Flurprimidol

Base Information

• Chemical Name: Flurprimidol
• CAS No.: 56425-91-3
• Deprecated CAS: 77125-41-8
• Molecular Formula: C15H15F3N2O2
• Molecular Weight: 312.292
• Hs Code.: 2933599590
• UNII: 39B8QWM1Y2
• DSSTox Substance ID: DTXSID3024108
• Nikkaji Number: J399.577A
• Wikidata: Q2378257
• ChEMBL ID: CHEMBL3184763
• Mol file: 56425-91-3.mol

Synonyms:alpha-(1-methylethyl)-alpha-(4-(trifluoromethoxy)phenyl)-5-pyrimidinemethanol;Cutless;flurprimidol

Chemical Property of Flurprimidol

Chemical Property:

• Appearance/Colour: Off-white to buff powder with slight aromatic odor.
• Vapor Pressure: 1.2E-06mmHg at 25°C
• Melting Point: 94-96°
• Refractive Index: 1.517
• Boiling Point: 386 °Cat760mmHg
• PKA: 12.23±0.29(Predicted)
• Flash Point: 187.2 °C
• PSA: 55.24000
• Density: 1.28 g/cm³
• LogP: 3.26710
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 312.10856221
• Heavy Atom Count: 22
• Complexity: 351

Purity/Quality:

98% ^*data from raw suppliers

Flurprimidol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(C1=CC=C(C=C1)OC(F)(F)F)(C2=CN=CN=C2)O
• Uses: Growth retardant for grasses. Flurprimidol is a plant growth regulator used to control stem elongation.

Technology Process of Flurprimidol

There total 5 articles about Flurprimidol 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: 94.0%

4-trifluoromethoxyphenyl-5-pyrimidyl ketone (1401217-86-4) + isopropylmagnesium chloride (1068-55-9) → α-isopropyl-α-[p-(trifluoromethoxy)phenyl]-5-pyrimidinemethanol (56425-91-3)

Guidance literature:

With lithium chloride; zinc(II) chloride; In tetrahydrofuran; at 0 ℃; for 0.5h;

Reference yield: 70.0%

5-bromopyrimidine (4595-59-9) + 2-methyl-1-(4-(trifluoromethoxy)phenyl)propan-1-one (56425-84-4) → α-isopropyl-α-[p-(trifluoromethoxy)phenyl]-5-pyrimidinemethanol (56425-91-3)

Guidance literature:

5-bromopyrimidine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

2-methyl-1-(4-(trifluoromethoxy)phenyl)propan-1-one; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01779

Reference yield: 70.0%

2-methyl-1-(4-(trifluoromethoxy)phenyl)propan-1-one (56425-84-4) + 5-pyrimidine lithium (133538-11-1) → α-isopropyl-α-[p-(trifluoromethoxy)phenyl]-5-pyrimidinemethanol (56425-91-3)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1002/chem.202000114

upstream raw materials:

4-trifluoromethoxyphenyl-5-pyrimidyl ketone

isopropylmagnesium chloride

5-[4-(trifluoromethoxy)benzyl]pyrimidine

5-bromopyrimidine

Refernces

• 1、 Zhou, Fangyuan,Li, Lesong,Lin, Kao,Zhang, Feng,Deng, Guo-Jun,Gong, Hang. "Iron-Catalyzed Cleavage Reaction of Keto Acids with Aliphatic Aldehydes for the Synthesis of Ketones and Ketone Esters". . p. 4246 - 4250. Retrieved 2020/03/11.
• 2、 -. "METHOD FOR PREPARATION OF 5-SUBSTITUTED PYRIMIDINES". Page/Page column 13-14. . Retrieved 2012/10/08.