4-Decylbenzoyl chloride

Base Information

• Chemical Name: 4-Decylbenzoyl chloride
• CAS No.: 54256-43-8
• Molecular Formula: C17H25 Cl O
• Molecular Weight: 280.838
• Hs Code.: 2916399090
• European Community (EC) Number: 259-046-7
• DSSTox Substance ID: DTXSID40886087
• Nikkaji Number: J266.837H
• Wikidata: Q82864818
• Mol file: 54256-43-8.mol

Synonyms:4-Decylbenzoyl chloride;54256-43-8;4-N-Decylbenzoyl chloride;Benzoyl chloride, 4-decyl-;EINECS 259-046-7;4-decylbenzoylchloride;p-n-decylbenzoyl chloride;C17H25ClO;4-(n-decyl)benzoyl chloride;4-Decylbenzoic acid chloride;SCHEMBL2180222;C17-H25-Cl-O;DTXSID40886087;4-Decylbenzoyl chloride, AldrichCPR;MFCD00041724;AKOS004908270;AS-81467;FT-0744351;E84464

Chemical Property of 4-Decylbenzoyl chloride

Chemical Property:

• Vapor Pressure: 1.29E-05mmHg at 25°C
• Refractive Index: 1.512-1.514
• Boiling Point: 368.2°Cat760mmHg
• Flash Point: 176.4°C
• PSA: 17.07000
• Density: 1g/cm³
• LogP: 5.74880
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 280.1593931
• Heavy Atom Count: 19
• Complexity: 231

Purity/Quality:

98%Min ^*data from raw suppliers

4-DECYLBENZOYL CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCC1=CC=C(C=C1)C(=O)Cl
• Uses: Employed as a pharmaceutical and chemical intermediate.

Technology Process of 4-Decylbenzoyl chloride

There total 6 articles about 4-Decylbenzoyl 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: 68.0%

oxalyl dichloride (79-37-8) + decylbenzene (104-72-3) → 4-decylbenzoyl chloride (54256-43-8)

Guidance literature:

oxalyl dichloride; With aluminum (III) chloride; In dichloromethane; for 0.0833333h;

decylbenzene; In dichloromethane; at 20 - 25 ℃; for 1h;

DOI:10.15227/orgsyn.061.0008

Reference yield:

4-decylbenzoic acid (38300-04-8) → 4-decylbenzoyl chloride (54256-43-8)

Guidance literature:

With oxalyl dichloride; In benzene; at 0 ℃;

DOI:10.1002/(SICI)1521-3773(20000218)39:4<758::AID-ANIE758>3.0.CO;2-V

Reference yield:

1.4-dibromobenzene (106-37-6) → 4-decylbenzoyl chloride (54256-43-8)

Guidance literature:

Multi-step reaction with 3 steps

1: [PdCl₂(dppf)] / tetrahydrofuran; diethyl ether

2: tBuLi / diethyl ether / -78 °C

3: oxalyl chloride / benzene / 0 °C

With oxalyl dichloride; tert.-butyl lithium; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; diethyl ether; benzene; 1: Alkylation / 2: Metallation / 2: Carboxylation / 3: Substitution;

DOI:10.1002/(SICI)1521-3773(20000218)39:4<758::AID-ANIE758>3.0.CO;2-V

upstream raw materials:

oxalyl dichloride

decylbenzene

4-decylbenzoic acid

1.4-dibromobenzene

Downstream raw materials:

4-(n-decyl)benzaldehyde

1,5-[(4-Decylbenzoyl)imino]-1,5-dideoxy-D-glucitol, tetraacetate

C₃₂H₃₉N₅O

4-decylphenylmethanol

Refernces

• 1、 Mathews, Thomas P.,Kennedy, Andrew J.,Kharel, Yugesh,Kennedy, Perry C.,Nicoara, Oana,Sunkara, Manjula,Morris, Andrew J.,Wamhoff, Brian R.,Lynch, Kevin R.,MacDonald, Timothy L.. "Discovery, biological evaluation, and structure-activity relationship of amidine based sphingosine kinase inhibitors". experimental part. p. 2766 - 2778. Retrieved 2010/09/04.
• 2、 McQuade, D. Tyler,Quinn, Mariah A.,Yu, Seungju M.,Polans, Arthur S.,Krebs, Mark P.,Gellman, Samuel H.. "Rigid amphiphiles for membrane protein manipulation". . p. 758 - 761. Retrieved 2007/10/03.