endobj JavaScript seems to be disabled in your browser. stream NaB(CN)H 3 reduces ketones and aldehydes slowly. <>/ColorSpace <>/Font <>/ProcSet [/PDF /Text /ImageC ] Lewis acids [ex. <> 11 0 obj 10 0 obj 16 0 obj UN3134, Water-reactive solid, toxic, n.o.s. <> 5 0 obj endobj /ExtGState <>>>/Group <> endstream x�3R��2�35W(�*T0P�R0T(�Y@���@QC= P A�J��� �Pp�W� ���,1�(�T��/�kB�ѿ��'��÷�������Ӑ��%8��p��Q�]��W��s:>�=>W�:ۿ����VE]�=h��K���\EB��a�P�u۔�B����� If it's old then it's probably decomposed, you might consider making it fresh. Don't you make it fresh by mixing acetic acid with sodium borohydride or something like that? 34 0 obj p�Q_ �B���Vb�zSw V�3�㕹xe#^y*�b��i�Ee�5n':�t�kѬ�:��H�A�n��J8�+����J�4i��|��.B�P���y����^�;�&�^�9 G�5��|��T��sq(�m�������麲� �8(n���5^�G!���H/����g89Ң�*5E�t�!R/L���mZ,+��w ,ƶ�f�08oOd@ p����c�W���,9-����}@"��]�-ܴ"䫘T� Zë���pz���Ë6�p��g�"0�HzQ�ٰɂ���d�חj�Ӓ/$���B�eY�n:_�ܐ�z���1D����}f��ݢ�R���[�� endobj Click here for verification of our veteran owned status. stream Cookies help us deliver our Services. 14 0 obj stream endobj endobj � ��� 2. I know people generally used HCl/acetic acid but this produces HCN and slightly nervous about this... Would a setting up a bleach trap be useful? As the iminium group forms (with concomitant loss of water), it is rapidly reduced to an amine by the $\ce{NaBH3CN}$. 3 0 obj endstream x�3R��2�35W(�*T0P�R0T(�Y@���@QC= P A�J��� �1Vp�W� Also if you could enlighten me, what is the purpose of using it over regular NaBH4? endstream )�#+�[[ڵB�}��H��� /Length 1269 >> stream How old is your triacetoxyborohydride? �C ��u>1�{������Km��R�߳Ӥb>:O ��}Tu��̰d�`@�0��ß��O+�@8f��u��Cۻ���T8��,����h��� 4 0 obj endstream x��V[k�F~ׯ�җQY��~�;!���ݸ�! I believe it's used for reductive amination. /Length 2176 >> Looking at using sodium cyanoborohydride for a reductive amination but wondering what the safest way of quenching the reaction would be? x�3R��2�35W(�*T0P�R0T(�Y@���@QC= P A�J��� �1Sp�W� %PDF-1.4 35 0 obj 9 0 obj x��X�n�F}����A뽓�($Q�VM�(��Z���dVE��]�\��!Y��C�93g.o��*���o���F��77o�"�]-�$����Jk�H?��BY�?GYD�7�8ͰbUXF���-��������Ϯ stream 17 0 obj !Km� '�ʓ�R�U�3���f�3�?��#��F$q�5R�ݾ� .I�L�2#��p���y!�}~$��x���������X��7�;\�V9c�:�K ʸ���l��,r�E�B�� q_d`��S�����j_�:�lWuϋ����}_7�ʯ�t��\���~Gh���"�q��e��t��P�'�׼`�����E��`*s E��G��d�Y�:��2>�КQ��F7+�.��w�SB"�s:nt�B��!�Z2��s�iKZ�DJ��!��/_��QNu�eu�I��t"�r٧˻c��~M�K��������PX����wv�'�=��A�����HJ�գiH��.@jMCAĜ�s�k'�}{z�i! ��wf}/���&�Z�†�+/>���o�b��,�9��Z�/"na�X�.3a4����@w�_�x�]�2k�w��"$D�=��J�hl�yrs ?wג]��K��kDAC� �k�A�\��l����A��Q���|����{�D�D��Y���Ó�Y�<4���m�^̫ء�z��.�Ј �0� #b�Hg��/ m a�sb��l����#1� ��|w��Z�_�Y�i <>/ProcSet [/PDF /Text ] stream m6˺2Jk U��P`���֦�b擔��ȡ/"GD�QD�,�ѩS�N7 �^ d�^@l�+�=Q~�n��G�c]֟r�'1�id/_�T2̼�x1��>.ӠJg�L2���m�j~0��.�+/�tR��MY�V���h�c�F�J�V����'�f�Z��b�ۺ�H�rm�[`�Yj��ԻC�B: ��峒9�Д/�9G�Z�n��R7U%�P�wvp��anbl����N_0K0y��cKb=N����^E�qk���������Ǿ���;eI���,��3�L!5f���� t�0V��I2ie� �2{��(���^�{���Om>�~�zmE�4�~�ظ�E�v���I��},��S]:�Səj8qB��s���u+SXAf�)�<7˪�-�&��z��>�WšE��������յ����S��5�m�=�����A�s�o��i`WJH�����{������j r*�'[��%�q7T��]�]k!�b���@"N���@� endobj <> x�3R��2�35W(�*T0P�R0T(�Y@���@QC= P A�J��� �1Tp�W� Prepare the sodium cyanoborohydride an hour before it is required below. � ��� endobj endobj Correct me if I'm wrong, I probably am. <>/ColorSpace <>/Font <>/ProcSet [/PDF /Text /ImageB /ImageC ] endstream Manage your orders and gives you access to exclusive reward and programs. stream endobj Super easy procedure. By using our Services or clicking I agree, you agree to our use of cookies. The $\ce{TsOH}$ is an acid, presumably serving to protonate the carbonyl oxygen and activate the carbon toward nucleophilic attack by the amine. <> x�3R��2�35W(�*T0P�R0T(�Y@���@QC= P A�J��� �1Rp�W� endstream Designed by, Water-reactive solid, toxic, n.o.s. � ��� <> No, you absolutely do NOT quench with acid for exactly the reason you mentioned. <> 1 0 obj 19 0 obj The Lab Depot uses cookies to improve your experience on our site. endstream <> endobj � ��� After workup, the final product is: endobj Click here for verification of our PCI DSS status. Click here for verification of our veteran owned status. The reactions were performed at room temperature or 75-80 ºC with high to excellent yields of the corresponding products. ... You do neutral aqueous workup or maybe basic, but the one thing you don't do is add acid. Sodium cyanoborohydride. Press question mark to learn the rest of the keyboard shortcuts. You should use a Cyanide detector if you've got access to one. /ExtGState <>>>/Group <> � ��� <> � ��� 18 0 obj stream I am considering using sodium cyanoborohydride in a reductive N-alkylation of a polysaccharide, and want to know how to handle it safely and dispose of the nitrile byproduct. /Properties <>/ExtGState <>>>/Group <> x�3R��2�35W(�*T0P�R0T(�Y@���@QC= P A�J��� �1Wp�W� ���3[d� ��. Super easy procedure. For the best experience on our site, be sure to turn on Javascript in your browser. UN3134, Water-reactive solid, toxic, n.o.s. If you have an account, sign in with your email address. 8 0 obj <> endstream endstream Reduction of structurally different carbonyl compounds such as aldehydes, ketones, a,b-unsaturated enals and enones, a-diketones and acyloins were accomplished efficiently by sodium borohydride in the presence of wet SiO 2 (30% m/m) under solvent free condition. (sodium cyanoborohydride), 4.3 (6.1), dangerous when wet, PG II, marine pollutant. Its like a "weaker" reducing agent or something right? P.S I've tried using sodium triacetoxyborohydride and it doesn't work :(.