3043-60-5

Usage

InChI:InChI=1/C6H15B3O3/c1-4-7-10-8(5-2)12-9(6-3)11-7/h4-6H2,1-3H3

Upstream product

• 12081-54-8 tetraethyldiborane⁽⁶⁾ 
• 4559-70-0 Diphenylphosphine oxide 
• 92784-88-8 {(diphenylphosphinoyloxy)diethylborane}2 
• 158079-65-3 1,5-diethyl-3,7-diphenyl-4,8,9-trioxa-2,6-dioxonia-1,5-diborata{3.3.1}nona-2,6-diene 
• 159087-72-6 rac-9-{(dimethylamino)ethylboryloxy}-10-ethyl-10-(1-ethylethenyl)-9-borabicyclo{3.3.2}decane 
• 5518-25-2 Diethylborane 
• 138517-94-9 potassium 2,2,3,4,5-pentaethyl-2,5-dihydro-1,2,5-oxadiboratolate 
• 108342-97-8 (diphenylphosphinooxy)diethylborane 

Downstream Products

• 17933-10-7 ethyl-dibromo-borane 
• 14035-81-5 ethylsuccinic anhydride 
• 875-29-6 2,3-diethyl-succinic acid anhydride 
• 97-94-9 triethyl borane 
• 5314-83-0 diethylchloroborane 
• 101078-06-2 1,1-(1,3-diphenyl-1,3-propanedionato)-1,3-diethyl-3-hydroxydiboroxane 

Relevant academic research and scientific papers

Rearragement and Degradation of Bicyclic Amine-Tetraalkyldiboroxanes

The amine-tetraalkyldiboroxanes 1,4,7,7' = Et; 1b: R1,4,7 = Et, R7' = Ph; 1b': R4,7,7' = Et, R1 = Ph; 1c: R1,7,7' = Et, R4 = Ph> react on heating by EtBO elimination and allylborane rearrangement to yield the allyl-aminoboranes Me2NB(Et)CH2C(R4)=C(R7,7') 4,7,7' = Et, 2b/2b': R4 = Et, R7,7' = Et, Ph; 2c: R4 = Ph, R7,7' = Et>: On heating above 60 deg C the diastereomeric syn/anti-1d/1d' (1d: R1,7 =C8H14, R4,7' = Et; 1d': R1,7' = C8H14, R4,7 = Et) give the unsaturated rac-amino-trialkyldiboroxane (rac-3) (X-ray structure analysis) by intramolecular 1,2-deaminoboration. rac-3 is characterized by reaction with (Et2BH)2 and (Et2BD)2 with formation of the 1,2,6-oxadiborinane 5 by evolution of H2 or HD respectively.The intramolecular CH-borylation of rac-3 is compared with those of the thujopsen hydrocarbons I-III. - Key Words: Amine-Diboroxanes, bicyclic / 1,2-Deaminoboration, intramolecular / Deoxy boration / Allyl-aminoboranes, organosubstituted, rearrangement / C-Borylation

Chelate-Stabilized 1,3-Bis(acyloxy)-1,3-diethyldiboroxanes from Triethylboroxin and Carboxylic Acid Anhydrides

Triethylboroxin (A) reacts with carboxylic acid anhydrides (RCO)2O with various rates to give high yields of the 3,7-dialkyl-1,5-diethyl-4,8,9-trioxa-2,6-dioxonia-1,5-diboratabicyclonona-2,6-dienes (2) , presumably via the unstable compounds (3a, b, d, e).Compound 1c (R = CF3) reacts with A to form a mixture of 1,3-diethyl-1,3-bis(trifluoroacetoxy)diboroxane O=C(CF3)OB(Et)OB(Et)O(CF3)C=O (2c') and 2c (R = CF3) at room temperature.Whereas two compounds of the type 2 do not comproportionate, 1a-e spontaneously form the mixed substituted carboxylic acid anhydrides 1ab etc. on mixing at room temperature (GC, 13C NMR). - From the 17O-enriched A* and 1a-e the 17O-enriched compounds 2a*-e* with BO*B and groups are obtained.A* exchanges O atoms up to 200 deg C with succinic anhydride (1f) forming 1f* or with phthalic acid anhydride (1g) forming 1g* and 3g*. - The mixed carboxylic acid anhydrides 1xy are cleaved, and the mixtures of 1 are separated with A to yield the uniform 3,7-dialkyl-substituted compounds 2. - Key Words: Ethylboronic carboxylic acid anhydrides, comproportionation of / Bicyclononadienes, heteroatom-containing / Bicycloundecadienes, heteroatom-containing / 1,3,2-Diboroxanes / Oxygen atom exchange

Substituted 2,5-Dihydro-1,2,5-oxoniadiboratoles, cis-1,2-Diborylalkenes, and 1,2,5-Oxadiborolanes - Preparation and Characterization

The potassium salts (A: R = R' = Et; B: R2 = C8H14, R' = Me; C: R2 = C8H14, R' = Et) react with various electrophiles (H+, R+, Me3E(IV)+) to form substituted 1,3,2-diboroxanes (1, iso8b) including 1,2,5-oxadiborolanes (2, 4, 6, 9, 10), dialkylvinylboranes (1'), 2,5-dihydro-1,2,5-oxoniadiboratoles (3, 5) and cis-1,2-diborylalkenes (7, 8).In particular, A-C react with HCl (as Me3NHCl/THF or HCl/Et2O) to give O2 (1a; R = Me; 1b: R = Et), R2BCR'= Et; 2b: R2 = R' = Et) and (2a: R,R' = Et; 2b: R2 = C8H14, R' = Me; 2c: R2 = C8H14, R'= Et).With MeI in THF the cyclic compounds (3a) or (4b/4'b: R = Me; 4c/4'c: R = Et) and with Et3O*BF4 in CH2Cl2 the heterocycle (5a) and cis-EtOB(C8H14)C(Et)=C(Et)BEt (5c) and/or (6b: R = Me; 6c: R = Et) are obtained.The reactions of A with ClEl(IV)Me3(El(IV) = Si, Ge, Sn) lead to cis-Et2BC(Et)=CB(Et)OEl(IV)Me3 (El = Si (7a), Ge (8a)) and to cyclic (9a).The salts B and C react with ClEl(IV)Me3 (El(IV) = Si, Ge) to form cis-C8H14BC(R)=C(Et)B(Et)OEl(IV)Me3 (El(IV) = Si: 7b: R = Me; 7c: R = Et; El(IV) = GE: 8b: R= Me, 8c: R = Et).On heating 8b isomerizes to cis-Me3GeC(Me)=C(Et)B(Et)OBC8H14 (iso8b).From B and C with ClSnMe3 the substituted 1,2,5-oxadiborolanes (10b/10'b: R = Me; 10c: R = Et) are obtained together with (C8H14B)2O.Key Words: 1,2,5-Oxoniadiboratoles, 1,5-dihydro-, organo-substituted / 1,2,5-Oxadiborolanes, organo-substituted / 1,3,2-Diboroxanes, substituted with unsaturated residues / Boryl-germyl exchange / cis-1,2-Diborylalkenes, organo-substituted

Reactions of Diphenylphosphane Oxide with Organodiboranes(6) - Structure of a Zwitterionic Compound

(C6H5)2POB(C2H5)2 (3'a), prepared from diphenylphosphane oxide (C6H5)2P(O)H (1) and activated triethylborane (2a*), reacts with tetraalkyldiboranes(6) (R2BH)2 to form the BH3-addition compounds (C6H5)2P(BH3)OBR2 , 2BR , and 3B .The reaction of bis(9-borabicyclononane) (4c)2 with 1 leads to (C6H5)2POBC8H14 (3'c) or 3'c-4a and (C6H5)2PH (7) or (C6H5)2PH-HBC8H14 (7-4c).The crystalline zwitterionic (C6H5)2P(H)OB3 (X-ray analysis) is isolated from the reaction of 1 with (4a)2.

Reactions of (Organo)phosphorus-Oxygen Compounds with Diorgano-hydro-boranes

Trialkyl phosphites P(OR)3 react with tetraalkyldiboranes(6) (R'2-BH)2 in a temperature-dependent manner between 20 and 130 deg C to form the trialkyl phosphite-boranes (RO)3P-BHR'2, (RO)3P-BH2R', and (RO)3P-BH3, which have various stabilities toward alcohols.With bis(9-borabicyclononane) (1c)2 the easily protolyzed addition compounds are obtained . - Diorgano phosphites (RO)2P(O)H , triorgano phosphates (RO)3PO , and the monosaccharide-diphenyl phosphates 4f, 4g, and 4h are reduced by (1a)2 or (1c)2 to give H2, PH3, and insoluble yellow phosphorus compounds, respectively.Phosphoric acid (4e), their derivatives OP(OBR2)3 , and phenylphosphonic acid C6H5P(O)(OH)2 (6) are not deoxygenated at 130 deg C by (1a)2 to (1c)2. - Diorganophosphoiic acids R2P(O)OH and phenylphosphinic acid C6H5(H)P(O)OH (5c) are reduced by (1a)2-(1c)2.Reaction of 5a with (1a)2 leads to the compounds B(C2H5)2 (8a-BH3), 2BC2H5 , and 3B . 5a reacts with (1c)2 under simultaneous formation of (C6H5)2PH (7) or (C6H5)PH-HBC8H14 (7-1c) and (C6H5)2POBC8H14 (8c) or (C6H5)2P(OBC8H14)-HBC8H14 (8c-1c). - 6 reacts with tetraethyldiboroxane (11a) to form a mixture of the oligomeric compounds - n - (6'a)n.