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688-74-4

Basic Information
CAS No.: 688-74-4
Name: Tributyl borate
Article Data: 95
Molecular Structure:
Molecular Structure of 688-74-4 (Tributyl borate)
Formula: C12H27BO3
Molecular Weight: 230.156
Synonyms: Borester 2;Borontri-n-butoxide;Boron tributoxide;Boron tris(butoxide);NSC 779;Tri-n-butoxyborane;Tri-n-butyl borate;Tributoxyborane;Tributoxyboron;Tributyl borate;Tributyl orthoborate;Tris(butoxy)borane;n-Butyl borate;Butylborate (6CI,7CI);Butyl borate, B(OBu)3 (4CI);
EINECS: 211-706-5
Density: 0.853 g/cm3
Melting Point: -70 °C
Boiling Point: 230.6 °C at 760 mmHg
Flash Point: 93.3 °C
Solubility: decomposes in water
Appearance: colourless liquid
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 22-36/37/38-36/38
Safety: 26-36/37/39-37/39
Transport Information: 3272
PSA: 27.69000
LogP: 3.42140
Synthetic route
71-36-3

butan-1-ol

688-74-4

boric acid tributyl ester

Conditions
ConditionsYield
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

10B-boric acid

71-36-3

butan-1-ol

688-74-4

boric acid tributyl ester

Conditions
ConditionsYield
In toluene87%
11113-50-1

boric acid

71-36-3

butan-1-ol

688-74-4

boric acid tributyl ester

Conditions
ConditionsYield
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

A

688-74-4

boric acid tributyl ester

B

pyridine borontrifluoride

Conditions
ConditionsYield
120°C, 30 h;A 72%
B n/a
spontaneous decompn.;
33460-29-6

n-C4H9OB(N(C2H5)2)2

71-36-3

butan-1-ol

688-74-4

boric acid tributyl ester

4887-24-5

triacetoxyborane

71-36-3

butan-1-ol

688-74-4

boric acid tributyl ester

15323-04-3

diphenylborinic acid butyl ester

71-36-3

butan-1-ol

A

688-74-4

boric acid tributyl ester

B

71-43-2

benzene

Conditions
ConditionsYield
at 200℃; Geschwindigkeit;
6689-00-5

propadienylboronic acid dibutyl ester

123-72-8

butyraldehyde

688-74-4

boric acid tributyl ester

71-36-3

butan-1-ol

decaborane(14)

decaborane(14)

688-74-4

boric acid tributyl ester

Conditions
ConditionsYield
With benzene
71-36-3

butan-1-ol

pentaborane(9)

pentaborane(9)

688-74-4

boric acid tributyl ester

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    Product Name: Tributyl borate Synonyms: Tributy borate;Tributyl borate,98%;Boric acid tributylester, Tributoxyborane;Tributyl borate >=99.0% (T);Tributhyl Borate;tributyl broate;Tributyl borate;Tributyl borate ,99% CAS: 688-74-4 MF: C1

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  • Casno:

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Specification

The IUPAC name of this chemical is tributyl borate. With the CAS registry number 688-74-4, it is also named as Boric acid, tributyl ester. The product's categories are Boron Compounds; B (Classes of Boron Compounds); Boric Acid Esters; Boric Acid Triesters. It is colourless liquid which is soluble in methanol, esters, acetyl acetone and carbon tetrachloride. What's more, it is stable, but reacts rapidly with moisture and water. And it also reacts vigorously with oxidizing agents. Additioanlly, this chemical should be sealed in the container which is filled with dry inert gas and stored in the cool and dry place.

The other characteristics of Tri-n-butyl borate can be summarized as: (1)ACD/LogP: 6.23; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.23; (4)ACD/LogD (pH 7.4): 6.23; (5)ACD/BCF (pH 5.5): 32125.67; (6)ACD/BCF (pH 7.4): 32125.67; (7)ACD/KOC (pH 5.5): 58558.39; (8)ACD/KOC (pH 7.4): 58558.39; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 12; (12)Index of Refraction: 1.409; (13)Molar Refractivity: 66.3 cm3; (14)Molar Volume: 267.6 cm3; (15)Polarizability: 26.28×10-24 cm3; (16)Surface Tension: 26.1 dyne/cm; (17)Enthalpy of Vaporization: 44.83 kJ/mol; (18)Vapour Pressure: 0.0987 mmHg at 25°C; (19)Rotatable Bond Count: 12; (20)Exact Mass: 230.205325; (21)MonoIsotopic Mass: 230.205325; (22)Topological Polar Surface Area: 27.7; (23)Heavy Atom Count: 16; (24)Complexity: 110.

Preparation of Tri-n-butyl borate: It can be obtained by the reaction of n-butyl alcohol and boric acid. The rectification method is vacuum distillation.

Uses of Tri-n-butyl borate: It is used as intermediate in the preparation of boron hydride. It is also used as solvent of resins, plasticizers, surfactants, fungicides, etc. In additioan, it can be used in the preparation of semiconductor devices, organic boron compounds and high purity boron. Besides, Tri-n-butyl borate can react with 1,6-dibromo-hexane and carbon monoxide to get octanedioic acid dibutyl ester. This reaction needs catalytic agents 1,5-hexadienerhodium(I) chloride dimer and tetrakis(triphenylphosphine)palladium(0) at temperature of 150 °C overnight. The yield is 76%. 


When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:O(B(OCCCC)OCCCC)CCCC
2. InChI:InChI=1/C12H27BO3/c1-4-7-10-14-13(15-11-8-5-2)16-12-9-6-3/h4-12H2,1-3H3 
3. InChIKey:LGQXXHMEBUOXRP-UHFFFAOYAF

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 2150mg/kg (2150mg/kg)   "Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New York, John Wiley & Sons, Inc., 1964Vol. -, Pg. 693, 1964.
mouse LDLo intraperitoneal 500mg/kg (500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 5, Pg. 59, 1953.