基本情報
- 標準SMILES
COB(OC)OC- InChIKey
WRECIMRULFAWHA-UHFFFAOYSA-N- 分子式
- C3H9BO3
- 平均分子量
- 103.92 g/mol
- 単同位体質量
- 104.06447455
概要
Trimethyl borate appears as a water-white liquid. Denser than water. Vapors heavier than air. Used as a solvent and fungicide for fruit.
名称と識別子
- 優先名称
- Trimethyl borate
- IUPAC
- trimethyl borate
- 現地名
- ほう酸トリメチル
- 英語名
- Trimethyl borate
- 分子式
- C3H9BO3
- 分子量
- 103.91
名称と別名
名称をさらに表示
データベース識別子
- CAS
121-43-7、3349-42-6- PubChem CID
- 8470
- DTXSID
DTXSID0037738- ChEBI
CHEBI:38913- UNII
- 82U64J6F5N
- EC Number
- 204-468-9、693-032-5、934-685-0
- Nikkaji
- J2.484H
物性
構造計算による物性
- 極性表面積
- 27.7 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 3
- 回転可能結合数
- 3
- 重原子数
- 7
- 形式電荷
- 0
- 複雑度
- 31.7
実験および物理化学的性質
Chemical Classes
Metals -> Metalloid Compounds (Boron)
Flammable agents - 3rd degree
Density
0.915 g/cu cm
Relative density (water = 1): 0.915
0.92 @ 20°C
Solubility
Miscible with tetrahydrofuran, ether, isoporpylamine, hexane, methanol, nujol, and other organic liquids
Miscible with alcohol, ether; soluble in polar nonhydroxylic solvents
Solubility in water: reaction
Flash Point
less than 80 °F (NFPA, 2010)
< 80 °F (< 27 °C) (closed cup)
- 7 °C
Boiling Point
67.5 °C
68 °C
68 °C @760 [mm Hg]
Decomposition
The substance decomposes on heating or on burning producing toxic fumes including boron oxide.
When heated to decomposition it emit acrid smoke and irritating fumes.
Melting Point
-29.3 °C
-29 °C
-29 °C
Vapor Density
3.59 (Air = 1)
Relative vapor density (air = 1): 3.6
Vapor Pressure
137.0 [mmHg]
137 mm Hg at 25 °C
Vapor pressure, kPa at 25 °C: 18
137 [mm Hg] @25 °C
物理化学的性質
- 融点
- -34 °C · -34 °C (lit.)
- 沸点
- 68 · 68-69 °C (lit.)
- 比重(密度)
- 0.932 g/mL · 0.932 g/mL at 20 °C (lit.)
- 蒸気密度
- 3.59 · 3.59 (vs air)
- 蒸気圧
- 147.9 · 147.9-148 hPa ( 20 °C)
- 屈折率
- 20 · n20/D 1.358(lit.)
- 闪点
- 8 °F · 8 °F
- 貯蔵温度
- 20 °C · Store at <= 20°C.
- 溶解性
- テトラヒドロフラン、エーテル、イソプロピルアミン、ヘキサン、メタノールと混和します。
- 外見
- 液体
- 色
- 無色
- 比重
- 0.915 · 0.915
- 水溶解度
- 反応する
- 比熱容量
- 1.83 J/ · Cp(liquid): 1.83 J/(g·K), at 25℃
- Merck
- 14 · 14,9712
- BRN
- 1697939 · 1697939
- Dielectric constant
- 8.2 · 8.2(20℃)
- 安定性
- 安定。酸化剤と相容れない。湿気があるとゆっくりと分解する。可燃性。
- InChI
- 1S/C3H9BO3/c1-5-4(6-2)7-3/h1-3H3
- InChIKey
- WRECIMRULFAWHA-UHFFFAOYSA-N
- SMILES
- COB(OC)OC
- CAS データベース
- 121 · 121-43-7(CAS DataBase Reference)
- NISTの化学物質情報
- Boric acid, trimethyl ester(121-43-7)
- EPAの化学物質情報
- Boric acid (H3BO3), trimethyl ester (121-43-7)
化学的性質
化学的特性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.
安全と法規制
GHS分類
GHS Classification
Danger
H226: Flammable liquid and vapor [Warning Flammable liquids]
P203, P210, P233, P240, P241, P242, P243, P280, P302+P352, P303+P361+P353, P317, P318, P321, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Danger
H225 (40.5%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P203, P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P316, P316, P317, P318, P321, P330, P337+P317, P361+P364, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
危険有害性情報
Regulatory Information
Chemical: Boric acid (H3BO3), trimethyl ester
Hazard Traits - Reproductive Toxicity
Boric acid (H3BO3), trimethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Boric acid (H3BO3), trimethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 01-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14170
Boric acid, trimethyl ester: HSNO Approval: HSR001230 Approved with controls
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Hazards
Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive.
Fire Potential
Flammable, fire risk ...
A very dangerous fire hazard when exposed to heat, flame, or oxidizers.
Health Hazards
Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
· May cause toxic effects if inhaled or absorbed through skin.
Hazards Summary
A skin and eye irritant; Inhalation may cause cough and sore throat; [ICSC] Chronic poisoning in grazing animals where soil is high in boric acid results in vomiting, diarrhea, shock, convulsions, and paralysis; Post-mortem findings include inflammation of the GI tract, liver and kidney damage, and cerebral edema; [HSDB]
安全と保護具
Fire Fighting
Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
Use foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. NO direct contact with water.
First Aid Measures
Fresh air, rest.
Rinse skin with plenty of water or shower.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth. Refer for medical attention .
Accidental Release Measures
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
General First Aid:
Fire Fighting Procedures
To fight fire use dry chemical, CO2, spray, foam.
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid stream of water may be ineffective. Cool all affected containers with flooding quantities of water. Use "alcohol" foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources.
Cleanup Methods
Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in dry sand or inert absorbent and remove to safe place. Do NOT wash away into sewer (extra personal protection: self-contained breathing apparatus). /table/
Disposal Methods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Spillage Disposal
Personal protection: filter respirator for organic vapours of low boiling point adapted to the airborne concentration of the substance. Collect leaking liquid in sealable containers. Do NOT wash away into sewer. Absorb remaining liquid in dry sand or inert absorbent. Then store and dispose of according to local regulations.
Preventive Measures
Do not breathe gas, fumes, vapor, or spray. Avoid contact with eyes.
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
For more Preventive Measures (Complete) data for TRIMETHYL BORATE (6 total), please visit the HSDB record page.
毒性情報
Environmental Fate
TERRESTRIAL FATE: Trimethyl borate is rapidly hydrolyzed to boric acid and methanol in the presence of water(1,2). Hydrolysis would be expected to be the dominate fate process for trimethyl borate in the environment(SRC).
AQUATIC FATE: Trimethyl borate is rapidly hydrolyzed to boric acid and methanol in the presence of water(1,2). Hydrolysis would be expected to be the dominate fate process for trimethyl borate in the environment(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), trimethyl borate, which has a vapor pressure of 136 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Trimethyl borate is rapidly hydrolyzed to boric acid and methanol in the presence of water(3,4). Hydrolysis would be expected to be the dominate fate process for trimethyl borate in the environment(SRC).
Signs and Symptoms
Cough. Sore throat.
Redness. Burning sensation.
Redness. Pain.
Burning sensation. Abdominal pain.
Soil Adsorption/Mobility
Trimethyl borate is rapidly hydrolyzed to boric acid and methanol in the presence of water(1,2). Hydrolysis would be expected to be the dominate fate process for trimethyl borate in the environment(SRC). Adsorption to soil or suspended particles in water is not considered an important environmental fate for trimethyl borate(SRC).
Human Toxicity Excerpts
/SIGNS AND SYMPTOMS/ Inhalation: Cough, sore throat. Eyes: Redness, pain. Skin: Redness, burning sensation. /table/
/OTHER TOXICITY INFORMATION/ Harmful in contact with skin
Artificial Pollution Sources
Trimethyl borate's production and use as a solvent, flame retardant for textiles, dehydrating agent, brazing flux, wood preservative, catalyst, as well as it use as an intermediate for the synthesis of boron compounds and in scintillation counters(1-3) may result in its release to the environment through various waste streams(SRC). Trimethyl borate is used to treat wood where it is decomposed to boric acid upon contact with the moisture in the wood; the boric acid formed acts as a wood preservative preventing damage from wood-destroying fungi and insects(2).
Environmental Bioconcentration
Trimethyl borate is rapidly hydrolyzed to boric acid and methanol in the presence of water(1,2). Hydrolysis would be expected to be the dominate fate process for trimethyl borate in the environment(SRC). Bioconcentration is not considered an important environmental fate for trimethyl borate(SRC).
Volatilization from Water/Soil
Trimethyl borate is rapidly hydrolyzed to boric acid and methanol in the presence of water(1,2). Hydrolysis would be expected to be the dominate fate process for trimethyl borate in the environment(SRC). Volatilization from water or soil is not considered an important environmental fate for trimethyl borate(SRC).
法規制情報
State Drinking Water Guidelines
(CA) CALIFORNIA 1000 ug/L /Boron/
(NH) NEW HAMPSHIRE 630 ug/L /Boron/
(ME) MAINE 1,400 ug/L /Boron/
(MN) MINNESOTA 1,000 ug/L /Boron/
(WI) WISCONSIN 960 ug/L /Boron/
安全データ
- F
- 21
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- ED5600000
- ridadr
- UN 2416
- 毒性
- LD50 orally in rats: 6.14 ml/kg (Smyth)
- PRTR法
- 第一種指定化学物質
- hs_code
- 29209085
- risk_code
- 11-21-23/25-36/37/38-10-36-61-60
- 化審法
- (2)-2101, (2)-2114
- 安衛法
- 有機則 第二種有機溶剤等
- 消防法
- 危-4-1-II
- hazard_code
- Xn,F,T
- safety_code
- 16-27-36/37/39-45-25-23-2-26-53
- hazard_class
- 3
- packing_group
- II
- 自然発火温度
- 305°C
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralEye Irrit. 2Flam. Liq. 2Repr. 1BSTOT SE 1
- ストレージクラス
- 3 - Flammable liquids
- 有毒物質データの
- 121-43-7(Hazardous Substances Data)
化学と産業
用途と製造
Uses
Used as a flame retardant, welding and brazing flux, chemical intermediate, fungicide, and a solvent for waxes, resins, and oils; [HSDB]
Welding [Category: Weld]
As solvent for waxes, resins, oils; catalyst in manufacture of ketones; analysis of paint and varnish ingredients; as neutron detector gas in presence of a scintillation counter; as promoter of diborane reactions
Dehydrating agent; fungicide for citrus fruit
Intermediate in preparation of metal borohydrides
Azeotropic gaseous flux for welding and brazing
U.S. Production
2023: 1,000,000 - <8,500,000 lb
(1979) PROBABLY GREATER THAN 4.54X10+6 G
Production figures for trimethyl borate were given as 21.1 million pound in 1977(1), most of which is used captively in the production of sodium borohydride(2).
General Manufacturing Information
Pharmaceutical and Medicine Manufacturing
Boric acid (H3BO3), trimethyl ester: ACTIVE
US 2689259; US 2884439; US 2937195 (to Callery Chem)
US 2881227 and US 2884440 (to Olin Mathieson)
US 2855427 (to Am. Potash & Chem.)
US 2739979 ( to USAEC)
応用分野
用途熔接用フラックス原料,医薬?農薬中間体
使用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, Trimethyl borate 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.
一般的な説明Trimethyl borate appears as a water-white liquid. Denser than water. Vapors heavier than air. Used as a solvent and fungicide for fruit.
調製方法
製造方法The preparation method of trimethyl borate1. The direct reaction between boric acid and methanol is as follows:3CH30H+H3B03→B (OCH3) 3+3H20Usually 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+3H203. Borax, methanol and sulfuric acid are directly reacted, and the reaction formula is :Na2B4O7.1OH2O+12CH30H+2H2S04→4B (OCH3)3+2NaHS04+17H20
純化方法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.]
上流・下流製品情報
上流原料
下流製品
サプライヤー6 社
補足説明
定義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.
関連反応
関連ノート
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