三氟化硼四氢呋喃络合物 | 462-34-0

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢呋喃
• 中文名称: 三氟化硼四氢呋喃络合物
• 中文别名: 三氟化硼四氢呋喃；三氟化硼四氢呋喃络和物；三氟化硼四氢呋喃溶液
• 英文名称: boron trifluoride tetrahydrofuran
• 英文别名: boron trifluoride-tetrahydrofuran complex；BF3*THF；boron trifluoride THF complex；Trifluoro(oxolan-1-ium-1-yl)boranuide
• CAS: 462-34-0
• 化学式: C₄H₈BF₃O
• mdl: MFCD00040372
• 分子量: 139.913
• InChiKey: XYMZNNGTHKHCJH-UHFFFAOYSA-N

物化性质

• 熔点：
  11-13 °C (lit.)
• 沸点：
  180 °C (lit.)
• 密度：
  1.268 g/mL at 25 °C (lit.)
• 闪点：
  198 °F
• 溶解度：
  与二甲基甲酰胺混溶。
• 稳定性/保质期：
  按规格使用和贮存，不会发生分解，并避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  -1.51
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• TSCA：
  Yes
• 危险等级：
  8
• 安全说明：
  S23,S26,S27,S28,S28A,S36/37/39,S45
• 危险品运输编号：
  UN 3265 8/PG 2
• WGK Germany：
  1
• 海关编码：
  2932190090
• 危险类别：
  8
• 危险品标志：
  T,C
• 危险类别码：
  R20/22,R48/23,R35
• 包装等级：
  II
• 储存条件：
  密封保存，并置于通风、干燥处，避免与其它氧化物接触。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Boron trifluoride tetrahydrofuran complex
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 462-34-0
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Skin corrosion (Category 1B), H314
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
C Corrosive R34
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Danger
Hazard statement(s)
H314 Causes severe skin burns and eye damage.
Precautionary statement(s)
P280 Wear protective gloves/ protective clothing/ eye protection/ face
protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P310 Immediately call a POISON CENTER or doctor/ physician.
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C4H8BF3O
Molecular Weight : 139,91 g/mol
CAS-No. : 462-34-0
EC-No. : 207-325-9
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
Boron trifluoride tetrahydrofuran complex
CAS-No. 462-34-0 Skin Corr. 1B; H314 <= 100 %
EC-No. 207-325-9
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
Boron trifluoride tetrahydrofuran complex
CAS-No. 462-34-0 C, R34 <= 100 %
EC-No. 207-325-9
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Take off contaminated clothing and shoes immediately. Wash off with soap and plenty of water. Consult a
physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with
water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large
fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or
spray; solid streams of water may be ineffective. Cool all affected containers with flooding quantities of
water.
Special hazards arising from the substance or mixture
Hydrogen fluoride, Borane/boron oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapours, mist or gas. Ensure adequate ventilation.
Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapours accumulating to
form explosive concentrations. Vapours can accumulate in low areas.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and
place in container for disposal according to local regulations (see section 13). Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid inhalation of vapour or mist.
Keep away from sources of ignition - No smoking.Take measures to prevent the build up of electrostatic
charge.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Tightly fitting safety goggles. Faceshield (8-inch minimum). Use equipment for eye protection
tested and approved under appropriate government standards such as NIOSH (US) or EN
166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Splash contact
Material: Nature latex/chloroprene
Minimum layer thickness: 0,6 mm
Break through time: 10 min
Material tested:Lapren® (KCL 706 / Z677558, Size M)
data source: KCL GmbH, D-36124 Eichenzell, phone [phone], test method: EN374
If used in solution, or mixed with other substances, and under conditions which differ from EN 374,
contact the supplier of the CE approved gloves. This recommendation is advisory only and must
be evaluated by an industrial hygienist and safety officer familiar with the specific situation of
anticipated use by our customers. It should not be construed as offering an approval for any
specific use scenario.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: liquid
Colour: yellow
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 11 - 13 °C - lit.
point
f) Initial boiling point and 180 °C - lit.
boiling range
g) Flash point 92 °C - closed cup
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density 1,268 g/cm3 at 25 °C
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
Heat, flames and sparks.
Incompatible materials
Strong oxidizing agentsStrong oxidizing agents, Water
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
Salivation, Nausea, Abdominal pain, Vomiting, Fever, Rapid respiration, Fluoride ion can reduce serum
calcium levels possibly causing fatal hypocalcemia., To the best of our knowledge, the chemical, physical,
and toxicological properties have not been thoroughly investigated., Material is extremely destructive to
tissue of the mucous membranes and upper respiratory tract, eyes, and skin., spasm, inflammation and
edema of the larynx, spasm, inflammation and edema of the bronchi, pneumonitis, pulmonary edema

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SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
This combustible material may be burned in a chemical incinerator equipped with an afterburner and
scrubber. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: 3265 IMDG: 3265 IATA: 3265
UN proper shipping name
ADR/RID: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S. (Boron trifluoride tetrahydrofuran complex)
IMDG: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S. (Boron trifluoride tetrahydrofuran complex)
IATA: Corrosive liquid, acidic, organic, n.o.s. (Boron trifluoride tetrahydrofuran complex)
Transport hazard class(es)
ADR/RID: 8 IMDG: 8 IATA: 8
Packaging group
ADR/RID: II IMDG: II IATA: II
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
H314 Causes severe skin burns and eye damage.
Skin Corr. Skin corrosion
Full text of R-phrases referred to under sections 2 and 3
C Corrosive
R34 Causes burns.
Further information
Copyright 2014 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

概述

三氟化硼四氢呋喃广泛应用于有机合成领域。目前，日本和美国的生产技术主要通过将三氟化硼与四氢呋喃液体进行反应，并使用镁鼓干燥得到片状产物。然而，该过程为放热反应，难以控制反应温度，且产品干燥成本较高。因此，亟需开发新的生产工艺以解决上述问题。

制备

CN202010573013.3专利提供了一种三氟化硼四氢呋喃络合物的制备方法，该方法能够使四氢呋喃和三氟化硼瞬间络合，并在真空条件下避免四氢呋喃被氧化变色。此过程中取消了蒸馏脱硫步骤，通过独立的脱硫过程降低了产品中的水含量和二氧化硫含量。

具体步骤如下：

1. 使用第一、第二和第三真空泵分别将四氢呋喃汽化罐、反应罐和脱硫罐抽至-0.1MPa，并保持1小时。
2. 在搅拌速度为80转/分钟的条件下，向四氢呋喃汽化罐中加入50kg四氢呋喃，并通过第一蒸汽加热装置将其温度维持在80℃并达到气液平衡状态（压力为0.15MPa）。
3. 通入冷水并通过冷水进口将四氢呋喃蒸气以25kg/h的速度、三氟化硼蒸气以23.61kg/h的速度引入反应罐中，开始络合反应。反应结束后，冷却至80℃的反应液，在搅拌速度为80转/分钟的条件下冷却至50℃，得到粗品三氟化硼四氢呋喃络合物。
4. 将上述三氟化硼四氢呋喃络合物粗品输送至脱硫罐中，并在搅拌速度为80转/分钟的条件下维持-0.1MPa真空条件。通过第二蒸汽加热装置将温度升至50℃，保持3小时进行脱硫处理后降温至25℃并出料，最终得到三氟化硼四氢呋喃。

用途

此化合物可用作有机反应的催化剂、聚合反应的抑制剂以及医药中间体。

反应信息

• 作为反应物：
  描述：

  三氟化硼四氢呋喃络合物 在 氨 过氧乙酸 、 ammonium ⁷⁶Br-bromide 作用下， 以 甲醇 、 水 为溶剂， 反应 0.17h， 以80%的产率得到1-[(76)Br]bromo-2-phenylethyne
  参考文献：
  名称：

  Method for halogenating or radiohalogenating a chemical compound

  摘要：

  一种获取卤代有机化合物的方法，其中在氧化剂的存在下，有机三氟硼酸盐化合物与卤离子发生反应，从而产生相应的卤代有机化合物。该方法可用于生产放射性卤代有机化合物。

  公开号：

  US07041859B1
• 作为产物：
  描述：

  四氢呋喃 、 三氟化硼 以 Petroleum ether 为溶剂， 生成 三氟化硼四氢呋喃络合物
  参考文献：
  名称：

  HIGH SPECIFIC ACTIVITY PREPARATION OF F-18 TETRAFLUOROBORATE

  摘要：

  本发明实施例提供了一种通过对三氟化硼（BF3）进行直接放射氟化来合成18F-四氟硼酸盐（18F-TFB）的方法，以提高标记产率和比活度。同时也考虑了18F-TFB的用途。

  公开号：

  US20210225547A1
• 作为试剂：
  描述：

  3-烯丙基-2-羟基苯甲酸甲酯 在 sodium hydroxide 、 氯化亚砜 、 三氟化硼四氢呋喃络合物 、 水 、 双氧水 、 sodium hydride 、 三乙胺 、 肼 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 21.75h， 生成 8-(2-Oxazolinyl)-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Nucleophilic annulations of aromatics. Novel route to benzo-fused ring systems via oxazoline activation

  摘要：

  DOI：

  10.1021/jo00317a027

文献信息

• An original catalytic synthesis of boriran-1-ols
  作者：Leila O. Khafizova、Liliya I. Khusainova、Tat’yana V. Tyumkina、Kirill S. Ryazanov、Natal’ya R. Popod’ko、Usein M. Dzhemilev

  DOI：10.1016/j.mencom.2018.11.003

  日期：2018.11

  2-Alkylboriran-1-ols were obtained in a one-pot process by hydrolysis of 1-fluoro- and 1-chloroboriranes in 90–92% yield. The starting 1-haloboriranes were generated by cycloboration of α-olefins with BCl3·SMe2 or BF3·THF in the presence of Mg metal (acceptor of halogen ions) and Cp2TiCl2 catalyst.

  一锅法通过水解1-氟-和1-氯硼烷以90-92％的产率获得2-炔基溴-1-醇。在Mg金属（卤素离子的受体）和Cp2TiCl2催化剂存在下，通过用BCl3·SMe2或BF3·THF使α-烯烃环硼化生成起始的1-卤代硼烷。
• Cp2TiCl2-catalyzed cycloboration of α-olefins with PhBCl2 in the synthesis of 2-alkyl(aryl,benzyl)-1-phenylboriranes
  作者：Liliya I. Khusainova、Leila O. Khafizova、Tatyana V. Tyumkina、Kirill S. Ryazanov、Usein M. Dzhemilev

  DOI：10.1016/j.jorganchem.2017.01.009

  日期：2017.3

  A one-pot method for the synthesis of 2-alkyl(aryl, benzyl)-1-phenylboriranes has been developed via the reaction of α-olefins with PhBCl2 in the presence of Cp2TiCl2 as the catalyst. The method implies the formation of boriranes as the result of transmetalation of titanacyclopropane intermediates generated in the reaction of α-olefins with Cp2TiCl2. Individual 1-phenyl-2-substituted boriranes were

  通过在Cp 2 TiCl 2作为催化剂存在下α-烯烃与PhBCl 2的反应，已经开发了一种一锅法合成2-烷基（芳基，苄基）-1-苯基硼烷的方法。该方法暗示由于在α-烯烃与Cp 2 TiCl 2的反应中生成的钛环丙烷中间体的过渡金属化而形成了硼烷。分离出单独的1-苯基-2-取代的硼烷，并通过NMR光谱法确认其结构。
• [EN] DISUBSTITUTED-AMINODIFLUOROSULFINIUM SALTS, PROCESS FOR PREPARING SAME AND METHOD OF USE AS DEOXOFLUORINATION REAGENTS<br/>[FR] SELS DE (AMINO DISUBSTITUÉ)DIFLUOROSULFINIUM, LEURS PROCÉDÉS DE PRÉPARATION ET D'UTILISATION EN TANT QUE RÉACTIFS DE DÉSOXOFLUORATION
  申请人：OMEGACHEM INC

  公开号：WO2010145037A1

  公开（公告）日：2010-12-23

  The invention relates to disubstituted-aminodifluorosulfinium salts represented by the formula (I). Processes for preparing same and methods of use as deoxofluorinating reagent is also provided.

  该发明涉及由式(I)所表示的二取代氨基二氟亚砜盐。还提供了制备该盐的方法以及作为脱氟试剂使用的方法。
• Deoxofluorination Reactions Using N,N-Disubstituted Aminodifluorosulfinium Tetrafluoroborate Salts
  作者：Olivier Mahé、Alexandre L’Heureux、Michel Couturier、Christopher Bennett、Simon Clayton、David Tovell、Francis Beaulieu、Jean-François Paquin

  DOI：10.1016/j.jfluchem.2013.05.019

  日期：2013.9

  The synthesis of N,N-disubstituted aminodifluorosulfinium tetrafluoroborate salts is reported, and their behavior as deoxofluorinating agent was evaluated. The deoxofluorination reactions were performed using a primary alcohol, a secondary alcohol and a ketone. Results show that subtle modification of the structure of the reagents can noticeably affect the reactivity and the selectivity in deoxofluorination

  报道了N，N-二取代的氨基二氟s四氟硼酸盐的合成，并评价了它们作为脱氧氟化剂的行为。使用伯醇，仲醇和酮进行脱氧氟化反应。结果表明，试剂结构的细微修饰会明显影响脱氧氟化反应的反应性和选择性。
• 一种季戊四醇双硼酸酯二氟化硼的制备方法
  申请人：珠海市赛纬电子材料股份有限公司

  公开号：CN109627256A

  公开（公告）日：2019-04-16

  本发明公开了一种季戊四醇双硼酸酯二氟化硼的制备方法，包含如下步骤：(1)在盛有非水溶剂的反应釜中加入季戊四醇和三氟化硼并进行反应制得季戊四醇双硼酸酯二氟化硼粗品；(2)将反应后的粗品过滤并使用不良溶剂洗涤后真空干燥，即可得到目标产物季戊四醇双硼酸酯二氟化硼精品。该方法制备的化合物结构新颖、产品纯度高、原材料成本低、废弃物容易处理、反应过程的原子经济性高，产品可以用于锂离子电池电解液添加剂，提高电池的综合性能。