821-95-4 Usage
Description
1-Undecene is an alkene compound with the chemical formula C11H22. It is a colorless liquid with a characteristic odor and is soluble in organic solvents. As a pharmaceutical intermediate and a useful reagent for organic synthesis, 1-Undecene plays a significant role in the production of various chemical compounds and pharmaceuticals.
Uses
1. Used in Pharmaceutical Industry:
1-Undecene is used as a pharmaceutical intermediate for the synthesis of various drugs and pharmaceutical compounds. Its unique chemical structure allows it to be easily modified and incorporated into complex molecules, making it a valuable building block in the development of new medications.
2. Used in Organic Synthesis:
1-Undecene is used as a reagent in organic synthesis for the preparation of various organic compounds. Its alkene functional group can participate in a wide range of chemical reactions, such as addition, oxidation, and reduction, enabling the formation of diverse chemical products.
3. Used in Pd-Catalyzed Aerobic Oxidative Amination Reaction:
1-Undecene is used as a reactant in the Pd-catalyzed aerobic oxidative amination reaction with nitrogen nucleophiles. This reaction allows for the production of useful amine analogs, which are important building blocks in the synthesis of various pharmaceuticals and organic compounds.
4. Used in the Total Synthesis of (+)-Deoxoprosopinine:
1-Undecene serves as a key intermediate in the total synthesis of (+)-deoxoprosopinine, a naturally occurring alkaloid with potential biological activities. Its involvement in this synthesis highlights its utility in the preparation of complex organic molecules with potential applications in medicine and other fields.
Synthesis Reference(s)
Chemistry Letters, 7, p. 1155, 1978The Journal of Organic Chemistry, 47, p. 876, 1982 DOI: 10.1021/jo00344a024Tetrahedron, 49, p. 7104, 1993 DOI: 10.1016/S0040-4020(01)87982-5
Health Hazard
Recommended Personal Protective Equipment: Goggles or face shield; rubber gloves; Symptoms Following Exposure: Aspiration hazard if ingested. Slight skin and eye irritation. No inhalation hazard expected; General Treatment for Exposure: INHALATION: remove victim to fresh air. INGESTION: do NOT lavage or induce vomiting; give vegetable oil and demulcents; call a doctor. EYES: flush with water for 15 min. SKIN: wipe off, wash with soap and water; Toxicity by Inhalation (Threshold Limit Value): Data not available; Short-Term Exposure Limits: Data not available; Toxicity by Ingestion: Data not available; Late Toxicity: Data not available; Vapor (Gas) Irritant Characteristics: Slight smarting of eyes and respiratory system at high concentrations. The effect is temporary; Liquid or Solid Irritant Characteristics: Minimum hazard. If spilled on clothing and allowed to remain, may cause smarting and reddening of the skin; Odor Threshold: Data not available.
Chemical Reactivity
Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Check Digit Verification of cas no
The CAS Registry Mumber 821-95-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,2 and 1 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 821-95:
(5*8)+(4*2)+(3*1)+(2*9)+(1*5)=74
74 % 10 = 4
So 821-95-4 is a valid CAS Registry Number.
InChI:InChI=1/C11H22/c1-3-5-7-9-11-10-8-6-4-2/h3H,1,4-11H2,2H3
821-95-4Relevant articles and documents
Oxidative Decarboxylase UndA Utilizes a Dinuclear Iron Cofactor
Manley, Olivia M.,Fan, Ruixi,Guo, Yisong,Makris, Thomas M.
, p. 8684 - 8688 (2019)
UndA is a nonheme iron enzyme that activates oxygen to catalyze the decarboxylation of dodecanoic acid to undecene and carbon dioxide. We report the first optical and M?ssbauer spectroscopic characterization of UndA, revealing that the enzyme harbors a coupled dinuclear iron cluster. Single turnover studies confirm that the reaction of the diferrous enzyme with dioxygen produces stoichiometric product per cluster. UndA is the first characterized example of a diiron decarboxylase, thus expanding the repertoire of reactions catalyzed by dinuclear iron enzymes.
Unexpected Reactions of α,β-Unsaturated Fatty Acids Provide Insight into the Mechanisms of CYP152 Peroxygenases
Jiang, Yuanyuan,Li, Shengying,Li, Zhong,Peng, Wei,Tang, Dandan,Wang, Binju,You, Cai,Zhao, Yue
supporting information, p. 24694 - 24701 (2021/10/14)
CYP152 peroxygenases catalyze decarboxylation and hydroxylation of fatty acids using H2O2 as cofactor. To understand the molecular basis for the chemo- and regioselectivity of these unique P450 enzymes, we analyze the activities of three CYP152 peroxygenases (OleTJE, P450SPα, P450BSβ) towards cis- and trans-dodecenoic acids as substrate probes. The unexpected 6S-hydroxylation of the trans-isomer and 4R-hydroxylation of the cis-isomer by OleTJE, and molecular docking results suggest that the unprecedented selectivity is due to OleTJE’s preference of C2?C3 cis-configuration. In addition to the common epoxide products, undecanal is the unexpected major product of P450SPα and P450BSβ regardless of the cis/trans-configuration of substrates. The combined H218O2 tracing experiments, MD simulations, and QM/MM calculations unravel an unusual mechanism for Compound I-mediated aldehyde formation in which the active site water derived from H2O2 activation is involved in the generation of a four-membered ring lactone intermediate. These findings provide new insights into the unusual mechanisms of CYP152 peroxygenases.
Normal Alpha Olefin Synthesis Using Dehydroformylation or Dehydroxymethylation
-
, (2019/09/06)
The present invention discloses processes for producing normal alpha olefins, such as 1-hexene, 1-octene, 1-decene, and 1-dodecene in a multistep synthesis scheme from another normal alpha olefin. Also disclosed are reactions for converting aldehydes, primary alcohols, and terminal vicinal diols into normal alpha olefins.
