ChemicalBook > CAS DataBase List > Trimethyl borate

Trimethyl borate

Product Name
Trimethyl borate
CAS No.
121-43-7
Chemical Name
Trimethyl borate
Synonyms
trimethyl;TRIMETHOXYBORANE;B(OCH3)3;METHYL BORATE;C3H9BO3;TriMethyl borat;borestero;Borester O;Lobitridol;BORON METHOXIDE
CBNumber
CB1126251
Molecular Formula
C3H9BO3
Formula Weight
103.91
MOL File
121-43-7.mol
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Trimethyl borate Property

Melting point:
-34 °C (lit.)
Boiling point:
68-69 °C (lit.)
Density 
0.932 g/mL at 20 °C (lit.)
vapor density 
3.59 (vs air)
refractive index 
n20/D 1.358(lit.)
Flash point:
8 °F
storage temp. 
Store at <= 20°C.
solubility 
Miscible with tetrahydrofuran, ether, isoporpylamine, hexane and methanol.
form 
Liquid
color 
Colorless
Specific Gravity
0.915
Water Solubility 
reacts
Sensitive 
Moisture Sensitive
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
Merck 
14,9712
BRN 
1697939
Exposure limits
ACGIH: TWA 200 ppm; STEL 250 ppm (Skin)
OSHA: TWA 200 ppm(260 mg/m3)
NIOSH: IDLH 6000 ppm; TWA 200 ppm(260 mg/m3); STEL 250 ppm(325 mg/m3)
Dielectric constant
8.2(20℃)
Stability:
Stable. Incompatible with oxidizing agents. Decomposes slowly in the presence of moisture, rapidly in water. Flammable.
InChIKey
WRECIMRULFAWHA-UHFFFAOYSA-N
CAS DataBase Reference
121-43-7(CAS DataBase Reference)
NIST Chemistry Reference
Boric acid, trimethyl ester(121-43-7)
EPA Substance Registry System
Boric acid (H3BO3), trimethyl ester (121-43-7)
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Safety

Hazard Codes 
Xn,F,T
Risk Statements 
11-21-23/25-36/37/38-10-36-61-60
Safety Statements 
16-27-36/37/39-45-25-23-2-26-53
RIDADR 
UN 2416 3/PG 2
WGK Germany 
3
RTECS 
ED5600000
21
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29209085
Hazardous Substances Data
121-43-7(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 6.14 ml/kg (Smyth)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

H370Causes damage to organs

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
443999
Product name
Trimethyl borate
Purity
purified by redistillation, ≥99.5%
Packaging
100ml
Price
$76.6
Updated
2024/03/01
Sigma-Aldrich
Product number
443999
Product name
Trimethyl borate
Purity
purified by redistillation, ≥99.5%
Packaging
1l
Price
$123
Updated
2024/03/01
TCI Chemical
Product number
B0226
Product name
Trimethyl Borate (63-65% in Methanol)
Packaging
25mL
Price
$19
Updated
2024/03/01
TCI Chemical
Product number
B0226
Product name
Trimethyl Borate (63-65% in Methanol)
Packaging
500mL
Price
$37
Updated
2024/03/01
Alfa Aesar
Product number
B20215
Product name
Trimethyl borate, 99%
Packaging
250ml
Price
$31.3
Updated
2023/06/20
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Trimethyl borate Chemical Properties,Usage,Production

Chemical Properties

Water-white moisture-sensitive liquid, fumes in the air. It forms an azeotrope with methanol with an azeotrope of 55°C. Miscible with ether, methanol, hexane, tetrahydrofuran; It is stable in anhydrous state and decomposes into methanol and boric acid in presence of water.

Uses

Trimethyl borate is a useful reagent in organic synthesis. It is involved in the production of resins, waxes and paints and acts as a methylation agent. As a boron source, it is used to prepare flame retardants, anti-oxidants and corrosion inhibitors. It reacts with Grignard reagents followed by hydrolysis to prepare boronic acid. It is also used as a precursor of borate esters, which finds application in the Suzuki coupling reaction. It is used as neutron detector gas in the presence of a scintillation counter; as a promoter of diborane reactions.

Application

Trimethyl borate reacts with a Grignard reagent or organolithium compounds to yield dimethyl boronates, which upon subsequent aqueous acid treatment afford corresponding boronic acids. The resultant boronic acids or esters are useful intermediates in various cross-coupling reactions such as Suzuki coupling and Chan-Lam coupling. It is also used in the preparation of sodium borohydride.

Preparation

The preparation method of trimethyl borate
1. The direct reaction between boric acid and methanol is as follows:
3CH30H+H3B03→B (OCH3) 3+3H20
Usually the trimethyl borate formed in the reaction forms an azeotrope with excess methanol and is distilled out together, and then the trimethyl borate is obtained by separating the azeotrope.
2. The direct reaction between boron oxide and methanol is as follows:
B203+6CH30H→2B (OCH3) 3+3H20
3. Borax, methanol and sulfuric acid are directly reacted, and the reaction formula is :
Na2B4O7.1OH2O+12CH30H+2H2S04→4B (OCH3)3+2NaHS04+17H20

Definition

ChEBI: Trimethyl borate is a member of the class of borate esters obtained by the formal condensation of three equivalents of methanol with boric acid.

Reactions

Trimethyl borate B(OCH3)3 is a popular borate ester used in organic synthesis.
borate esters are prepared from alkylation of trimethyl borate:
ArMgBr + B(OCH3 )3 → MgBrOCH3 + ArB(OCH3 )2
ArB(OCH3 )2 + 2H2O → ArB(OH)2 + 2 HOCH3

General Description

Trimethyl borate appears as a water-white liquid. Denser than water. Vapors heavier than air. Used as a solvent and fungicide for fruit.

Air & Water Reactions

Highly flammable. Rapidly decomposes in water.

Reactivity Profile

Borates, such as Trimethyl borate, 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.

Health Hazard

May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Safety Profile

Moderately toxic by ingestion, skin contact, and intraperitoneal routes. An eye irritant. A very dangerous fire hazard when exposed to heat, flame, or oxidizers. Moderately explosive when exposed to flame. Will react with water or steam to produce toxic and flammable vapors. To fight fire, use dry chemical, CO2, spray, foam. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS and BORON COMPOUNDS.

Purification Methods

Carefully fractionate the borate through a gauze-packed column. Re-distil and collect it in weighed glass vials and seal them. Keep it away from moisture. It undergoes alkyl exchange with alcohols and forms azeotropes, e.g. with MeOH the azeotrope consists of 70% (MeO)3B and 30% MeOH with b 52-54o/760mm, d 0.87. [Charnley et al. J Chem Soc 2288 1952, Gerrard & Lappert Chem Ind (London) 53 1952, Schlesinger et al. J Am Chem Soc 75 213 1953.] It has also been dried with Na and then distilled. [Beilstein 1 IV 1269.]

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View Lastest Price from Trimethyl borate manufacturers

Jinan Finer Chemical Co., Ltd
Product
Trimethyl borate 121-43-7
Price
US $2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1000mt/year
Release date
2023-03-06
Henan Fengda Chemical Co., Ltd
Product
Trimethyl borate 121-43-7
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-23
Hebei Duling International Trade Co. LTD
Product
Trimethyl borate 121-43-7
Price
US $20.00-100.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 tons
Release date
2022-09-24

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