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Cas Database

7390-81-0

7390-81-0

Identification

  • Product Name:1,2-Epoxyoctadecane

  • CAS Number: 7390-81-0

  • EINECS:230-977-0

  • Molecular Weight:268.483

  • Molecular Formula: C18H36O

  • HS Code:2910900090

  • Mol File:7390-81-0.mol

Synonyms:Octadecane,1,2-epoxy- (7CI,8CI);Oxirane, hexadecyl- (9CI);1,2-Epoxyoctadecane;1,2-Octadecene epoxide;1,2-Octadecylene oxide;2-Hexadecyloxirane;Epoxide C18;Hexadecyloxirane;Octadecylene oxide;Vikolox 18;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician. ACUTE/CHRONIC HAZARDS: This compound is a local irritant.

  • Fire-fighting measures: Suitable extinguishing media Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. Flash point data for this chemical are not available, but it is probably combustible. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:TRC
  • Product Description:1,2-Epoxyoctadecane
  • Packaging:2.5g
  • Price:$ 75
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:1,2-Epoxyoctadecane
  • Packaging:500mg
  • Price:$ 60
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1,2-Epoxyoctadecane >85.0%(GC)
  • Packaging:25g
  • Price:$ 38
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1,2-Epoxyoctadecane >85.0%(GC)
  • Packaging:400g
  • Price:$ 218
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  • Manufacture/Brand:Oakwood
  • Product Description:1,2-Epoxyoctadecane
  • Packaging:25g
  • Price:$ 20
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:1,2-EPOXYOCTADECANE 95.00%
  • Packaging:500G
  • Price:$ 4436.06
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:1,2-EPOXYOCTADECANE 95.00%
  • Packaging:25G
  • Price:$ 1113.79
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:1,2-Epoxyoctadecane, tech. 85%
  • Packaging:25g
  • Price:$ 33.8
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  • Manufacture/Brand:Alfa Aesar
  • Product Description:1,2-Epoxyoctadecane, tech. 85%
  • Packaging:100g
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  • Manufacture/Brand:AK Scientific
  • Product Description:1,2-Epoxyoctadecane
  • Packaging:100g
  • Price:$ 161
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Relevant articles and documentsAll total 9 Articles be found

Proton Switch in the Secondary Coordination Sphere to Control Catalytic Events at the Metal Center: Biomimetic Oxo Transfer Chemistry of Nickel Amidate Complex

Kim, Soohyung,Jeong, Ha Young,Kim, Seonghan,Kim, Hongsik,Lee, Sojeong,Cho, Jaeheung,Kim, Cheal,Lee, Dongwhan

supporting information, p. 4700 - 4708 (2021/02/12)

High-valent metal-oxo species are key intermediates for the oxygen atom transfer step in the catalytic cycles of many metalloenzymes. While the redox-active metal centers of such enzymes are typically supported by anionic amino acid side chains or porphyrin rings, peptide backbones might function as strong electron-donating ligands to stabilize high oxidation states. To test the feasibility of this idea in synthetic settings, we have prepared a nickel(II) complex of new amido multidentate ligand. The mononuclear nickel complex of this N5 ligand catalyzes epoxidation reactions of a wide range of olefins by using mCPBA as a terminal oxidant. Notably, a remarkably high catalytic efficiency and selectivity were observed for terminal olefin substrates. We found that protonation of the secondary coordination sphere serves as the entry point to the catalytic cycle, in which high-valent nickel species is subsequently formed to carry out oxo-transfer reactions. A conceptually parallel process might allow metalloenzymes to control the catalytic cycle in the primary coordination sphere by using proton switch in the secondary coordination sphere.

Dinuclear Iron(III) and Nickel(II) Complexes Containing N-(2-Pyridylmethyl)-N′-(2-hydroxyethyl)ethylenediamine: Catalytic Oxidation and Magnetic Properties

Jeong, Ah Rim,Shin, Jong Won,Jeong, Jong Hwa,Bok, Kwon Hee,Kim, Cheal,Jeong, Donghyun,Cho, Jaeheung,Hayami, Shinya,Min, Kil Sik

, p. 3023 - 3033 (2017/03/13)

Dinuclear FeIII and NiII complexes, [(phenO)Fe(N3)]2(NO3)2 (1) and [(phenOH)Ni(N3)2]2 (2), were prepared by treating Fe(NO3)3?9 H2O and Ni(NO3)2?6 H2O in methanol, respectively, with phenOH (=N-(2-pyridylmethyl)-N′-(2-hydroxyethyl)ethylenediamine) and NaN3; both 1 and 2 were characterized by elemental analysis, IR spectroscopy, X-ray diffraction, and magnetic susceptibility measurements. Two ethoxo-bridged FeIII and two azido-bridged NiII were observed in 1 and 2, respectively; corresponding antiferromagnetic interaction via the bridged ethoxo groups and strong ferromagnetic coupling via the bridged end-on azido ligands within the dimeric unit were observed. Complex 1 did not exhibit any catalytic activity, while 2 exhibited excellent catalytic activities for the epoxidation of aliphatic, aromatic, and terminal olefins.

Chemoenzymatic epoxidation of alkenes with Candida antarctica lipase B and hydrogen peroxide in deep eutectic solvents

Zhou, Pengfei,Wang, Xuping,Yang, Bo,Hollmann, Frank,Wang, Yonghua

, p. 12518 - 12523 (2017/03/11)

Epoxides are important synthetic intermediates for the synthesis of a broad range of industrial products. This study presents a promising solution to the current limitation of enzyme instability. By using simple deep eutectic solvents such as choline chloride/sorbitol, significant stabilization of the biocatalyst has been achieved leading to more robust reactions while using environmentally more acceptable solvents as compared to ionic liquids.

Trinuclear nickel and cobalt complexes containing unsymmetrical tripodal tetradentate ligands: Syntheses, structural, magnetic, and catalytic properties

Shin, Jong Won,Jeong, Ah Rim,Lee, Sun Young,Kim, Cheal,Hayami, Shinya,Min, Kil Sik

, p. 14089 - 14100 (2016/11/06)

The coordination chemistries of the tetradentate N2O2-type ligands N-(2-pyridylmethyl)iminodiethanol (H2pmide) and N-(2-pyridylmethyl)iminodiisopropanol (H2pmidip) have been investigated with nickel(ii) and cobalt(ii/iii) ions. Three novel complexes prepared and characterized are [(Hpmide)2Ni3(CH3COO)4] (1), [(Hpmide)2Co3(CH3COO)4] (2), and [(pmidip)2Co3(CH3COO)4] (3). In 1 and 2, two terminal nickel(ii)/cobalt(ii) units are coordinated to one Hpmide- and two CH3CO2-. The terminal units are each connected to a central nickel(ii)/cobalt(ii) cation through one oxygen atom of Hpmide- and two oxygen atoms of acetate ions, giving rise to nickel(ii) and cobalt(ii) trinuclear complexes, respectively. Trinuclear complexes 1 and 2 are isomorphous. In 3, two terminal cobalt(iii) units are coordinated to pmidip2- and two CH3CO2-. The terminal units are each linked to a central cobalt(ii) cation through two oxygen atoms of pmidip2- and one oxygen atom of a bidentate acetate ion, resulting in a linear trinuclear mixed-valence cobalt complex. 1 shows a weak ferromagnetic interaction with the ethoxo and acetato groups between the nickel(ii) ions (g = 2.24, J = 2.35 cm-1). However, 2 indicates a weak antiferromagnetic coupling with the ethoxo and acetato groups between the cobalt(ii) ions (g = 2.37, J = -0.5 cm-1). Additionally, 3 behaves as a paramagnetic cobalt(ii) monomer, due to the diamagnetic cobalt(iii) ions in the terminal units (g = 2.53, =D= = 36.0 cm-1). No catalytic activity was observed in 1. However, 2 and 3 showed significant catalytic activities toward various olefins with modest to good yields. 3 was slightly less efficient toward olefin epoxidation reaction than 2. Also 2 was used for terminal olefin oxidation reaction and was oxidised to the corresponding epoxides in moderate yields (34-75%) with conversions ranging from 47-100%. The cobalt complexes 2 and 3 promoted the O-O bond cleavage to ~75% heterolysis and ~25% homolysis.

A discrete {Co4(μ3-OH)4}4+ cluster with an oxygen-rich coordination environment as a catalyst for the epoxidation of various olefins

Lee, Sun Young,Kim, Namseok,Lee, Myoung Mi,Jo, Young Dan,Bae, Jeong Mi,Hyun, Min Young,Yoon, Sungho,Kim, Cheal

, p. 1727 - 1736 (2016/01/30)

Using the sterically hindered terphenyl-based carboxylate, the tetrameric Co(ii) complex [Co4(μ3-OH)4(μ-O2CAr4F-Ph)2(μ-OTf)2(Py)4] (1) with an asymmetric cubane-type core has been synthesized and fully characterized by X-ray diffraction, UV-vis spectroscopy, and electron paramagnetic resonance spectroscopy. Interestingly, the cubane-type cobalt cluster 1 with 3-chloroperoxybenzoic acid as the oxidant was found to be very effective in the epoxidation of a variety of olefins, including terminal olefins which are more challenging targeting substrates. Moreover, this catalytic system showed a fast reaction rate and high epoxide yields under mild conditions. Based on product analysis and Hammett studies, the use of peroxyphenylacetic acid as a mechanistic probe, H218O-exchange experiments, and EPR studies, it has been proposed that multiple reactive cobalt-oxo species CoVO and CoIVO were involved in the olefin epoxidation.

Process route upstream and downstream products

Process route

octadec-1-ene
112-88-9

octadec-1-ene

2-hexadecyloxirane
7390-81-0

2-hexadecyloxirane

Conditions
Conditions Yield
With Ni(N-(2-pyridylmethyl)-N’-(2-hydroxyethyl)ethylenediamine)(N3)2; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile; at 20 ℃; for 0.166667h;
75.9%
With D-sorbitol; Octanoic acid; Candida antarctica lipase B from Novozym 435-immobilized on a polyacrylate resin; choline chloride; dihydrogen peroxide; at 40 ℃; for 24h; Reagent/catalyst; Enzymatic reaction;
72.4%
With [(N-(2-pyridylmethyl)iminodiethanol)2Co3(CH3COO)4]; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile; at 20 ℃; for 0.166667h; Catalytic behavior;
61.2%
With [NiII(2-(di(pyridin-2-ylmethyl)amino)-N-(2-(5-methylpyridin-2-yl)phenyl)acetamidate)](ClO4); 3-chloro-benzenecarboperoxoic acid; In acetonitrile; at 25 ℃; for 0.166667h; Reagent/catalyst;
18.4%
With peracetic acid; C26H30F6MnN8O8S2; In dichloromethane; acetonitrile; at 20 ℃; for 0.55h;
With dihydrogen peroxide; In hexane; water; at 50 ℃;
With C60H46Co4F10N4O14S2; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile; at 20 ℃; Catalytic behavior;
46.5 %Chromat.
peracetic acid
79-21-0

peracetic acid

octadec-1-ene
112-88-9

octadec-1-ene

2-hexadecyloxirane
7390-81-0

2-hexadecyloxirane

Conditions
Conditions Yield
With acetic acid;
peracetic acid
79-21-0

peracetic acid

octadec-1-ene
112-88-9

octadec-1-ene

acetic acid
64-19-7,77671-22-8

acetic acid

2-hexadecyloxirane
7390-81-0

2-hexadecyloxirane

Conditions
Conditions Yield
at 20 - 25 ℃;
2-hexadecyloxirane
7390-81-0

2-hexadecyloxirane

Conditions
Conditions Yield
57%
octadec-1-ene
112-88-9

octadec-1-ene

2-hexadecyloxirane
7390-81-0

2-hexadecyloxirane

Conditions
Conditions Yield
With Ni(N-(2-pyridylmethyl)-N’-(2-hydroxyethyl)ethylenediamine)(N3)2; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile; at 20 ℃; for 0.166667h;
75.9%
With D-sorbitol; Octanoic acid; Candida antarctica lipase B from Novozym 435-immobilized on a polyacrylate resin; choline chloride; dihydrogen peroxide; at 40 ℃; for 24h; Reagent/catalyst; Enzymatic reaction;
72.4%
With [(N-(2-pyridylmethyl)iminodiethanol)2Co3(CH3COO)4]; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile; at 20 ℃; for 0.166667h; Catalytic behavior;
61.2%
With [NiII(2-(di(pyridin-2-ylmethyl)amino)-N-(2-(5-methylpyridin-2-yl)phenyl)acetamidate)](ClO4); 3-chloro-benzenecarboperoxoic acid; In acetonitrile; at 25 ℃; for 0.166667h; Reagent/catalyst;
18.4%
With peracetic acid; C26H30F6MnN8O8S2; In dichloromethane; acetonitrile; at 20 ℃; for 0.55h;
With dihydrogen peroxide; In hexane; water; at 50 ℃;
With C60H46Co4F10N4O14S2; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile; at 20 ℃; Catalytic behavior;
46.5 %Chromat.
peracetic acid
79-21-0

peracetic acid

octadec-1-ene
112-88-9

octadec-1-ene

2-hexadecyloxirane
7390-81-0

2-hexadecyloxirane

Conditions
Conditions Yield
With acetic acid;
peracetic acid
79-21-0

peracetic acid

octadec-1-ene
112-88-9

octadec-1-ene

acetic acid
64-19-7,77671-22-8

acetic acid

2-hexadecyloxirane
7390-81-0

2-hexadecyloxirane

Conditions
Conditions Yield
at 20 - 25 ℃;
2-hexadecyloxirane
7390-81-0

2-hexadecyloxirane

Conditions
Conditions Yield
57%

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