4-Fluoro-alpha-methylstyrene

Base Information

• Chemical Name: 4-Fluoro-alpha-methylstyrene
• CAS No.: 350-40-3
• Molecular Formula: C9H9F
• Molecular Weight: 136.169
• Hs Code.: 2903999090
• European Community (EC) Number: 206-501-2
• NSC Number: 74474
• UNII: 8TQ5TT8QWC
• DSSTox Substance ID: DTXSID80188532
• Nikkaji Number: J193.816I
• Wikidata: Q72474596
• Mol file: 350-40-3.mol

Synonyms:350-40-3;4-Fluoro-alpha-methylstyrene;1-Fluoro-4-(1-methylethenyl)benzene;1-fluoro-4-(prop-1-en-2-yl)benzene;Benzene, 1-fluoro-4-(1-methylethenyl)-;2-(4-Fluorophenyl)-1-propene;2-(4-Fluorophenyl)propene;1-Fluoro-4-(isopropenyl)benzene;1-fluoro-4-prop-1-en-2-ylbenzene;1-Fluoro-4-isopropenylbenzene;1-fluoro-4-isopropenyl-benzene;4-Fluoro-.alpha.-methylstyrene;2-(4-Fluorophenyl)prop-1-ene;4-Fluoroisopropenylbenzene;p-Fluoro-.alpha.-methylstyrene;Styrene, p-fluoro-.alpha.-methyl-;EINECS 206-501-2;MFCD00042297;NSC-74474;NSC74474;1-Fluoro-4-(1-propen-2-yl)benzene;4-fluoro-a-methylstyrene;8TQ5TT8QWC;alpha-methyl-p-fluorostyrene;p-Fluoro-alpha-methylstyrene;2-(4-fluoro-phenyl)propene;alpha-Methyl-4-fluorostyrene;4-Fluoro-1-isopropenylbenzene;SCHEMBL942232;SCHEMBL12113568;Styrene, p-fluoro-alpha-methyl-;C9-H9-F;DTXSID80188532;4-FC6H4C(CH3)=CH2;CK2305;NSC 74474;AKOS009159134;4-Fluoro-alpha-methylstyrene, stabilized;4-Fluoro-alpha-methylstyrene, AldrichCPR;SY048549;AM20040253;CS-0069566;F0250;FT-0618501;FT-0618538;EN300-177215;A822508;4-Fluoro-alpha-methylstyrene (stabilized with TBC);J-019836

Chemical Property of 4-Fluoro-alpha-methylstyrene

Chemical Property:

• Appearance/Colour: clear slightly yellow clear liquid
• Vapor Pressure: 2.79mmHg at 25°C
• Refractive Index: 1.5085-1.5125
• Boiling Point: 162.8 °C at 760 mmHg
• Flash Point: 53 °C
• PSA: 0.00000
• Density: 1.009 g/cm³
• LogP: 2.85880
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 136.068828449
• Heavy Atom Count: 10
• Complexity: 121

Purity/Quality:

98%, ^*data from raw suppliers

4-Fluoro-α- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Fluoro-alpha-methylstyrene

There total 20 articles about 4-Fluoro-alpha-methylstyrene 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: 100.0%

1-(4-fluorophenyl)ethanone (403-42-9) → 2-(4-fluorophenyl)-1-propene (350-40-3)

Guidance literature:

methyl-triphenylphosphonium iodide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 1h;

1-(4-fluorophenyl)ethanone; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

Reference yield: 86.0%

trimethylaluminum (75-24-1) + 4-fluorobenzoyl chloride (403-43-0) → 2-(4-fluorophenyl)-1-propene (350-40-3)

Guidance literature:

With bis-diphenylphosphinomethane; In toluene; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01059

Reference yield: 83.0%

Isopropenyl acetate (108-22-5) + 1-Bromo-4-fluorobenzene (460-00-4) → 2-(4-fluorophenyl)-1-propene (350-40-3)

Guidance literature:

1-Bromo-4-fluorobenzene; With magnesium; lithium chloride; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Schlenk technique; Inert atmosphere;

Isopropenyl acetate; With iron(III) chloride; In tetrahydrofuran; at 0 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201504524

upstream raw materials:

acetone

4-flourophenylmagnesium bromide

4-fluorocumyl alcohol

1-Bromo-4-fluorobenzene

Downstream raw materials:

1,2-Bis-(dimethylamino)-2-(p-fluorphenyl)-propan

Acetic acid 2-bromo-1-(4-fluoro-phenyl)-1-methyl-ethyl ester

2-(4-fluoro-phenyl)-propylamine

1-(4'-Fluorphenyl)-1-methylethyl-kation

Refernces

• 1、 Wang, Ye,Zheng, Lei,Shi, Xiaodong,Chen, Yunfeng. "1,3-Difunctionalization of β-alkyl nitroalkenes via combination of Lewis base catalysis and radical oxidation". supporting information. p. 886 - 889. Retrieved 2021/02/01.
• 2、 Yang, Hui-Yi,Yao, Ya-Hong,Chen, Ming,Ren, Zhi-Hui,Guan, Zheng-Hui. "Palladium-Catalyzed Markovnikov Hydroaminocarbonylation of 1,1-Disubstituted and 1,1,2-Trisubstituted Alkenes for Formation of Amides with Quaternary Carbon". supporting information. p. 7298 - 7305. Retrieved 2021/05/26.