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14742-26-8 Usage

General Description

Methanol-13C is a stable isotope of methanol where the carbon atom has been replaced with the 13C isotope. It is primarily used in scientific research and analytical chemistry, specifically in nuclear magnetic resonance (NMR) spectroscopy. The incorporation of the 13C isotope allows for more precise and accurate analysis of chemical compounds and their structures. Methanol-13C is also used as a tracer in metabolic studies and as a reference standard in mass spectrometry. Its unique isotopic composition makes it a valuable tool in various fields of study, including biochemistry, environmental science, and pharmaceutical research. Due to its specialized applications, methanol-13C is typically more expensive than regular methanol and is not commonly used in industrial processes.

Check Digit Verification of cas no

The CAS Registry Mumber 14742-26-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,7,4 and 2 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 14742-26:
(7*1)+(6*4)+(5*7)+(4*4)+(3*2)+(2*2)+(1*6)=98
98 % 10 = 8
So 14742-26-8 is a valid CAS Registry Number.

14742-26-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name METHANOL-13C

1.2 Other means of identification

Product number -
Other names Guanidine-13C hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14742-26-8 SDS

14742-26-8Relevant articles and documents

Utilizing terminal oxidants to achieve P450-catalyzed oxidation of methane

Chen, Mike M.,Coelho, Pedro S.,Arnold, Frances H.

, p. 964 - 968 (2012)

Terminal oxidant-supported P450 reactions alleviate the need for substrate binding to initiate catalysis by chemically generating "compound I." This allows investigation of the innate substrate range of the enzyme active site. Using iodosylbenzene as the oxidant, CYP153A6, a medium-chain terminal alkane hydroxylase, exhibits methanol formation in the presence of methane demonstrating that P450-mediated methane hydroxylation is possible. Copyright

Methane to acetic acid over Cu-exchanged zeolites: Mechanistic insights from a site-specific carbonylation reaction

Narsimhan, Karthik,Michaelis, Vladimir K.,Mathies, Guinevere,Gunther, William R.,Griffin, Robert G.,Romn-Leshkov, Yuriy

, p. 1825 - 1832 (2015)

The selective low temperature oxidation of methane is an attractive yet challenging pathway to convert abundant natural gas into value added chemicals. Copper-exchanged ZSM-5 and mordenite (MOR) zeolites have received attention due to their ability to oxidize methane into methanol using molecular oxygen. In this work, the conversion of methane into acetic acid is demonstrated using Cu-MOR by coupling oxidation with carbonylation reactions. The carbonylation reaction, known to occur predominantly in the 8-membered ring (8MR) pockets of MOR, is used as a site-specific probe to gain insight into important mechanistic differences existing between Cu-MOR and Cu-ZSM-5 during methane oxidation. For the tandem reaction sequence, Cu-MOR generated drastically higher amounts of acetic acid when compared to Cu-ZSM-5 (22 vs 4 μmol/g). Preferential titration with sodium showed a direct correlation between the number of acid sites in the 8MR pockets in MOR and acetic acid yield, indicating that methoxy species present in the MOR side pockets undergo carbonylation. Coupled spectroscopic and reactivity measurements were used to identify the genesis of the oxidation sites and to validate the migration of methoxy species from the oxidation site to the carbonylation site. Our results indicate that the CuII-O-CuII sites previously associated with methane oxidation in both Cu-MOR and Cu-ZSM-5 are oxidation active but carbonylation inactive. In turn, combined UV-vis and EPR spectroscopic studies showed that a novel Cu2+ site is formed at Cu/Al 0.2 in MOR. These sites oxidize methane and promote the migration of the product to a Bronsted acid site in the 8MR to undergo carbonylation.

Selective hydroxylation of methane by dioxiranes under mild conditions

Annese, Cosimo,D'Accolti, Lucia,Fusco, Caterina,Curci, Ruggero

, p. 2142 - 2144 (2011)

The direct conversion of methane to methanol at low temperatures was achieved selectively using dioxiranes 1a,b either in the isolated form or generated in situ from aqueous potassium caroate and the parent ketone at a pH close to neutrality. Results suggest that the more powerful dioxirane TFDO (1b) should be the oxidant of choice.

Aqueous Electrochemical Reduction of Carbon Dioxide and Carbon Monoxide into Methanol with Cobalt Phthalocyanine

Boutin, Etienne,Wang, Min,Lin, John C.,Mesnage, Matthieu,Mendoza, Daniela,Lassalle-Kaiser, Benedikt,Hahn, Christopher,Jaramillo, Thomas F.,Robert, Marc

, p. 16172 - 16176 (2019)

Conversion of CO2 into valuable molecules is a field of intensive investigation with the aim of developing scalable technologies for making fuels using renewable energy sources. While electrochemical reduction into CO and formate are approaching industrial maturity, a current challenge is obtaining more reduced products like methanol. However, literature on the matter is scarce, and even more for the use of molecular catalysts. Here, we demonstrate that cobalt phthalocyanine, a well-known catalyst for the electrochemical conversion of CO2 to CO, can also catalyze the reaction from CO2 or CO to methanol in aqueous electrolytes at ambient conditions of temperature and pressure. The studies identify formaldehyde as a key intermediate and an unexpected pH effect on selectivity. This paves the way for establishing a sequential process where CO2 is first converted to CO which is subsequently used as a reactant to produce methanol. Under ideal conditions, the reaction shows a global Faradaic efficiency of 19.5 % and chemical selectivity of 7.5 %.

Efficient Hole Trapping in Carbon Dot/Oxygen-Modified Carbon Nitride Heterojunction Photocatalysts for Enhanced Methanol Production from CO2 under Neutral Conditions

Wang, Yiou,Godin, Robert,Durrant, James R.,Tang, Junwang

, p. 20811 - 20816 (2021)

Artificial photosynthesis of alcohols from CO2 is still unsatisfactory owing to the rapid charge relaxation compared to the sluggish photoreactions and the oxidation of alcohol products. Here, we demonstrate that CO2 is reduced to me

Highly Efficient CO2 Electroreduction to Methanol through Atomically Dispersed Sn Coupled with Defective CuO Catalysts

Guo, Weiwei,Liu, Shoujie,Tan, Xingxing,Wu, Ruizhi,Yan, Xupeng,Chen, Chunjun,Zhu, Qinggong,Zheng, Lirong,Ma, Jingyuan,Zhang, Jing,Huang, Yuying,Sun, Xiaofu,Han, Buxing

, p. 21979 - 21987 (2021)

Using renewable electricity to drive CO2 electroreduction is an attractive way to achieve carbon-neutral energy cycle and produce value-added chemicals and fuels. As an important platform molecule and clean fuel, methanol requires 6-electron transfer in the process of CO2 reduction. Currently, CO2 electroreduction to methanol suffers from poor efficiency and low selectivity. Herein, we report the first work to design atomically dispersed Sn site anchored on defective CuO catalysts for CO2 electroreduction to methanol. It exhibits high methanol Faradaic efficiency (FE) of 88.6 % with a current density of 67.0 mA cm?2 and remarkable stability in a H-cell, which is the highest FE(methanol) with such high current density compared with the results reported to date. The atomic Sn site, adjacent oxygen vacancy and CuO support cooperate very well, leading to higher double-layer capacitance, larger CO2 adsorption capacity and lower interfacial charge transfer resistance. Operando experiments and density functional theory calculations demonstrate that the catalyst is beneficial for CO2 activation via decreasing the energy barrier of *COOH dissociation to form *CO. The obtained key intermediate *CO is then bound to the Cu species for further reduction, leading to high selectivity toward methanol.

Neighboring Zn-Zr Sites in a Metal-Organic Framework for CO2Hydrogenation

An, Bing,Cao, Yonghua,Dai, Yiheng,Li, Zhe,Lin, Wenbin,Wang, Cheng,Wang, Wangyang,Zeng, Lingzhen,Zhang, Jingzheng

, p. 8829 - 8837 (2021)

ZrZnOx is active in catalyzing carbon dioxide (CO2) hydrogenation to methanol (MeOH) via a synergy between ZnOx and ZrOx. Here we report the construction of Zn2+-O-Zr4+ sites in a metal-organic framework (MOF) to reveal insights into the structural requirement for MeOH production. The Zn2+-O-Zr4+ sites are obtained by postsynthetic treatment of Zr6(μ3-O)4(μ3-OH)4 nodes of MOF-808 by ZnEt2 and a mild thermal treatment to remove capping ligands and afford exposed metal sites for catalysis. The resultant MOF-808-Zn catalyst exhibits >99% MeOH selectivity in CO2 hydrogenation at 250 °C and a high space-time yield of up to 190.7 mgMeOH gZn-1 h-1. The catalytic activity is stable for at least 100 h. X-ray absorption spectroscopy (XAS) analyses indicate the presence of Zn2+-O-Zr4+ centers instead of ZnmOn clusters. Temperature-programmed desorption (TPD) of hydrogen and H/D exchange tests show the activation of H2 by Zn2+ centers. Open Zr4+ sites are also critical, as Zn2+ centers supported on Zr-based nodes of other MOFs without open Zr4+ sites fail to produce MeOH. TPD of CO2 reveals the importance of bicarbonate decomposition under reaction conditions in generating open Zr4+ sites for CO2 activation. The well-defined local structures of metal-oxo nodes in MOFs provide a unique opportunity to elucidate structural details of bifunctional catalytic centers.

Marshall et al.

, p. 460 (1975)

Photochemical reduction of carbon dioxide to methanol and formate in a homogeneous system with pyridinium catalysts

Boston, David J.,Xu, Chengdong,Armstrong, Daniel W.,Macdonnell, Frederick M.

, p. 16252 - 16255 (2013)

Photochemical catalytic CO2 reduction to formate and methanol has been demonstrated in an aqueous homogeneous system at pH 5.0 comprising ruthenium(II) trisphenanthroline as the chromophore, pyridine as the CO 2 reduction catalyst, KCl, and ascorbic acid as a sacrificial reductant, using visible light irradiation at 470 ± 20 nm. Isotopic labeling with 13CO2 yields the six-electron-reduced product 13CH3OH. After 1 h photolysis, the two-electron-reduced product formate and the six-electron-reduced product methanol are produced with quantum yields of 0.025 and 1.1 × 10 -4, respectively. This represents 76 and 0.15 turnovers per Ru for formate and methanol, respectively, and 152 and 0.9 turnovers per Ru on an electron basis for formate and methanol, respectively. The system is inactive after 6 h irradiation, which appears largely to be due to chromophore degradation. A partial optimization of the methanol yield showed that high pyridine to Ru ratios are needed (100:1) and that the optimum pH is near 5.0. The presence of potassium salts enhances the yield in formate and methanol by 8- and 2-fold, respectively, compared to electrolyte-free solutions; however, other alkali and alkali earth cations have little effect. The addition of small amounts of solid metal catalysts immobilized on carbon had either no effect (M = Pt or Pd) or deleterious effects (M = Ni or Au) on methanol production. Addition of colloidal Pt resulted in no methanol production at all. This is in notable contrast with the pyridine-based electrocatalysis of CO2 to methanol in which metallic or conductive surfaces such as Pt, Pd, or p-type GaP are necessary for methanol formation.

Condensed-phase low temperature heterogeneous hydrogenation of CO2 to methanol

Kothandaraman, Jotheeswari,Dagle, Robert A.,Dagle, Vanessa Labarbier,Davidson, Stephen D.,Walter, Eric D.,Burton, Sarah D.,Hoyt, David W.,Heldebrant, David J.

, p. 5098 - 5103 (2018)

A low-temperature CH3OH synthesis was achieved at 120-170 °C using tertiary amine and alcohol in the presence of a Cu/ZnO/Al2O3 catalyst by CO2 hydrogenation. A series of 1°, 2° and 3° amines and alcohols were screened to study their influence on the formation of CH3OH. Particularly, 3° amines such as NEt3 in combination with EtOH formed CH3OH with 100% yield with respect to the amine. Unlike the traditional gas-phase heterogeneous metal catalyzed CO2-to-CH3OH reactions, no CO is used in the feed gas mixture in this method. In addition, the hydrogenation gives good selectivity (>95%) to CH3OH and only trace amounts of CO and CH4 are formed. The presence of CO in the gas mixture was attributed to the decomposition of the CH3OH product, which was confirmed by high-temperature and high-pressure MAS NMR. The reaction was performed in the condensed phase at relatively lower temperatures, thus the RWGS reaction, which typically operates at >250 °C, was significantly reduced at these temperatures (120-170 °C). The first in situ spectroscopic evidence for the condensed phase hydrogenation of alkylcarbonate to CH3OH via ammonium formate and alkylformate intermediates was also presented under the experimental conditions.

Dinuclear uranium(vi) salen coordination compound: An efficient visible-light-active catalyst for selective reduction of CO2to methanol

Azam, Mohammad,Kumar, Umesh,Olowoyo, Joshua O.,Al-Resayes, Saud I.,Trzesowska-Kruszynska, Agata,Kruszynski, Rafal,Islam, Mohammad Shahidul,Khan, Mohammad Rizwan,Adil,Siddiqui, Mohammad Rafique,Al-Harthi, Fahad Ahmed,Alinzi, Abdul Karim,Wabaidur, Saikh Mohammad,Siddiqui, Masoom Raza,Shaik, Mohammed Rafi,Jain, Suman L.,Farkhondehfal, M. Amin,Hernàndez, Simelys

, p. 17243 - 17251 (2020)

A new dinuclear uranyl salen coordination compound, [(UO2)2(L)2]·2MeCN [L = 6,6′-((1E,1′E)-((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))-bis(methaneylylidene))bis(2-methoxyphenol)], was synthesized using a multifunctional salen ligand to harvest visible light for the selective photocatalytic reduction of CO2 to MeOH. The assembling of the two U centers into one coordination moiety via a chelating-bridging doubly deprotonated tetradentate ligand allowed the formation of U centers with distorted pentagonal bipyramid geometry. Such construction of compounds leads to excellent activity for the photocatalytic reduction of CO2, permitting a production rate of 1.29 mmol g-1 h-1 of MeOH with an apparent quantum yield of 18%. Triethanolamine (TEOA) was used as a sacrificial electron donor to carry out the photocatalytic reduction of CO2. The selective methanol formation was purely a photocatalytic phenomenon and confirmed using isotopically labeled 13CO2 and product analysis by 13C-NMR spectroscopy. The spectroscopic studies also confirmed the interaction of CO2 with the molecule of the title complex. The results of these efforts made it possible to understand the reaction mechanism using ESI-mass spectrometry.

Tricycloquinazoline-Based 2D Conductive Metal–Organic Frameworks as Promising Electrocatalysts for CO2 Reduction

Liu, Jingjuan,Yang, Dan,Zhou, Yi,Zhang, Guang,Xing, Guolong,Liu, Yunpeng,Ma, Yanhang,Terasaki, Osamu,Yang, Shubin,Chen, Long

, p. 14473 - 14479 (2021)

2D conductive metal–organic frameworks (2D c-MOFs) are promising candidates for efficient electrocatalysts for the CO2 reduction reaction (CO2RR). A nitrogen-rich tricycloquinazoline (TQ) based multitopic catechol ligand was used to

NMR VISUALIZATION OF FREE ASPARAGINE IN POTATO TISSUE USING ADDUCT FORMATION WITH FORMALDEHYDE

Mason, Ralph P.,Sanders, Jeremy K. M.,Gidley, Michael J.

, p. 1567 - 1572 (1986)

The free asparagine in potato (Solanum tuberosum) tuber tissue has been observed by 13C NMR, using labelled formaldehyde as a marker; formaldehyde-asparagine adduct formation is specific and leads to characteristic 13C resonances.In addition, metabolism of formaldehyde to methanol and formate by potato tissue has been observed by 13C and deuterium NMR.Metabolism of formaldehyde-d2 leads to 3 : 1 mixture of CD3OH and CD2HOH.

Time-resolved infrared-spectroscopic observation of relaxation and reaction processes during and after infrared-multiphoton excitation of 12CF3I and 13CF3I with shaped nanosecond pulses

Quack, Martin,Schwarz, Rene,Seyfang, Georg

, p. 8727 - 8740 (1992)

We have produced shaped infrared laser pulses of several kinds ranging from about 2-100 ns duration using a line tuned CO2 laser combined with intracavity absorbers and CdTe electro-optical switch.The time-dependent infrared absorption of 12CF3I and 13CF3I during and after infrared-multiphoton excitation with these pulses was followed by means of a line tuned continuous wave-CO2 laser and a fast HgCdTe infrared detector (time resolution about 1 ns).The effective time-dependent absorption cross section shows fluence-dependent decay at large fluence with an effective exponential decay constant k1,? ca. 1.12 cm2J-1.This can be interpreted by first generation and then decay by further radiative pumping of highly excited levels of CF3I.The results have been analyzed by master equation modeling using a nonlinear case B/C master equation for multiphoton excitation and very simple models for the absorption properties of highly excited molecules.After nanosecond excitation to very high levels, one finds unimolecular decay CF3I --> CF3 + I with distinct rate constants (2+/-1) * 108 and (5+/-4) * 106 s-1, which corresponds to ensembles of molecules differing by one CO2-laser quantum of energy, in agreement with unimolecular rate theory and master equation models.The most striking observation is a slow, collision-free intramolecular rovibrational redistribution process observed by real time spectroscopy on the nanosecond time scale for molecules excited by modest fluence corresponding to typical average energies of five CO2 laser quanta and somewhat more.

Highly Efficient Electroreduction of CO2 to Methanol on Palladium–Copper Bimetallic Aerogels

Lu, Lu,Sun, Xiaofu,Ma, Jun,Yang, Dexin,Wu, Haihong,Zhang, Bingxing,Zhang, Jianling,Han, Buxing

, p. 14149 - 14153 (2018)

Electrochemical reduction of CO2 to CH3OH is of great interest. Aerogels have fine inorganic superstructure with high porosity and are known to be exceptional materials. Now a Pd?Cu bimetallic aerogel electrocatalyst has been develop

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