4-Phenylbutanoyl chloride

Base Information

• Chemical Name: 4-Phenylbutanoyl chloride
• CAS No.: 18496-54-3
• Molecular Formula: C10H11ClO
• Molecular Weight: 182.65
• Hs Code.: 2916399090
• European Community (EC) Number: 679-268-1
• UNII: 4W22MZ4QSB
• DSSTox Substance ID: DTXSID50472798
• Nikkaji Number: J405.344C
• Wikidata: Q72501443
• Mol file: 18496-54-3.mol

Synonyms:4-phenylbutanoyl chloride;18496-54-3;4-PHENYLBUTYRYL CHLORIDE;4-Phenylbutanoylchloride;4-phenyl-butyryl chloride;4-phenylbutyric acid chloride;MFCD00798080;benzenebutanoyl chloride;4-phenyl butyryl chloride;gamma-Phenylbutyric chloride;4W22MZ4QSB;SCHEMBL61491;Butyryl chloride, 4-phenyl-;4-Phenyl-butyric acid chloride;DTXSID50472798;VQDQISMDUHBUFF-UHFFFAOYSA-N;BCP23161;AKOS000268715;AS-58325;SY139090;AM20030216;FT-0651679;EN300-110725;F52615;Q-103437;Q-103464;F2190-0119

Chemical Property of 4-Phenylbutanoyl chloride

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: 96.5-99 °C(Solv: ligroine (8032-32-4); dichloromethane (75-09-2))
• Refractive Index: 1.522
• Boiling Point: 262.623 °C at 760 mmHg
• Flash Point: 115.354 °C
• PSA: 17.07000
• Density: 1.115 g/cm³
• LogP: 2.77470
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: It reacts with water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 182.0498427
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

98%min ^*data from raw suppliers

4-PhenylbutanoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:
• Hazard Codes: R34:
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCCC(=O)Cl
• Uses: 4-Phenylbutyryl chloride is used as organic chemical synthesis intermediate.

Technology Process of 4-Phenylbutanoyl chloride

There total 6 articles about 4-Phenylbutanoyl chloride 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%

4-Phenylbutyric acid (1821-12-1) → phenylbutyric acid chloride (18496-54-3)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 23 ℃;

DOI:10.1016/j.bmcl.2007.02.049

Reference yield: 98.1%

oxalyl dichloride (79-37-8) + 4-Phenylbutyric acid (1821-12-1) → phenylbutyric acid chloride (18496-54-3)

Guidance literature:

In dichloromethane;

Reference yield:

4,5-dihydro-5-phenyl-2(3H)-furanone (1008-76-0) → phenylbutyric acid chloride (18496-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium on activated carbon; hydrogen / methanol / 1 h / 20 °C / 760.05 Torr / Schlenk technique

2: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 0 - 20 °C

With oxalyl dichloride; palladium on activated carbon; hydrogen; N,N-dimethyl-formamide; In methanol; dichloromethane;

DOI:10.1021/acs.orglett.9b02673

upstream raw materials:

4-Phenylbutyric acid

styrylacetic acid

oxalyl dichloride

4-phenyl-butan-1-ol

Downstream raw materials:

1-(2-thienyl)-4-phenylbutan-1-one

4-phenyl-butyric acid-[2]pyridylamide

N-Vanillyl-4-phenylbutyramide

2-(4-phenyl-butyrylamino)-propionic acid

Refernces

• 1、 Kratz, Felix,Beyer, Ulrich,Roth, Thomas,Schuette, Mark T.,Unold, Anuschka,Fiebig, Heinz H.,Unger, Clemens. "Albumin conjugates of the anticancer drug chlorambucil: Synthesis, characterization, and in vitro efficacy". . p. 47 - 53. Retrieved 1998.
• 2、 Jalaja,Al-Alshaikh, Monirah A.,Mary, Y. Sheena,Panicker, C. Yohannan,El-Emam, Ali A.,Temiz-Arpaci, Ozlem,Alsenoy, C. Van. "Vibrational spectroscopic investigations and molecular docking studies of biologically active 2-[4-(4-phenylbutanamido)phenyl]-5-ethylsulphonyl-benzoxazole". . p. 119 - 133. Retrieved 2017.
• 3、 Arja, Khaled,Auno, Samuli,Dillemuth, Pyry M. J.,Kilpel?inen, Tommi P.,Lahtela-Kakkonen, Maija K.,My?h?nen, Timo T.,P?tsi, Henri T.,Wallén, Erik A. A.. "2-Imidazole as a Substitute for the Electrophilic Group Gives Highly Potent Prolyl Oligopeptidase Inhibitors". supporting information. p. 1578 - 1584. Retrieved 2021/10/04.
• 4、 Chen, Hui,Jin, Weiwei,Yu, Shouyun. "Enantioselective Remote C(sp3)-H Cyanation via Dual Photoredox and Copper Catalysis". supporting information. p. 5910 - 5914. Retrieved 2020/08/12.