Sodium cyanoborohydride is preferred as a reducing agent over sodium borohydride as the latter will also reduce the reactive aldehydes to hydroxyls at the same time as reducing the schiff s bases. Specifically, compared with the small molecule sodium cyanoborohydride, it is reported that. Sigmaaldrich offers a number of sodium cyanoborohydride products. Sodium cyanoborohydride cas 25895607 scbt santa cruz. Sodium borohydride, also known as sodium tetrahydridoborate and sodium tetrahydroborate, is an inorganic compound with the formula na bh 4. Synthesis of nabh3 cn and related compounds thiokol. Detection method for sodium cyanoborohydride organic. Our msds database is an easy to use, do it yourself tool, and best of all. Examples include reduction of a,bunsaturated carbonyl compounds to the corresponding. Structural integrity no detectable sodium cyanoborohydride, sodium cyanotrihydroborate, molecular formula.
The entry for will lead you to the original literature which details the synthesis of sodium cyanoborohydride and also the typical procedures used in reductive amination or other selective reductions. Biotage mpcyanoborohydride is a macroporous polymer supported cyanoborohydride. Sodium cyanoborohydride is the chemical compound with the formula na b h 3 cn. This solution is filtered, heated to reflux on a steam bath and then dioxan 150ml. Canadian ingredient disclosure list section 16 additional information msds creation date. Sodium cyanoborohydride mda reaction conditions, hive. The cyanoborohydride offers five times milder reduction.
Sodium cyanoborohydride is a very hygroscopic material and contact with water or moist air should be avoided. Firstly a summary of the preparation and properties of sodium cyanoborohydride is given. Sodium borohydride can affect you when breathed in and by passing through your skin. Sds of sodium cyanoborohydride, safety data sheets, cas. Samples of the sodium cyanoborohydride prepared in examples 1114 and a sample of sodium cyanoborohydride prepared in accordance with the general teachings of u. Lane marker sample buffer, nonreducing, 5x, 5 ml, 0. There is no warranty of accuracy or completeness of any information contained herein.
The solution is then poured with stirring into dioxan 250ml. Sodium cyanoborohydride cas 25895607 msds guidechem. In normal use conditions and in its original form, the product itself does not involve any other risk for health and the environment. Eye contact in the case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Sds of sodium cyanoborohydride, safety data sheets, cas 25895. However, we make no warranty of merchantability or any other warranty. Buy sodium cyanoborohydride cas 25895607, a highly selective reducing agent for reductive amination, from santa cruz. For the love of physics walter lewin may 16, 2011 duration. After the addition is complete, the suspension is stirred for 30 minutes. Articles of sodium cyanoborohydride are included as well. Msds contains all of the information required by those regulations. Sodium cyanoborohydride reagent grade american elements. Number of samples typically, up to 15 separate analytical samples per set of labeling reagents.
The submitter has found that use of sodium borohydride instead of sodium cyanoborohydride in the present procedure results in the almost exclusive formation of cyclohexanol with less than 3% of basic material. This white solid, usually encountered as a powder, is a reducing agent that finds application in chemistry, both in the laboratory and on an industrial scale. Sodium cyanoborohydride reagent grade, 95% sigmaaldrich. Other companies are charging thousands of dollars to set up accounts and give you access to their msds online database. Add 2aa and sodium cyanoborohydride mixes to each sample add 50 l of the 2aa dye followed by 50 l of sodium cyanoborohydride to each of the samples and controls. The precipitate is collected and stirred for 2 h in ethyl acetate 250ml. Carbonyl groups such as aldehydes, ketones, and glyox.
To ensure high yield of labeled glycans, it may be necessary, for some samples, to increase the concentrations of the reducing and labeling reagents. Ludgertag 2aa 2aminobenzoic acid glycan labeling kit. Read the safety data sheet for 1 m sodium cyanoborohydride. It is widely used in organic synthesis for the reduction of imines. Sodium borohydride is widely used for the reduction of carbonylcontaining compounds to alcohols.
Skin contact wash off immediately with plenty of water for at least 15 minutes. Acid destabilizes the sodium cyanoborohydride which results in an activated state for kinetics and equilibrium. It can be prepared either by treating sodium cyanide with borane, or by reacting sodium borohydride with mercuryii cyanide. Reductive methylation of protein amino groups with formaldehyde and sodium cyanoborohydride is shown to give up to 25% yield of ncyanomethyl ch2cn product. Purification of sodium cyanoborohydride 2 sodium cyanoborohydride 10g is dissolved in thf 80ml and 1 m methanolic hydrochloric acid is added until ph reaches 9. Enter what general purpose this chemical will be having in this laboratory. The bound cyanoborohydride can be utilized as a versatile reducing agent for the reductive amination of carbonyl compounds and reduction of.
Wear protective glovesprotective clothingeye protectionface protection. And it is usually used as a mild reducing agent which converts imines to amines. Firstaid measures general advice immediate medical attention is required. Please read the material safety data sheets msds for all chemicals used see appendix 2. Why sodium cyanoborohydride reactivity depends on ph. Jul 14, 2011 i need to find a method to analyse the clearance of sodium cyanoborohydride throughout a process we believe it has been cleared but we are strugglinf to find an assay that will show this with high sensitivity. Safety data sheet creation date 29jan2010 revision date 17jan2018 revision number 4 1. W336 red sodium cyanoborohydride t, f w336 ox sodium periodate f w336 acid cabinet conc. Sodium cyanoborohydride cas 25895607 818053 emd millipore. Sodium borohydride cas 16940662 106371 merck millipore. Uses advised against not for food, drug, pesticide or biocidal product use details of the supplier of the. Your new online msds binder is a place for you to store the material safety data sheets you need to deploy. Find msds or sds, a coa, data sheets and more information.
Download msds pdf search msds currently available for download bioworld offers sodium cyanoborohydride for your research at low price. Sodium borohydride revision date 17jan2018 attention is required. Sodium cyanoborohydride msds material safety data sheet or sds, coa and coq, dossiers. Sodium tetrahydroborate powder recommended use laboratory chemicals. Add 2750 l of ltnbm01 solution to the sodium cyanoborohydride vial and ensure it dissolves to completion. Reductive amination of mdp2p using sodium cyanoborohydride. Amount of sample from 25 pmol up to 25 nmol glycans per sample. According to the material safety data sheet msds special precautions must be taken when working with the chemical described above. Breathing sodium borohydride can irritate the nose and throat. Apr 01, 1982 reductive methylation of protein amino groups with formaldehyde and sodium cyanoborohydride is shown to give up to 25% yield of ncyanomethyl ch2cn product.
Department of chemistry, university of minnesota, minneapolis, minnesota 55455. Immediately flush eyes with running water for at least 15 minutes, keeping eyelids open. Sodium cyanoborohydride can be made by reacting equimolar quantities of sodium borohydride and hydrogen cyanide in thf. View product specific information, msds, references and buying faq. Sodium cyanoborohydride is the chemical compound with the formula nabh3cn. Tm 2aa 2aminobenzoic acid monosaccharide release and.
The cyanoborohydride offers five times milder reduction compared to borohydride in. Contact can severely irritate and burn the skin and eyes with possible eye damage. Since the reaction rate for the reduction of iminium ions is much faster than for ketones or even aldehydes, the reductive amination can be carried out as a onepot procedure by introducing the reducing agent into a mixture of the amine and carbonyl compound. Sodium cyanoborohydride is especially suitable for reductive aminations. Sodium cyanoborohydride 10g is dissolved in thf 80ml and 1 m methanolic hydrochloric acid is added until ph reaches 9. The 2aa labeling kit contains two sets of the following reagents 15 samples per kit supplied in glass ampoules sealed under pure nitrogen.
How can i handle and dispose sodium cyanoborohydride. Allowing the material to come into contact with water or moist air may decompose the material and could lead to a violent reaction or explosion due to the release of hydrogen gas. I need to find a method to analyse the clearance of sodium cyanoborohydride throughout a process we believe it has been cleared but we are strugglinf to find an assay that will show this with high sensitivity. Sodium cyanoborohydride revision date 19january2018 eye contact in the case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Sodium cyanoborohydride solution american elements.
Thermo scientific aminolink reductant sodium cyanoborohydride promotes the formation of stable bonds between aldehyde and aminecontaining molecules, enabling efficient labeling, conjugation, and immobilization of proteins and other molecules. Identification product name sodium borohydride cat no. Identification sodium borohydride is a white, odorless powder or pellet. Safety data sheet according to federal register vol.
The bound cyanoborohydride can be utilized as a versatile reducing agent for the reductive amination of carbonyl compounds and reduction of imines. Previously 1, we demonstrated that sodium borohydride can be also successfully employed for the reductive amination of carbonyl compounds by inorganic acid salts of ammonia and primary and secondary amines. It is used for bleaching wood pulp, as a blowing agent for plastics, and as a reducing agent for aldehydes and ketones. Do not use mouthtomouth method if victim ingested or inhaled the substance. Pdf download buy article permissions and reprints all articles of this category. Show this safety data sheet to the doctor in attendance. Wear appropriate protective eyeglasses or chemical safety goggles as described by oshas eye and face protection regulations in 29 cfr 1910. When using scbh in reductive amination, the ph must be maintained in the range of 68. Working with hazardous chemicals organic syntheses. The cyanoborohydride offers five times milder reduction compared to borohydride in the reductive amination process, reducing the schiff s. Important if the denatured protein precipitates, discard the sample and restart this process. Breathing sodium borohydride can irritate the lungs causing coughing andor shortness of breath. Reason for citation sodium borohydride is on the hazardous substance list.
Left over reagent which contains sodium cyanoborohydride has to be disposed separately in a clearly marked bottle due to its toxicity see msds. Very high exposure to sodium borohydride may affect the nervous system. Pa 800 plus pharmaceutical analysis system carbohydrate. It is a colourless salt, but commercial samples can appear tan. Sigmaaldrich material safety data sheet date printed. Sodium cyanoborohydride, sodium cyanotrihydroborate.
Sodium borohydride msds material safety data sheet or sds, coa and coq, dossiers. Filtration followed by vacuum removal of thf gives white solid sodium cyanoborohydride. Lane marker sample buffer, nonreducing, 5x, 5ml, 0. Does anyone have any suggestions on what could be used. Add 2aa and sodium cyanoborohydride mixes to each sample. I am considering using sodium cyanoborohydride in a reductive nalkylation of a polysaccharide, and want to know how to handle it safely and dispose of the nitrile byproduct. Suitable samples any purified glycans with free reducing termini can be labeled. It has been tested as pretreatment for pulping of wood, but is too costly to be commercialized. Safety data sheet 112030 sodium triacetoxyborohydride. Sodium cyanoborohydride is preferred as a reducing agent over sodium borohydride as the latter will also reduce the reactive aldehydes to hydroxyls at the same time as reducing the schiffs bases. Examples include dna purification procedures, preservation of biological material, and as a solvent in organic synthesis. Pierce coimmunoprecipitation coip kit thermo fisher scientific. Sodium triacetoxyborohydride, 97%, acros organics fisher.