Methyl undec-10-enoate

Base Information

• Chemical Name: Methyl undec-10-enoate
• CAS No.: 111-81-9
• Deprecated CAS: 25339-67-7
• Molecular Formula: C12H22O2
• Molecular Weight: 198.305
• Hs Code.: 29161900
• European Community (EC) Number: 203-910-8
• NSC Number: 1273
• UNII: RWN4DY6S6T
• DSSTox Substance ID: DTXSID5046566
• Nikkaji Number: J45.865A
• Wikidata: Q27159670
• Metabolomics Workbench ID: 43923
• ChEMBL ID: CHEMBL1591973
• Mol file: 111-81-9.mol

Synonyms:Methyl undec-10-enoate;111-81-9;METHYL 10-UNDECENOATE;Methyl undecenate;10-Undecenoic acid, methyl ester;Methyl undecenoate;Methyl 10-undecenate;10-Undecenoic acid methyl ester;Undecenoic acid, methyl ester;Undecylenic acid methyl ester;Undecylenic acid, methyl ester;NSC 1273;UNII-RWN4DY6S6T;RWN4DY6S6T;DTXSID5046566;CHEBI:87493;undec-10-enoic acid methyl ester;10-Hendecenoic acid, methyl ester;NSC-1273;EINECS 203-910-8;Methyl ester of 10-Undecenoic acid;MFCD00016689;NCGC00166231-01;AI3-00647;EC 203-910-8;Methyl 10-undecenoate, 96%;METHYL10-UNDECENOATE;methyl 10-undecanoate;Methylundec-10-enoate;methyl 10-undecylenate;Methyl undec-10-enylate;10-Undecenoic acid methyl;SCHEMBL196188;MASKOD MNS 01-10;methyl undec - 10 - enoate;CHEMBL1591973;DTXCID3026566;FEMA NO. 4253;10-undecylenic acid methyl ester;NSC1273;UNDEC-10-ENOATE, METHYL;METHYL UNDECYLENATE [INCI];METHYL UNDECENOATE [WHO-DD];Tox21_112360;BBL027820;LMFA07010937;STK801278;AKOS015904011;METHYL 10-UNDECENOATE [FHFI];HY-W068214;Methyl 10-undecenoate, ~99% (TLC);10-HENDECENOIC ACID METHYL ESTER;NCGC00166231-02;CAS-111-81-9;VS-08597;UNDECYLENIC ACID METHYL ESTER [MI];CS-0068709;FT-0607201;U0036;E75861;A894687;W-204758;Q27159670;Methyl 10-Undecenoate(10-Undecenoic Acid Methyl Ester);2-([(4-CHLOROPHENYL)SULFONYL]AMINO)-3-PHENYLPROPANOICACID

Chemical Property of Methyl undec-10-enoate

Chemical Property:

• Vapor Pressure: 0.0259mmHg at 25°C
• Melting Point: 26-27℃
• Refractive Index: n20/D 1.437(lit.)
• Boiling Point: 247.3 °C at 760 mmHg
• Flash Point: 99.3 °C
• PSA: 26.30000
• Density: 0.88 g/cm³
• LogP: 3.46620
• Storage Temp.: 2-8°C
• Solubility.: H2O: insoluble
• Water Solubility.: 794μg/L at 20℃
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 198.161979940
• Heavy Atom Count: 14
• Complexity: 152

Purity/Quality:

98%, ^*data from raw suppliers

Methyl10-?Undecenoate(10-UndecenoicAcidMethylEster) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 36/37/38-20/22
• Safety Statements: 26-36/37/39-61-60-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CCCCCCCCC=C
• Uses: Methyl 10-undecenoate, unsaturated fatty acid ester, is used to modify commercial silicone monomer, 1,3,5,7-tetramethylcyclotetrasiloxane for the preparation of silicone hollow nano/microstructures in water. Methyl 10-undecenoate is an unsaturated fatty acid ester that can be used as a substrate: To prepare bifunctional polymer precursors via hydroformylation reaction. To synthesize α,ω-ester amides via aminocarbonylation in the presence of palladium catalyst. To modify commercial silicone monomer, 1,3,5,7-tetramethylcyclotetrasiloxane, for the preparation of silicone hollow nano/microstructures in water by hydrosilylation reaction.

Technology Process of Methyl undec-10-enoate

There total 74 articles about Methyl undec-10-enoate 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%

methanol (67-56-1) + 10-undecenoic acid (112-38-9) → Methyl 10-undecenoate (111-81-9)

Guidance literature:

With monoammonium 12-tungstophosphate; for 12h; Heating;

DOI:10.1080/00397910500328266

Reference yield: 98.0%

methanol (67-56-1) + undec-10-enoyl chloride (38460-95-6) → Methyl 10-undecenoate (111-81-9)

Guidance literature:

DOI:10.1021/jp034493g

Reference yield: 95.0%

4-quinolylmethyl undec-10-enoate (251922-69-7) + methyl iodide (74-88-4) → Methyl 10-undecenoate (111-81-9)

Guidance literature:

4-quinolylmethyl undec-10-enoate; With ammonium formate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In dimethyl sulfoxide; at 50 ℃; for 12h;

methyl iodide; With sodium carbonate; In water; dimethyl sulfoxide; at 20 ℃; for 12h;

DOI:10.1016/S0040-4020(99)01108-4

upstream raw materials:

methanol

10-undecenoic acid

methyl ricinoleate

methyl ricinoleate

Downstream raw materials:

methyl 9-(oxiran-2-yl)nonanoate

10-oxo-decanoic acid methyl ester

10-undecenoic acid hydrazide

1,12-dodecanedioic acid

Refernces

• 1、 Narra, Naganna,Kaki, Shiva Shanker,Prasad, Rachapudi Badari Narayana,Misra, Sunil,Dhevendar, Koude,Kontham, Venkateshwarlu,Korlipara, Padmaja V.. "Synthesis and evaluation of anti-oxidant and cytotoxic activities of novel 10-undecenoic acid methyl ester based lipoconjugates of phenolic acids". . p. 26 - 32. Retrieved 2017.
• 2、 Ranganathan,S. et al.. "-". . p. 1851 - 1852. Retrieved 1978.
• 3、 Lu, Wei,Sih, Charles J.. "Chemoenzymatic synthesis of macrocyclic polyamines". . p. 4965 - 4968. Retrieved 1999.
• 4、 Ryden,Glavis,Marvel. "-". . p. 1014. Retrieved 1937.
• 5、 Reddy, G. Sudhakar,Padhi, Birakishore,Bharath, Yada,Mohapatra, Debendra K.. "Total Synthesis of Four Isomers of the Proposed Structures of Cryptorigidifoliol K". . p. 6506 - 6509. Retrieved 2017.
• 6、 Kende, Andrew S.,Toder, Bruce H.. "Stereochemistry of Deconjugative Alkylation of Ester Dienolates. Stereospecific Total Synthesis of the Litsenolides". . p. 163 - 167. Retrieved 1982.
• 7、 Strother, Todd,Cai, Wei,Zhao, Xinsheng,Hamers, Robert J.,Smith, Lloyd M.. "Synthesis and characterization of DNA-modified silicon (111) surfaces". . p. 1205 - 1209. Retrieved 2000.
• 8、 Mingaleeva,Yakovleva,Ishmuratov, G. Yu.. "Synthesis from Undecylenic Acid of Macroheterocycles with Diacylhydrazine and Ester Fragments". . p. 895 - 898. Retrieved 2019.
• 9、 Minazzi, Paolo,Lattuada, Luciano,Menegotto, Ivan G.,Giovenzana, Giovanni B.. "An enzymatic approach to bifunctional chelating agents". . p. 6915 - 6921. Retrieved 2014.
• 10、 Li, Jie,Li, Ruoling,Yang, Wen,Zhao, Pei,Zhao, Wanxiang. "Rhodium-Catalyzed β-Dehydroborylation of Silyl Enol Ethers: Access to Highly Functionalized Enolates". supporting information. p. 9580 - 9585. Retrieved 2021/12/14.