2-Phenylbutyramide

Base Information

• Chemical Name: 2-Phenylbutyramide
• CAS No.: 90-26-6
• Molecular Formula: C10H13 N O
• Molecular Weight: 163.219
• Hs Code.: 29242998
• European Community (EC) Number: 201-980-4
• NSC Number: 1861
• UNII: J95WO7W7D4
• DSSTox Substance ID: DTXSID60870423
• Nikkaji Number: J55.497I
• Wikidata: Q27165566
• ChEMBL ID: CHEMBL3039472
• Mol file: 90-26-6.mol

Synonyms:phenylbutyramide

Chemical Property of 2-Phenylbutyramide

Chemical Property:

• Appearance/Colour: white crystalline powder or needles
• Vapor Pressure: 0.000402mmHg at 25°C
• Melting Point: 83-87 °C
• Refractive Index: 1.5718 (estimate)
• Boiling Point: 316.8 °C at 760 mmHg
• PKA: 16.28±0.50(Predicted)
• Flash Point: 145.4 °C
• PSA: 43.09000
• Density: 1.04 g/cm³
• LogP: 2.36580
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

α-Phenyl-α-ethylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Moderately toxic by ingestion.
• Hazard Codes: Moderately toxic by ingestion.
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C1=CC=CC=C1)C(=O)N
• Uses: antihypercholesterolemia α-Phenyl-α-ethylacetamide acts as a hypolipaemic agent used in the treatment of high levels of cholesterol.

Technology Process of 2-Phenylbutyramide

There total 13 articles about 2-Phenylbutyramide 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: 92.0%

2-phenylbutanenitrile (769-68-6) → 2-phenylbutyramide (90-26-6)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]gold bis(trifluoromethanesulfonyl)imidate; water; In tetrahydrofuran; at 140 ℃; for 6h; under 5250.53 Torr; Microwave irradiation;

DOI:10.1002/chem.200901231

Reference yield: 80.0%

N‐methoxy‐N‐methyl‐2‐phenyl butyramide (166337-42-4) → 2-phenylbutyramide (90-26-6)

Guidance literature:

With 4,4'-di-tert-butylbiphenyl; lithium; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 78.0%

2-Phenylbutyryl chloride (36854-57-6) → 2-phenylbutyramide (90-26-6)

Guidance literature:

With ammonia; In diethyl ether; water; for 0.0833333h;

DOI:10.1039/a904262h

upstream raw materials:

methanol

Methyl (2RS)-2-phenylbutyrimidate hydrochloride

2-phenylbutanenitrile

phenobarbital

Downstream raw materials:

2-phenyl-butyric acid xanthen-9-ylamide

3-phenyl-4-octanone

2-phenyl-butyric acid-(2,2,2-tribromo-1-hydroxy-ethylamide)

2-phenylbutan-1-ol

Refernces

• 1、 Reif,Kaufmann,DeAngelis,Frankhouser. "Liquid chromatographic assays for barbiturate injections". . p. 714 - 718. Retrieved 1986.
• 2、 Ramon, Ruben S.,Marion, Nicolas,Nolan, Steven P.. "Gold Activation of Nitriles: Catalytic Hydration to Amides". supporting information; experimental part. p. 8695 - 8697. Retrieved 2010/03/24.
• 3、 Neidhart, Werner L.,Anderson, Paul C.,Hart, Graham J.,Battersby, Alan R.. "Biosynthesis of porphyrins and related macrocycles. Part 52.1'2 Synthesis of 1-SH11-4Hjporphobilinogen and the (11R)enantiomer for stereochemical studies on hydroxymethylbilane synthase (porphobilinogen deaminase)". . p. 2677 - 2689. Retrieved 2007/10/03.