Undecanoyl chloride

Base Information

• Chemical Name: Undecanoyl chloride
• CAS No.: 17746-05-3
• Deprecated CAS: 1246204-28-3
• Molecular Formula: C11H21ClO
• Molecular Weight: 204.74
• Hs Code.: 2915 90 70
• European Community (EC) Number: 241-741-1
• NSC Number: 83585
• UNII: X4P8V4D6P5
• DSSTox Substance ID: DTXSID4066258
• Nikkaji Number: J110.170F
• Wikidata: Q72515810
• Mol file: 17746-05-3.mol

Synonyms:Undecanoyl chloride;17746-05-3;n-Undecanoyl chloride;undecanoylchloride;undecanoic acid chloride;C11H21ClO;X4P8V4D6P5;EINECS 241-741-1;NSC 83585;NSC-83585;MFCD00000739;Undecanoyl chloride, 99%;Undecanoyl chloride, ~99%;UNII-X4P8V4D6P5;SCHEMBL1339298;C11-H21-Cl-O;DTXSID4066258;NSC83585;AKOS015899700;AM85327;FT-0637597;U0026;D92750;J-011283

Chemical Property of Undecanoyl chloride

Chemical Property:

• Appearance/Colour: COA
• Refractive Index: n20/D 1.443(lit.)
• Boiling Point: 250.269 °C at 760 mmHg
• Flash Point: 112.385 °C
• PSA: 17.07000
• Density: 0.937 g/cm³
• LogP: 4.28260
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 204.1280930
• Heavy Atom Count: 13
• Complexity: 123

Purity/Quality:

99.9% ^*data from raw suppliers

n-UndecanoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCC(=O)Cl
• Uses: Undecanoyl chloride has been used in the synthesis of:chrysotrione B, 2-acylcyclopentene-1,3-dione derivative, isolated from the fruiting bodies of the basidiomycete Hygrophorus chrysodon2-methylpentadecan-5-one4-ketotetradecanoic acid

Technology Process of Undecanoyl chloride

There total 5 articles about Undecanoyl 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%

undecylenic acid (112-37-8) → undecanoyl chloride (17746-05-3)

Guidance literature:

With oxalyl dichloride; for 0.75h; Heating;

DOI:10.1139/V07-132

Reference yield: 100.0%

→ undecanoyl chloride (17746-05-3)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 4h;

Reference yield:

11-bromoundecanoic acid (2834-05-1) → 10-bromo undecanyl ferrocenyl ketone + undecanoyl chloride (17746-05-3)

Guidance literature:

With thionyl chloride; aluminium trichloride; dicyclopentadienyl iron; In dichloromethane;

upstream raw materials:

undecylenic acid

oxalyl dichloride

11-bromoundecanoic acid

5-heptyldihydro-2(3H)-furanone

Downstream raw materials:

N-methyl-N-undecanoyl-glycine

3,17β-bis-undecanoyloxy-estra-1,3,5(10)-triene

17β-undecanoyloxy-androst-4-en-3-one

hexadecan-6-one

Refernces

• 1、 Koohang, Ali,Bailey, Jessica L.,Coates, Robert M.,Erickson, Hans K.,Owen, David,Poulter, C. Dale. "Enantioselective inhibition of squalene synthase by aziridine analogues of presqualene diphosphate". . p. 4769 - 4777. Retrieved 2010.
• 2、 Roemer, Max,Keaveney, Sinead T.,Proschogo, Nicholas. "Synthesis of Long-Chain Alkanoyl Benzenes by an Aluminum(III) Chloride-Catalyzed Destannylative Acylation Reaction". . p. 9007 - 9022. Retrieved 2021/07/20.
• 3、 Jung, Hoi-Yun,Chang, Sukbok,Hong, Sungwoo. "Strategic Approach to the Metamorphosis of γ-Lactones to NH γ-Lactams via Reductive Cleavage and C-H Amidation". supporting information. p. 7099 - 7103. Retrieved 2019/09/07.