688-74-4

Basic information

• Product Name: Tributyl borate
• Synonyms: Boric acid tributylester, Tributoxyborane;Tributy borate;Tributyl borate,98%;tributyl broate;Tributyl borate;Tributyl borate ,99%;Tributyl borate, AcroSeal, 98%;Tributyl borate, 98% 500ML
• CAS NO: 688-74-4
• Molecular Formula: C₁₂H₂₇BO₃
• Molecular Weight: 230.15
• EINECS: 211-706-5
• Product Categories: B (Classes of Boron Compounds);Boric Acid Esters;Boric Acid Triesters;organic or inorganic borate;Boron Compounds
• Mol File: 688-74-4.mol
• Article Data: 15

Chemical Properties

• Melting Point: −70 °C(lit.)
• Boiling Point: 114-115 °C12 mm Hg(lit.)
• Flash Point: 200 °F
• Appearance: Clear colorless/Liquid
• Density: 0.853 g/mL at 25 °C(lit.)
• Vapor Density: 7.95 (vs air)
• Vapor Pressure: 0.0987mmHg at 25°C
• Refractive Index: n20/D 1.409(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol,Benzene,Ethanol
• Water Solubility: decomposes
• Sensitive: Moisture Sensitive
• Stability: Stables, but reacts rapidly with moisture, water. Reacts vigorously with oxidizing agents. Incompatible with strong acids.
• BRN: 1703865
• CAS DataBase Reference: Tributyl borate(CAS DataBase Reference)
• NIST Chemistry Reference: Tributyl borate(688-74-4)
• EPA Substance Registry System: Tributyl borate(688-74-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-36/38
• Safety Statements: 26-36/37/39-37/39
• RIDADR: 3272
• WGK Germany: 3
• RTECS: ED4900000
• F: 21
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 688-74-4(Hazardous Substances Data)

Usage

Chemical Properties

Water-white liquid. Distillation range, 85% distills between 135C and 140C (40 mm Hg). Hydrolyzes rapidly; miscible with common organic liquids. Combustible.

Uses

Different sources of media describe the Uses of 688-74-4 differently. You can refer to the following data:
1. Welding fluxes, intermediate in preparation of borohydrides, flame retardant for textiles (with boric acid).
2. Tri-n-butyl Borate is used as a catalyst in the formation of dihydropyrimidinones under solvent-free microwave-assisted conditions.

Air & Water Reactions

Rapidly decomposes in water.

Reactivity Profile

Borates behave similarly to esters in that they react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters/borates with alkali metals and hydrides. Reacts vigorously with oxidizing materials. .

Health Hazard

ACUTE/CHRONIC HAZARDS: Toxic; may emit toxic fumes when heated to decomposition or on contact with acid or acid fumes, local irritant.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. An eye irritant. Flammable when exposed to heat, flame, or oxiduers. To fight fire, use foam, CO2, dry chemical. When heated to decomposition or on contact with acid or acid fumes it can emit toxic fumes; on contact with oxidizing materials it can react vigorously. See also BORANES and BORON COMPOUNDS.

Purification Methods

The chief impurities are n-butyl alcohol and boric acid (from hydrolysis). It must be handled in a dry-box and can readily be purified by fractional distillation, under reduced pressure. [O’Brien Aust J Chem 10 91 1957, Gerrard & Lappert J Chem Soc 2545, 2547 1951, Beilstein 1 IV 1544.]

InChI:InChI=1/C12H27BO3/c1-4-7-10-14-13(15-11-8-5-2)16-12-9-6-3/h4-12H2,1-3H3

Synthetic route

butan-1-ol (71-36-3) → boric acid tributyl ester (688-74-4)

Conditions	Yield
With boric acid In toluene Reflux;	100%
With aluminum oxide; sodium borate; carbon dioxide at 80℃; under 1034.32 Torr; for 4h;	38%
With boron trichloride; pentane

10B-boric acid + butan-1-ol (71-36-3) → boric acid tributyl ester (688-74-4)

Conditions	Yield
In toluene	87%

boric acid (11113-50-1) + butan-1-ol (71-36-3) → boric acid tributyl ester (688-74-4)

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 12 h after abating the H2 gas evolution; distn. of the volatile products under reduced pressure (distn. pot temp. <= 120°C);	82%
In toluene H3BO3 and n-C4H9OH (1:4) mixed in toluene, heated at 130°C for 5 h; distilled at 226-228°C ander 1 atm (H.I.Schlesinger, H.C.Brown, D.L.Maydield, J.R.Dilbreath, J. Am. Chem. Soc. 75 (1953), 213);	80%
In toluene a mixt. of n-butanol, orthoboric acid, and toluene is boiled on a Dean-Stark apparatus with driving off water;; fractional distn.;;	95-98
With polyethylene glycole In butan-1-ol dehydratisation of H3BO3 with polyethylene glycole by heating in vac., treatment with alcohol;;
In toluene at 130℃; Dean-Stark;

(n-butyloxy)difluoroborane pyridine complex → boric acid tributyl ester (688-74-4) + pyridine borontrifluoride

Conditions	Yield
120°C, 30 h;	A 72% B n/a
spontaneous decompn.;

n-C4H9OB(N(C2H5)2)2 (33460-29-6) + butan-1-ol (71-36-3) → boric acid tributyl ester (688-74-4)

triacetoxyborane (4887-24-5) + butan-1-ol (71-36-3) → boric acid tributyl ester (688-74-4)

diphenylborinic acid butyl ester (15323-04-3) + butan-1-ol (71-36-3) → boric acid tributyl ester (688-74-4) + benzene (71-43-2)

Conditions	Yield
at 200℃; Geschwindigkeit;

propadienylboronic acid dibutyl ester (6689-00-5) + butyraldehyde (123-72-8) → boric acid tributyl ester (688-74-4)

butan-1-ol (71-36-3) + decaborane(14) → boric acid tributyl ester (688-74-4)

Conditions	Yield
With benzene

butan-1-ol (71-36-3) + pentaborane(9) → boric acid tributyl ester (688-74-4)

dibutyl ether (142-96-1) + BBr3 → 1-bromo-butane (109-65-9) + boric acid tributyl ester (688-74-4)

butoxydifluoroboron (372-84-9) → boric acid tributyl ester (688-74-4) + boron trifluoride (7637-07-2)

Conditions	Yield
at 120℃; Beim Erhitzen;

diethyl ether (60-29-7) + tri-n-butoxyboroxin (101-36-0) + water (7732-18-5) → boric acid tributyl ester (688-74-4) + metaboric acid (13460-50-9)

tri-n-butoxyboroxin (101-36-0) + butan-1-ol (71-36-3) → boric acid tributyl ester (688-74-4) + metaboric acid (13460-50-9)

1-(2-methylpropoxy)butane (17071-47-5) + boron chloride (0.3 mol) → boric acid tributyl ester (688-74-4) + tertiary butyl chloride (507-20-0) + n-Butyl chloride (109-69-3) + isobutyryl chloride (513-36-0)

Conditions	Yield
at -80℃;

tri-n-butoxyboroxin (101-36-0) → boric acid tributyl ester (688-74-4) + boroxide

Conditions	Yield
beim Erhitzen im Vakuum;

dibutoxy-chloro-borane (18379-65-2) → boric acid tributyl ester (688-74-4) + n-Butyl chloride (109-69-3) + boroxide

Conditions	Yield
at 100℃; Disproportionierung;
at 20℃; Disproportionierung;
at 150℃; Disproportionierung;

dibutoxy-chloro-borane (18379-65-2) + acetic acid (64-19-7) + pentane (109-66-0) → boric acid tributyl ester (688-74-4) + acetic anhydride (108-24-7) + tetraacetyl diborate

butoxy-dichloro-borane (16339-30-3) + acetic acid (64-19-7) + pentane (109-66-0) → boric acid tributyl ester (688-74-4) + acetic anhydride (108-24-7) + tetraacetyl diborate

dibutyl sulfide; compound with boron chloride + butan-1-ol /2 or 3 mol/ → boric acid tributyl ester (688-74-4) + Dibutyl sulfide (544-40-1)

dibutyl sulfide; compound with boron chloride + butan-1-ol (71-36-3) → hydrogenchloride (7647-01-0) + boric acid tributyl ester (688-74-4) + tributyl sulfonium tetrachloro borate

boron trioxide + butan-1-ol (71-36-3) → boric acid tributyl ester (688-74-4)

Conditions	Yield
In butan-1-ol azeotrope distn. of alcohol over B2O3 in presence of an organic solvent;;

borane-THF (14044-65-6) + butan-1-ol (71-36-3) → boric acid tributyl ester (688-74-4)

Conditions	Yield
lithium triethylborohydride In tetrahydrofuran byproducts: H2; at 20°C with and without catalyst;	95-99
With dimethylsulfide borane complex In tetrahydrofuran byproducts: H2; at 20°C;

Perbenzoic acid (93-59-4) + tributyl borane (122-56-5) → boric acid tributyl ester (688-74-4)

Conditions	Yield
In chloroform	>99
In chloroform	>99

[(PPh3)2Hg2Cl4] + tetramethylammonium octahydrotriborate → H2BCl * tetrahydrofuran (55606-72-9) + dibutoxyborane (22694-36-6) + (C4H8O)B3H7 + (C6H5)3PB3H7 + boric acid tributyl ester (688-74-4)

Conditions	Yield
With tetrahydrofuran In tetrahydrofuran 4 equiv. of borate; not isolated, detd. by (11)B-NMR spectroscopy;

2-chlor-1,3,2-dithiaborinane (7112-06-3) + butan-1-ol (71-36-3) → 2,2'-(propylenedithio)bis(1,3,2-dithiaborinane) + boric acid tributyl ester (688-74-4)

tri-n-butoxyboroxin (101-36-0) + butan-1-ol (71-36-3) → boric acid tributyl ester (688-74-4)

2(CH3)4N(1+)*Hg3Cl6(2-)=((CH3)4N)2[Hg3Cl6] + tetramethylammonium octahydrotriborate → H2BCl * tetrahydrofuran (55606-72-9) + (CH3)3NB3H7 + (C4H8O)B3H7 + boric acid tributyl ester (688-74-4)

Conditions	Yield
In tetrahydrofuran N2-atmosphere; stirring of borate with 2 equiv. of Hg-complex; concn.; (11)B-NMR spectroscopy;

tetramethylammonium octahydrotriborate → H2BCl * tetrahydrofuran (55606-72-9) + dibutoxyborane (22694-36-6) + boric acid tributyl ester (688-74-4)

Conditions	Yield
With HgCl2 or Hg2Cl2 In tetrahydrofuran byproducts: H2; vacuum line; condensation of THF onto mixt. of 2 equiv. of borate and 1 equiv. of HgCl2 or Hg2Cl2, warming to room temp. (overnight, stirring), freezing, pumping off of H2, filtration; not isolated, detd. by (11)B-NMR spectroscopy;

boric acid tributyl ester (688-74-4) + carbon monoxide (201230-82-2) + benzyl bromide (100-39-0) → butyl phenylacetate (122-43-0)

Conditions	Yield
1,5-hexadienerhodium(I)-chloride dimer at 75℃; under 760 Torr; Heating; overnight; other solvent;	100%

boric acid tributyl ester (688-74-4) + carbon monoxide (201230-82-2) + 2-bromomethylnaphthyl bromide (939-26-4) → n-Butyl-2-naphthylacetat (2876-68-8)

Conditions	Yield
1,5-hexadienerhodium(I)-chloride dimer at 75℃; under 760 Torr; Heating; overnight; other solvent;	100%

boric acid tributyl ester (688-74-4) + benzyl chloride (100-44-7) + carbon monoxide → butyl phenylacetate (122-43-0)

Conditions	Yield
With potassium iodide; <1,5-HDRhCl>2	100%

tris(cyclopentadienyl)-diethylamino-uranium(IV) + boric acid tributyl ester (688-74-4) → tris(η5-cyclopentadienyl)(n-butoxy)uranium(IV)

Conditions	Yield
In toluene N2 atm., toluene, excess of B(OR)3, room temp.; reaction time > 24 h;; evapd.; detected by NMR spectra;;	100%

mesityl oxide (4-methyl-3-penten-2-one) + boric acid tributyl ester (688-74-4) + benzenesulfonyl cyanide (24224-99-5) → 2-benzenesulfonyl-4,6-dimethylpyridine

Conditions	Yield
In toluene; butan-1-ol	99%

boric acid tributyl ester (688-74-4) + benzenesulfonyl cyanide (24224-99-5) + 3-chloro-2-methylpent-2-enal (31357-75-2) → 2-benzenesulfonyl-4-chlori-3,5-dimethylpyridine (233610-72-5)

Conditions	Yield
In toluene; butan-1-ol	99%

boric acid tributyl ester (688-74-4) + benzenesulfonyl cyanide (24224-99-5) + (E)-1-(3-tolyl)but-2-en-1-one (944344-73-4) → 2-benzenesulfonyl-4-methyl-6-phenylpyridine

Conditions	Yield
In ethyl acetate; toluene; butan-1-ol	99%

boric acid tributyl ester (688-74-4) + (Z)-3-Phenyl-but-2-en-1-al (1196-67-4, 21866-70-6, 21878-52-4) + benzenesulfonyl cyanide (24224-99-5) → 2-benzenesulfonyl-4-phenylpyridine

Conditions	Yield
In toluene; butan-1-ol	99%

2-methylbut-2-enal (497-03-0) + boric acid tributyl ester (688-74-4) + benzenesulfonyl cyanide (24224-99-5) → 5-methyl-2-benzenesulfonyl-pyridine

Conditions	Yield
In toluene; butan-1-ol	99%
In toluene; butan-1-ol	99%

trans-Crotonaldehyde (123-73-9) + boric acid tributyl ester (688-74-4) + benzenesulfonyl cyanide (24224-99-5) → 2-(phenylsulfonyl)pyridine (24244-60-8)

Conditions	Yield
In di-isopropyl ether; butan-1-ol	99%
In toluene; butan-1-ol	99%
In toluene	98%

boric acid tributyl ester (688-74-4) + α-chlorocrotonaldehyde (25129-61-7) + benzenesulfonyl cyanide (24224-99-5) → 5-chloro-2-pyridinyl phenyl sulfone (204458-18-4)

Conditions	Yield
In toluene; butan-1-ol	98%

boric acid tributyl ester (688-74-4) + boron trifluoride diethyl etherate (109-63-7) + o-hydroxyacetophenone (118-93-4) → C15H11BF2O3

Conditions	Yield
In chloroform for 0.5h;	97%

3,5-dibromo-2-methylthiophene (29421-73-6) + boric acid tributyl ester (688-74-4) + water (7732-18-5) → 3-bromo-2-methylthiophene-5-boronic acid (154566-69-5)

Conditions	Yield
Stage #1: 3,5-dibromo-2-methylthiophene With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: boric acid tributyl ester In diethyl ether; hexane at 20℃; Inert atmosphere; Stage #3: water With hydrogenchloride In diethyl ether; hexane Inert atmosphere;	96%
Stage #1: 3,5-dibromo-2-methylthiophene With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h; Stage #2: boric acid tributyl ester In tetrahydrofuran at -78 - 20℃; Stage #3: water With hydrogenchloride In tetrahydrofuran	82%

2-bromodibenzo[b,d]furan (86-76-0) + boric acid tributyl ester (688-74-4) → dibenzofuran-2-ylboronic acid

Conditions	Yield
With triisobutylaluminum In tetrahydrofuran; ethyl acetate at -35 - 24℃; for 0.05h;	96%

para-dichlorobenzene (106-46-7) + boric acid tributyl ester (688-74-4) → 4-Chlorophenylboronic acid (1679-18-1)

Conditions	Yield
Stage #1: para-dichlorobenzene With iodine; magnesium In tetrahydrofuran; toluene at 60 - 65℃; for 0.5h; Grignard Reaction; Inert atmosphere; Stage #2: boric acid tributyl ester In tetrahydrofuran; toluene at -20 - -15℃; for 2h;	95.1%

HacacBr (72997-31-0) + boric acid tributyl ester (688-74-4) + boron trifluoride diethyl etherate (109-63-7) → boron 2,2-difluoro-5-bromo-4,6-dimethyl-1,3,2-dioxaborin (67940-38-9)

Conditions	Yield
In neat (no solvent) mixture of diketone, BF3*Et2O and (BuO)3B was left for 24 h at room temp; placed into freezed (-10°C), filtered, crystals were washed with Et2O at -20°C, dried in air, recrystd. from hexane, elem. anal.;	95%

boric acid tributyl ester (688-74-4) + 2-bromo-9-methyl-9H-carbazole (108793-89-1) → N-methylcarbazole-2-boronic acid

Conditions	Yield
With triisobutylaluminum In tetrahydrofuran; ethyl acetate at -25 - 0℃; for 0.333333h;	95%

boric acid tributyl ester (688-74-4) + 4-iodobenzoic acid ethyl ester (51934-41-9) → p-ethoxycarbonylphenylboronic acid (4334-88-7)

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Concentration;	94.4%

boric acid tributyl ester (688-74-4) + 2-bromoanisole (578-57-4) + carbon monoxide (201230-82-2) → n-butyl 2-methoxybenzoate (2364-62-7)

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0); 1,5-hexadienerhodium(I)-chloride dimer at 150℃; overnight;	94%

boric acid tributyl ester (688-74-4) + N,N-diethyl 3-isopropoxybenzamide (132464-55-2) → di-n-butyl B-<2-isopropoxy-6-(N,N-diethylcarboxamido)phenyl>boronate (132464-56-3)

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tetrahydrofuran dropwise addn. of a soln. of the benzamide in THF to a stirred soln. of s-BuLi and TMEDA in THF at -78°C; stirring at -78°C for 2 h; addn. of tributyl borate; stirring below -40°C for 4 h; quenching with NH4Cl soln. at -40°C;; short-path distn.; elem. anal.;;	94%

1-bromo-4-methoxy-benzene (104-92-7) + boric acid tributyl ester (688-74-4) + carbon monoxide (201230-82-2) → butyl 4-methoxybenzoate (6946-35-6)

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0); 1,5-hexadienerhodium(I)-chloride dimer at 150℃; overnight;	93%

boric acid tributyl ester (688-74-4) + 3,3'-dithiobis(2,4-pentanedione) + boron trifluoride diethyl etherate (109-63-7) → [F2B(acacS)]2 (1186339-62-7)

Conditions	Yield
In diethyl ether mixture of diketone, BF3*Et2O and (BuO)3B in Et2O was stirred for 3 h; left overnight at 0°C, crystals were washed with Et2O at -20°C, dried in air, recrystd. from benzene, elem. anal.;	93%

boric acid tributyl ester (688-74-4) + 4‑(3‑bromophenyl)‑2,6‑diphenylpyridine (83993-81-1) → 3-(2,6-diphenylpyridin-4-yl)phenylboronic acid

Conditions	Yield
Stage #1: 4‑(3‑bromophenyl)‑2,6‑diphenylpyridine With n-butyllithium In tetrahydrofuran at -90 - -80℃; for 1.5h; Inert atmosphere; Stage #2: boric acid tributyl ester In tetrahydrofuran at -90 - -78℃; for 2h; Inert atmosphere;	93%

boric acid tributyl ester (688-74-4) + thiobis(acetylacetone) + boron trifluoride diethyl etherate (109-63-7) → (F2BCH3COCOCCH3)2S (1186339-61-6)

Conditions	Yield
In diethyl ether mixture of diketone, BF3*Et2O and (BuO)3B in Et2O was stirred for 3 h; left overnight at 0°C, crystals were washed with Et2O at -20°C, dried in air, recrystd. from benzene, elem. anal.;	92%

boric acid tributyl ester (688-74-4) + methyl 4-iodobenzoate (619-44-3) → 4-methoxycarbonylphenylboronic acid (99768-12-4)

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;	91%

boric acid tributyl ester (688-74-4) + carbon monoxide (201230-82-2) + 1-Bromonaphthalene (90-11-9) → naphthalene-1-carboxylic acid butyl ester (3007-95-2)

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0); 1,5-hexadienerhodium(I)-chloride dimer at 150℃; overnight;	90%

boric acid tributyl ester (688-74-4) + carbon monoxide (201230-82-2) + 4-Methylbenzyl bromide (104-81-4) → butyl (4-methylphenyl)acetate (93578-99-5)

Conditions	Yield
1,5-hexadienerhodium(I)-chloride dimer at 75℃; under 760 Torr; Heating; overnight; other solvent;	90%

3,5-dibromo-2-methylthiophene (29421-73-6) + boric acid tributyl ester (688-74-4) → 3-bromo-2-methylthiophene-5-boronic acid (154566-69-5)

Conditions	Yield
Stage #1: 3,5-dibromo-2-methylthiophene With n-butyllithium In diethyl ether; hexane at -78℃; for 1h; Schlenk technique; Inert atmosphere; Stage #2: boric acid tributyl ester In diethyl ether; hexane at -78 - 20℃; for 1.75h; Schlenk technique; Inert atmosphere; Stage #3: With hydrogenchloride In diethyl ether; hexane at 20℃; for 0.333333h; Schlenk technique; Inert atmosphere;	90%
With CH3(CH2)3Li In diethyl ether; hexane (under N2); soln. of CH3(CH2)3Li in hexane added to ether soln. of ligand at -78°C, stirred for 30 min, B-compound added, warmed to room temp., aq. HCl added; extd. with aq. NaOH, neutralized with aq. HCl, residue washed, filtered,dried;	85.5%
With Li(CH2)3CH3 In diethyl ether; hexane (under N2); soln. of Li(CH2)3CH3 in hexane added to ether soln. of ligand at -78°C, stirred for 30 min, B-compound added, warmed to room temp., aq. soln. of HCl added; extd. with aq. soln. of NaOH, neutralized by aq. soln. of HCl, residue washed, filtered, dried;	85.5%

boric acid tributyl ester (688-74-4) + 4-bromoethylbutanoate (2969-81-5) → C16H31BO5 (1383572-64-2)

Conditions	Yield
With magnesium; lithium chloride In tetrahydrofuran at 25℃; for 1h;	90%

Upstream product

• 71-36-3 butan-1-ol 
• 142-96-1 dibutyl ether 
• 372-84-9 butoxydifluoroboron 
• 60-29-7 diethyl ether 
• 101-36-0 tri-n-butoxyboroxin 
• 7732-18-5 water 
• 17071-47-5 1-(2-methylpropoxy)butane 
• 18379-65-2 dibutoxy-chloro-borane 
• 64-19-7 acetic acid 
• 109-66-0 pentane 
• 16339-30-3 butoxy-dichloro-borane 
• 11113-50-1 boric acid 
• 14044-65-6 borane-THF 
• 7112-06-3 2-chlor-1,3,2-dithiaborinane 

Downstream Products

• 3900-89-8 2-Chlorobenzeneboronic acid 
• 162607-26-3 (3-bromothiophen-2-yl)boronic acid 
• 101084-76-8 3-bromothiophene-4-boronic acid 
• 499769-92-5 (4-bromothiophen-2-yl)boronic acid 
• 121-43-7 Trimethyl borate 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 28611-39-4 4-(dimethylamino)benzene-boronic acid 
• 37763-61-4 (4-ClC₆H₄)2B(O-n-C₄H₉) 
• 96982-68-2 dibutoxy-(4-chloro-phenyl)-borane 
• 100124-07-0 phenoxathiin-4-yl-boronic acid 
• 108847-76-3 thianthren-1-yl boronic acid 
• 3262-89-3 triphenylboroxine 
• 106-98-9 1-butylene 
• 590-18-1 (Z)-2-Butene 

Relevant articles and documents

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A method for the production of sulfate or sulfonate esters

The present invention relates to method for the production of sulfate or sulfonate esters essentially comprising the steps of adding sulfuric acid or sulfonic acid to boron acid in a medium with or without solvent (121), stirring the prepared mixture 8122), removing the precipitated boric acid (123), removing the solvent in case the solvent is used (124), producing dialkyl sulfate esters, mono alkyl sulfate esters and sulfonate esters of alkali metal salts (125), and based on the acidolysis of boron esters obtained from alcohol and boric acid with sulfuric acid or sulfonic acid.

A spirocyclic borate and a dihydroborate derived from the 1,2-diselenolato-1,2-dicarba-closo-dodecaborane(12) dianion [1,2-(1,2-C 2B10H10)Se2]2-: Structures, NMR spectroscopy, and DFT calculations

The reaction of the diselenolato-1,2-dicarba-closo-dodecaborane(12) dianion with BF3-OEt2 affords selectively a spirocyclic bis(1,2-dicarba-closo-dodecaborane-1,2-diselena)borate, whereas the analogous reaction with boron trichloride leads mainly to 1,2-bis(ethylseleno)-1,2- dicarba-closo-dodecaborane(12) through ether cleavage. The spirocyclic borate reacts with methanol by cleavage of both Se-B and Se-C bonds. With borane in THF (BH3/THF) and also with LiBH4 exchange reactions take place, which afford the 1,2-dicarba-closo-dodecaborane-1,2- diselenadihydroborate. The molecular structures of both borates as tetrabutylammonium salts were determined by X-ray analysis. In solution, the borates were characterized by multinuclear magnetic resonance spectroscopy (1H, 11B, 13C, 77Se). The gas-phase geometries of the borate anions were optimized [RB3LYP/6-3111+G(d,p) level of theory], and the NMR spectroscopic parameters (chemical shifts and coupling constants) were calculated.

Synthesis and antioxidant characteristics of borate esters used in lubricating oil

In the present studies, the preparation of esters of boric acid with hindered phenols is reported, wherein the alkyl groups are branched on the α-carbon atoms. The products were evaluated in terms of their oxidative stability. In most cases, improvements in oxidative stability in ahydrocarbon media (cumene) were observed.