• Name

  TRI-TERT-BUTYL BORATE

• EINECS
• CAS No. 7397-43-5
• Article Data21
• CAS DataBase
• Density 0.859 g/cm³
• Solubility
• Melting Point 18-19 °C(lit.)
• Formula C₁₂H₂₇BO₃
• Boiling Point 175.3 °C at 760 mmHg
• Molecular Weight 230.156
• Flash Point 29.4 °C
• Transport Information UN 1993 3
• Appearance clear, colorless liquid
• Safety 16-33
• Risk Codes 10
• Molecular Structure
• Hazard Symbols
• Synonyms Boric acid(H3BO3), tri-tert-butyl ester (8CI);Boric acid (H3BO3),tris(1,1-dimethylethyl) ester (9CI);tert-Butyl borate (6CI,7CI);Borontri-tert-butoxide;NSC 151952;Tri-tert-butoxyborane;Tri-tert-butyl borate;Tris(tert-butyl) borate;Tris(tert-butyloxy)borane;tri-tert-butyl borate;
• PSA 27.69000
• LogP 3.41660

Synthetic route

75-65-0

tert-butyl alcohol

7397-43-5

tri-(tert-butyl)borate

Conditions

Conditions	Yield
With pyridine; chloroform; boron trichloride
With pyridine; boron trichloride; pentane
With sodium borate; acetic acid anschliessendes Erhitzen;
With boric acid; benzene unter Abdestillieren des Wassers;
With boric acid; benzene unter Abdestillieren des Wassers;

11113-50-1

boric acid

75-65-0

tert-butyl alcohol

7397-43-5

tri-(tert-butyl)borate

Conditions

Conditions	Yield
With calcium hydride In neat (no solvent) byproducts: H2; react. under N2, slow addn. of the alcohol via syringe to B(OH)3 (ratio 3:1) and CaH2, cooling in a water bath, slow heating to 80-90°C for 24 h after abating the H2 gas evolution; distn. of the volatile products under reduced pressure (distn. pot temp. <= 120°C);	60%
In not given azeotropic distn. (reflux); distn., elem. anal.;

75-65-0

tert-butyl alcohol

decaborane(14)

decaborane(14)

7397-43-5

tri-(tert-butyl)borate

Conditions

Conditions	Yield
With benzene

150-46-9

triethyl borate

75-65-0

tert-butyl alcohol

7397-43-5

tri-(tert-butyl)borate

Conditions

Conditions	Yield
With sodium unter Abdestillieren des Aethanols;

hafnium borohydride

75-65-0

tert-butyl alcohol

A

7397-43-5

tri-(tert-butyl)borate

B

tetrakis(2-methyl-2-propoxy)hafnium * bis(2-methyl-2-propoxy)borane

Conditions

Conditions	Yield
In pentane byproducts: H2; (Ar (N2) or vac.); dropwise addn. of excess of t-C4H9OH to Hf-complex in pentane with stirring (50 min, room temp.); concn., filtration, drying (vac.); elem. anal.;	A n/a B 85%

...Expand

zirconium(IV) borohydride

75-65-0

tert-butyl alcohol

A

7397-43-5

tri-(tert-butyl)borate

B

tetrakis(2-methyl-2-propoxy)zirconium * bis(2-methyl-2-propoxy)borane

Conditions

Conditions	Yield
In pentane byproducts: H2; (Ar (N2) or vac.); dropwise addn. of excess of t-C4H9OH to Zr-complex in pentane with stirring (50 min, room temp.); concn., sepn. by filtration, a) drying (vac.), b) distn. of filtrate (vac.); elem. anal.;	A 55% B 71%

...Expand

121-43-7

Trimethyl borate

75-65-0

tert-butyl alcohol

7397-43-5

tri-(tert-butyl)borate

Conditions

Conditions	Yield
unter Entfernen des entstehenden Methanols;

13292-87-0

dimethylsulfide borane complex

75-65-0

tert-butyl alcohol

7397-43-5

tri-(tert-butyl)borate

Conditions

Conditions	Yield
In neat (no solvent) byproducts: H2, S(CH3)2; react. in a round-bottom flask under N2, addn. of the alcohol to the borane complex at room temp. (stirred), refluxed (according to Brown, Krishnamurthy, J.Org.Chem. 1978, 43, 2731; with a slight modification); distn. from a small piece of K metal;

79812-14-9

Bis(diethylamino)(trimethylstannyl)boran

75-65-0

tert-butyl alcohol

A

7397-43-5

tri-(tert-butyl)borate

B

867-97-0

tris(diethylamino)borane

C

1631-73-8

trimethylstannane

Conditions

Conditions	Yield
equimolar amt. of educt, t-BuOH dropped to B(NEt2)2Sn(CH3)3 at -30°C, stirred;	A n/a B 90% C 96%

...Expand

4375-83-1

tris(dimethylamino)borane

75-65-0

tert-butyl alcohol

7397-43-5

tri-(tert-butyl)borate

Conditions

Conditions	Yield
In neat (no solvent) molar ratio alcohol:borane=3:1;;	>90

867-97-0

tris(diethylamino)borane

75-65-0

tert-butyl alcohol

7397-43-5

tri-(tert-butyl)borate

Conditions

Conditions	Yield
In neat (no solvent) molar ratio alcohol:borane=3:1;;	>90

1240387-50-1

2-(dimethyl sulfide)-4,5-[1,2-dicarba-closo-dodecaborano(12)]-1,3-diselena-2-boracyclopentane

75-65-0

tert-butyl alcohol

A

7397-43-5

tri-(tert-butyl)borate

B

325820-04-0

1,2-di(hydroseleno)-1,2-dicarba-closo-dodecaborane(12)

Conditions

Conditions	Yield
In (2)H8-toluene (inert atm.); addn. of tert-butanol to suspn. of Se compd. in toluene-d8at -30°C, heating to 40°C for 30 min; evapn. in vac.;

...Expand

borane tetrahydrofuran

1907-33-1

lithium tert-butoxide

A

lithium borohydride

B

7397-43-5

tri-(tert-butyl)borate

C

Li[BH3OtBu]

D

Li[BH(OtBu)3]

E

22694-39-9

di-tert-butoxy-borane

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: THF; under N2, THF soln. of 1 equiv. of LiOBut in THF was added to 0.064 M soln. of BH3*THF in THF at -78 °C, warming to room temp.; the same result was obtained with mixing at room temp.; monitored by (11)B NMR; LiBH2(OBut)2 and LiB(OBut)4 were not formed;	A n/a B n/a C n/a D n/a E 0%

...Expand

950509-99-6

phthalatohydroborane-tetrahydrofurane adduct

110-54-3

hexane

865-48-5

sodium t-butanolate

A

Na{B(tert.-OC4H9)4}

B

Na{BH(tert.-OC4H9)3}

C

Na[BH(OtBu)3]-NaOB(OtBu)(OH)0.64H0.36*0.5C6H14

D

7397-43-5

tri-(tert-butyl)borate

E

22694-39-9

di-tert-butoxy-borane

Conditions

Conditions

Yield

In tetrahydrofuran byproducts: Na-phthalate; under N2, B-compd. in THF was added to THF soln. of Na-compd., solvent was removed, extd. with hexane and Et2O; using 3 equiv. of solid alkali-compd. gave reproducible result; monitored by (11)B NMR; hexane phase was crystd. for 2 weeks at -80 °C which lead to the solvated compd., Et2O contained NaB(OtBu)4, the hexane phase contained HB(OtBu)2 and B(OtBu)3;

...Expand

Boric acid,tris(1,1-dimethylethyl) ester Specification