10-Undecenal

Base Information

• Chemical Name: 10-Undecenal
• CAS No.: 112-45-8
• Molecular Formula: C11H20O
• Molecular Weight: 168.279
• Hs Code.: 29121900
• European Community (EC) Number: 203-973-1
• NSC Number: 44900
• UNII: DU1OTA08RY
• DSSTox Substance ID: DTXSID3037757
• Nikkaji Number: J61.751B
• Wikidata: Q20033560
• Metabolomics Workbench ID: 3465
• ChEMBL ID: CHEMBL3185269
• Mol file: 112-45-8.mol

Synonyms:10-Undecenal;Undec-10-enal;112-45-8;Undecylenic aldehyde;10-UNDECEN-1-AL;Hendecenal;Undecylenaldehyde;1-Undecen-10-al;10-Undecylenealdehyde;10-Hendecenal;10-Undecenyl aldehyde;C-11 aldehyde, undecylenic;Aldehyde C-11, undecylenic;Undecylene aldehyde;FEMA No. 3095;10-Undecylenic aldehyde;NSC 44900;Undec-10-en-al;n-Undecylenic aldehyde;undec-10-en-1-al;EINECS 203-973-1;UNII-DU1OTA08RY;DU1OTA08RY;BRN 1746480;AI3-03940;DTXSID3037757;NSC-44900;EC 203-973-1;4-01-00-03520 (Beilstein Handbook Reference);undecylenal;undecylenicaldehyde;Intreleven aldehyde;w-Undecenyl aldehyde;n-UNDECYLENIC ALDEHYDE (10-1);undec - 10 - enal;aldehyde C11 undecylenic;10-Hendecenal (4CI);UNDECYLENAL [INCI];10-Undecen-1-yl aldehyde;Undecylenic aldehyde, 95%;WLN: VH9U1;10-UNDECENAL [FCC];SCHEMBL107549;10-UNDECENAL [FHFI];CHEMBL3185269;DTXCID1017757;FEMA 3095;AMY6063;CHEBI:125536;NSC44900;STR02813;Tox21_302293;LMFA06000067;MFCD00007032;10-Undecenyl Aldehyde, 10-Undecenal;AKOS015902232;CS-W020162;HY-W018829;LS-3144;NCGC00164054-01;NCGC00255582-01;10-Undecenal, >=95%, FG, stabilized;CAS-112-45-8;FT-0607200;U0011;D92749;EN300-1720825;J-002781;10-UNDECEN-1-AL (ALDEHYDE C-11 UNDECYLENIC);BRD-K33235400-001-01-2;Q20033560

Chemical Property of 10-Undecenal

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.039mmHg at 25°C
• Melting Point: 7 °C
• Refractive Index: n20/D 1.4427(lit.)
• Boiling Point: 239.939 °C at 760 mmHg
• PKA: 0[at 20 ℃]
• Flash Point: 92.778 °C
• PSA: 17.07000
• Density: 0.831 g/cm³
• LogP: 3.49210
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• Water Solubility.: Insoluble
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 168.151415257
• Heavy Atom Count: 12
• Complexity: 108

Purity/Quality:

98%, ^*data from raw suppliers

10-UndecylenicAldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-10
• Safety Statements: 24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCCCCCCCCC=O
• Uses: 10-Undecylenic Aldehyde is derived from the reduction of Undecylenic Acid (U788820) which is used for the manufacture of pharmaceuticals, cosmetics and perfumery, including antidandruff shampoos, antimicrobial powders and as a musk in perfumes and aromas.

Technology Process of 10-Undecenal

There total 41 articles about 10-Undecenal 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%

10-Undecen-1-ol (112-43-6) → 10-Undecenal (112-45-8)

Guidance literature:

10-Undecen-1-ol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 23 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jacs.8b02134

Reference yield: 92.0%

undec-10-enoyl chloride (38460-95-6) → 10-Undecenal (112-45-8)

Guidance literature:

With tri-n-butyl-tin hydride; triphenylphosphine; indium(III) chloride; In tetrahydrofuran; at -30 ℃; for 2h;

DOI:10.1016/S0040-4039(99)02016-X

Reference yield: 90.0%

undec-10-ynal (103680-94-0) → 10-Undecenal (112-45-8)

Guidance literature:

With borane-THF; cyclohexene; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(97)10004-1

upstream raw materials:

dodec-11-ene-1,2-diol

10-undecenoic acid

N,N-dimethylundec-10-enamide

10-Undecen-1-ol

Downstream raw materials:

10-undecenal ethylene glycol acetal

10-Undecen-1-ol

C₁₂H₂₁⁽²⁾H₃O

11-(triethoxysilyl)undecanal

Refernces

• 1、 Einhorn, Jacques,Einhorn, Cathy,Ratajczak, Fabien,Pierre, Jean-Louis. "Efficient and highly selective oxidation of Primary alcohols to aldehydes by N-chlorosuccinimide mediated by oxoammonium salts". . p. 7452 - 7454. Retrieved 1996.
• 2、 Chandrasekhar,Kumar, M. Suresh,Muralidhar. "One pot conversion of carboxylic acids to aldehydes with DIBAL-H". . p. 909 - 910. Retrieved 1998.
• 3、 Steliou, Kosta,Poupart, Marc-Andre. "Synthesis of Aldehydes and Ketones from Nitro Paraffins". . p. 4971 - 4973. Retrieved 1985.
• 4、 Kabalka, George W.,Yu, Su,Li, Nan-Sheng. "Selective hydroboration of unconjugated alkynyl ketones and aldehydes". . p. 7681 - 7682. Retrieved 1997.
• 5、 Brown,Tsukamoto. "-". . p. 502. Retrieved 1959.
• 6、 Tappin, Nicholas D. C.,Michalska, Weronika,Rohrbach, Simon,Renaud, Philippe. "Cyclopropanation of Terminal Alkenes through Sequential Atom-Transfer Radical Addition/1,3-Elimination". supporting information. p. 14240 - 14244. Retrieved 2019/08/26.