fluoro-5-methylbenzaldehyde

There total 2 articles about 3-Fluoro-5-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: 96.0%

1-fluoro-3-iodo-5-methylbenzene (491862-84-1) + 9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) → 3-fluoro-5-methylbenzaldehyde (189628-39-5)

Guidance literature:

With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; potassium formate; tetra-(n-butyl)ammonium iodide; tricyclohexylphosphine tetrafluoroborate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In acetonitrile; at 80 ℃; for 18h; Sealed tube; Glovebox; Inert atmosphere;

DOI:10.1021/jo400741t

Reference yield: 66.0%

1-bromo-3-fluoro-5-methylbenzene (202865-83-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-fluoro-5-methylbenzaldehyde (189628-39-5)

Guidance literature:

1-bromo-3-fluoro-5-methylbenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

N,N-dimethyl-formamide; In tetrahydrofuran; Further stages.;

DOI:10.1016/j.bmcl.2008.02.010

Reference yield: 77.0%

1.3-propanedithiol (109-80-8) + 3-fluoro-5-methylbenzaldehyde (189628-39-5) → 2-(3-fluoro-5-methylphenyl)-1,3-dithiane (1622219-94-6)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 1h;

upstream raw materials:

1-bromo-3-fluoro-5-methylbenzene

N,N-dimethyl-formamide

1-fluoro-3-iodo-5-methylbenzene

9-methyl-9H-fluorene-9-carbonyl chloride

Downstream raw materials:

3-fluoro-5-methylbenzonitrile

2-(3-fluoro-5-methylphenyl)-1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazole

2-(3-Fluoro-5-methyl-phenyl)-1-(4-methanesulfonyl-phenyl)-4-trifluoromethyl-4,5-dihydro-1H-imidazol-4-ol

C₉H₉FN₂

Refernces

• 1、 Korsager, Signe,Taaning, Rolf H.,Lindhardt, Anders T.,Skrydstrup, Troels. "Reductive carbonylation of aryl halides employing a two-chamber reactor: A protocol for the synthesis of aryl aldehydes including 13C- and D-isotope labeling". . p. 6112 - 6120. Retrieved 2013/07/26.