硼氘化锂 | 74540-86-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 硼氘化锂
• 中文别名: 三乙基硼化锂；三乙基硼氘化锂
• 英文名称: lithium triethyl borodeuteride
• 英文别名: Lithium triethyl(2H)hydroborate(1-)；lithium;deuterio(triethyl)boranuide
• CAS: 74540-86-6
• 化学式: C₆H₁₆B*Li
• 分子量: 106.937
• InChiKey: WCJAYABJWDIZAJ-DRGWXPQLSA-N

物化性质

• 密度：
  0.901 g/mL at 25 °C
• 闪点：
  -17 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -0.72
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  F,C
• 安全说明：
  S16,S26,S36/37/39,S45,S7/8
• 危险类别码：
  R19,R34,R15,R11
• 危险品运输编号：
  UN 3399 4.3/PG 1

SDS

Version 1.3
Regulation (EC) No 1907/2006

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1 - Product and Company Information

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Product Name SUPER-DEUTERIDE (LITHIUM TRIETHYLBORO-
DEUTERIDE, 1.0M SOLN. IN THF)

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2 - Hazards Identification

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SPECIAL INDICATION OF HAZARDS TO HUMANS AND THE ENVIRONMENT
Highly flammable. Reacts violently with water, liberating
extremely flammable gases. May form explosive peroxides. Harmful
by inhalation, in contact with skin and if swallowed. Causes burns.

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3 - Composition/Information on Ingredients

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Product Name CAS # EC no Annex I
Index Number
LITHIUM TRIETHYLBORODEUTERIDE 74540-86-6 277-915-9 None
SOLUTION, ~1.1 M IN THF
Formula C6H15BD.Li
Molecular Weight 106,9500 AMU

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4 - First Aid Measures

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AFTER INHALATION
If inhaled, remove to fresh air. If not breathing give
artificial respiration. If breathing is difficult, give oxygen.
AFTER EYE CONTACT
Assure adequate flushing of the eyes by separating the eyelids
with fingers.
AFTER INGESTION
If swallowed, wash out mouth with water provided person is
conscious. Call a physician immediately.

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5 - Fire Fighting Measures

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CONDITIONS OF FLAMMABILITY
Reacts with water to liberate flammable and/or explosive gas.
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EXTINGUISHING MEDIA
Suitable: Dry chemical powder.
Unsuitable: Do not use water.
SPECIAL RISKS
Specific Hazard(s): Extremely flammable. Vapor may travel
considerable distance to source of ignition and flash back.
Explosion Hazards: Vapor may travel considerable distance to
source of ignition and flash back. Container explosion may occur
under fire conditions.
SPECIAL PROTECTIVE EQUIPMENT FOR FIREFIGHTERS
Wear self-contained breathing apparatus and protective clothing
to prevent contact with skin and eyes.
SPECIFIC METHOD(S) OF FIRE FIGHTING
Use water spray to cool fire-exposed containers.

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6 - Accidental Release Measures

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PERSONAL PRECAUTION PROCEDURES TO BE FOLLOWED IN CASE OF LEAK OR SPILL
Evacuate area. Shut off all sources of ignition.
PROCEDURE(S) OF PERSONAL PRECAUTION(S)
Wear self-contained breathing apparatus, rubber boots, and heavy
rubber gloves.
METHODS FOR CLEANING UP
Cover with dry-lime, sand, or soda ash. Place in covered
containers using non-sparking tools and transport outdoors.
Ventilate area and wash spill site after material pickup is
complete.

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7 - Handling and Storage

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HANDLING
Directions for Safe Handling: Do not breathe vapor. Do not get
in eyes, on skin, on clothing. Avoid prolonged or repeated
exposure.
STORAGE
Conditions of Storage: Keep tightly closed. Keep away from heat,
sparks, and open flame. Store in a cool dry place.
Incompatible Materials: Do not allow contact with water

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8 - Exposure Controls / Personal Protection

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ENGINEERING CONTROLS
Use only in a chemical fume hood. Safety shower and eye bath.
GENERAL HYGIENE MEASURES
Wash thoroughly after handling.
PERSONAL PROTECTIVE EQUIPMENT
Special Protective Measures: Wear appropriate government approved
respirator, chemical-resistant gloves, safety goggles, other
protective clothing. Faceshield (8-inch minimum).

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9 - Physical and Chemical Properties
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Appearance Color: Colorless
Form: Clear liquid
Property Value At Temperature or Pressure
pH N/A
BP/BP Range N/A
MP/MP Range N/A
Flash Point - 17,000 °C. Method: closed cup
Flammability N/A
Autoignition Temp N/A
Oxidizing Properties N/A
Explosive Properties N/A
Explosion Limits N/A
Vapor Pressure N/A
SG/Density 0,9400 g/cm3
Partition Coefficient N/A
Viscosity N/A
Vapor Density N/A
Saturated Vapor Conc. N/A
Evaporation Rate N/A
Bulk Density N/A
Decomposition Temp. N/A
Solvent Content N/A
Water Content N/A
Surface Tension N/A
Conductivity N/A
Miscellaneous Data N/A
Solubility N/A

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10 - Stability and Reactivity

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STABILITY
Reactions to Avoid: Reacts violently with:
Materials to Avoid: Water, Acids, Oxygen, Oxidizing agents,
Alcohols.
HAZARDOUS DECOMPOSITION PRODUCTS
Hazardous Decomposition Products: Carbon monoxide, Carbon dioxide,
Liberates flammable/explosive hydrogen gas, Boron oxides.

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11 - Toxicological Information

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SIGNS AND SYMPTOMS OF EXPOSURE
Coughing, chest pains, difficulty in breathing. Nausea,
dizziness, and headache. Unconsciousness. Material is extremely
destructive to tissue of the mucous membranes and upper
respiratory tract, eyes, and skin. Inhalation may result in
spasm, inflammation and edema of the larynxand bronchi, chemical
pneumonitis, and pulmonary edema. Symptoms of exposure may
include burning sensation, coughing, wheezing, laryngitis,
shortness of breath, headache, nausea, and vomiting. Narcotic
effect. Exposure can cause: Can cause CNS depression.
ROUTE OF EXPOSURE
Multiple Routes: Harmful if swallowed, inhaled, or absorbed
through skin.
TARGET ORGAN INFORMATION
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Central nervous system. Liver. Kidneys.

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12 - Ecological Information

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No data available.

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13 - Disposal Considerations

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SUBSTANCE DISPOSAL
Under an inert atmosphere, cautiously add the material to dry
butanol in an appropriate solvent. The chemical reaction may be
vigorous and/or exothermic. Provisions must be made for the
venting of large volumes of highly flammable hydrogen and/or
hydrocarbon gases. Neutralize the solution with aqueous acid.
Filter off any solid residues for disposal as hazardous waste.
Burn the liquid portion in a chemical incinerator equipped with an
afterburner and scrubber. Observe all federal, state, and local
environmental regulations.

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14 - Transport Information

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RID/ADR
UN#: 3399
Class: 4.3
PG: I
Subrisk: 3
Proper Shipping Name: Organometallic substance,
liquid, water-reactive, flammable
IMDG
UN#: 3399
Class: 4.3
PG: I
Subrisk: 3
Proper Shipping Name: Organometallic substance,
liquid, water-reactive, flammable
Marine Pollutant: No
Severe Marine Pollutant: No
Technical Name: Required
IATA
UN#: 3399
Class: 4.3
PG: I
Subrisk: 3
Proper Shipping Name: Organometallic substance,
liquid, water-reactive, flammable
Inhalation Packing Group I: No
Technical Name: Required

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15 - Regulatory Information

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CLASSIFICATION AND LABELING ACCORDING TO EU DIRECTIVES
INDICATION OF DANGER: F-C
Highly Flammable. Corrosive.
R-PHRASES: 11-14/15-19-20/21/22-34
Highly flammable. Reacts violently with water, liberating
extremely flammable gases. May form explosive peroxides.
Harmful by inhalation, in contact with skin and if swallowed.
Causes burns.
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S-PHRASES: 7/8-16-26-36/37/39-45
Keep container tightly closed and dry. Keep away from sources
of ignition - no smoking. In case of contact with eyes, rinse
immediately with plenty of water and seek medical advice. Wear
suitable protective clothing, gloves, and eye/face protection.
In case of accident or if you feel unwell, seek medical advice
immediately (show the label where possible).

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16 - Other Information

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WARRANTY
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. Inc.,
shall not be held liable for any damage resulting from handling or
from contact with the above product. See reverse side of invoice
or packing slip for additional terms and conditions of sale.
Copyright 2010 Co. License granted to make
unlimitedpaper copies for internal use only.
DISCLAIMER
For R&D use only. Not for drug, household or other uses.
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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  硼氘化锂 、 对甲苯腈 在 甲醇 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.5h， 以81%的产率得到p-tolyl-C-deuterio-methanimine triethylborane complex
  参考文献：
  名称：

  Convenient Synthesis of Stable Aldimine−Borane Complexes, Chiral δ-Amino Alcohols, and γ-Substituted GABA Analogues from Nitriles

  摘要：

  A one-pot synthesis of stable aldimine-trialkylborane adducts, the first synthesis of C- and N-deuterated imine-borane complexes, and their application for a highly enantioselective (84-99% ee) synthesis of delta-amino alcohols and gamma-substituted gamma-aminobutyric acids, including deuterated amino acids from nitriles, are described.

  DOI：

  10.1021/ol0710919
• 作为产物：
  描述：

  氘化锂 、 三乙基硼 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 生成 硼氘化锂
  参考文献：
  名称：

  硅基配体介导的可逆性β-氢消除和钯加氢金属化

  摘要：

  阐明了带有亚苯基桥联的PSiP钳形配体的钯配合物的简易β-氢消除和加氢金属化的机理和起源。实验和理论研究表明β-氢的消除和hydrometalation通过在钯甲硅烷配体，其使得能够ethylpalladium（II）配合物和η之间的直接相互转换介导的新机制2 - （SI-H）钯（0）配合物，而不形成方形平面的氢化钯（II）中间体。PSiP钳形配体的灵活性使其能够充当有效的骨架，以氢原子形式作为氢化物配体传递。

  DOI：

  10.1002/chem.201403220
• 作为试剂：
  描述：

  1,4-二氯-2-丁炔 在 硼氘化锂 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以34%的产率得到1,4-dideuterio-2-butyne
  参考文献：
  名称：

  Electron spin resonance studies of 1,4-disilacyclohexa-2,5-diene free radical reactions

  摘要：

  DOI：

  10.1021/ja00354a005

文献信息

• Linking Low-Coordinate Ge(II) Centers via Bridging Anionic N-Heterocyclic Olefin Ligands
  作者：Emanuel Hupf、Felix Kaiser、Paul A. Lummis、Matthew M. D. Roy、Robert McDonald、Michael J. Ferguson、Fritz E. Kühn、Eric Rivard

  DOI：10.1021/acs.inorgchem.9b01449

  日期：2020.2.3

  heterocyclic manifolds. Reduction of a dimeric [RGeCl]2 species (R = anionic NHO, [(MeCNDipp)2C═CH]-; Dipp = 2,6-iPr2C6H3) did not give the expected acyclic RGeGeR analogue of an alkyne, but rather ligand migration/disproportionation transpired to yield the known diorganogermylene R2Ge and Ge metal. This process was examined computationally, and the ability of the reported anionic NHO to undergo atom migration

  我们介绍了空间受限的N杂环烯烃（NHO）的大规模合成，并说明了其去质子化形式充当阴离子四电子桥联配体的能力。所产生的多中心捐赠能力已被用于紧密连接两个低氧化态的Ge（II）中心，从而形成由Ge2C2杂环歧管支持的Ge-Cl-Ge和Ge-H-Ge键合环境。二聚体[RGeCl] 2的还原（R =阴离子NHO，[（MeCNDipp）2C═CH]-； Dipp = 2,6-iPr2C6H3）没有得到炔烃的预期无环RGeGeR类似物，而是配体迁移/发生歧化产生已知的二有机锗R 2 Ge和Ge金属。此过程已通过计算进行了检查，
• Reactions of an Amphoteric Terminal Tungsten Methylidyne Complex
  作者：Alejandro E. Enriquez、Peter S. White、Joseph L. Templeton

  DOI：10.1021/ja0035001

  日期：2001.5.1

  Treatment of [Tp'(CO)(2)W triple bond C--PPh(3)][PF(6)] (Tp' = hydridotris(3,5-dimethylpyrazolylborate)) with Na[HBEt(3)] in THF forms the methylidyne complex Tp'(CO)(2)W triple bond C--H via formyl and carbene intermediates Tp'(CO)(C(O)H)W triple bond C- PPh(3) and Tp'(CO)(2)W=C(PPh(3))(H), respectively. Spectroscopic features reported for Tp'(CO)(2)W triple bond C--H include the W triple bond C stretch (observed

  [Tp'(CO)(2)W 三键 C--PPh(3)][PF(6)] (Tp' = hydridotris(3,5-二甲基吡唑基硼酸酯)) 用 Na[HBEt(3)] 处理THF 通过甲酰基和卡宾中间体 Tp'(CO)(C(O)H)W 三键 C-PPh(3) 和 Tp'( CO)(2)W=C(PPh(3))(H)，分别。报道的 Tp'(CO)(2)W 三键 C--H 的光谱特征包括 W 三键 C 拉伸（通过 IR 和拉曼光谱观察）和 (183)W NMR 信号（由 (1) 检测） H，(183)W 2D HMQC 实验）。Tp'(CO)(2)W 三键 C--H 亚甲基配合物与 HBF(4).Et(2)O 的质子化产生阳离子 α-agostic 亚甲基配合物 [Tp'(CO)(2)W= CH(2)][BF(4)]。亚甲基配合物 Tp' (CO)(2)W三键CH可以用烷基锂试剂去质子化，得到阴离
• Preparation of Chiral α-Oxy-[²H₁]methyllithiums of 99% ee and Determination of Their Configurational Stability
  作者：Dagmar Kapeller、Roland Barth、Kurt Mereiter、Friedrich Hammerschmidt

  DOI：10.1021/ja066183s

  日期：2007.1.1

  microscopically configurationally stable phosphinyloxy-substituted [2H1]methyllithiums, which rearranged to hydroxy-[1-2H1]methylphosphonates of ee > 98% (phosphate-phosphonate rearrangement). The N,N-diisopropylcarbamates of the enantiomeric tributylstannyl-[1-2H1]methanols were transmetalated to give carbamoyloxy-substituted chiral [2H1]methyllithiums, which were macroscopically configurationally stable for

  (三丁基锡烷基)甲基 2,2,6,6-四甲基哌啶-1-羧酸盐在 -78 摄氏度下用 t-BuLi/TMEDA 金属化，并用衍生自 (R,R)-1,2-二环己基乙烷的混合硼酸盐进行硼酸化1,2-二醇和叔丁醇得到等量的非对映体硼酸酯 31/32。硼酸盐 31 和 32 用 LiBEt3D 还原，然后用碱性 H2O2 氧化，分别得到 99% ee 的 (S)- 和 (R)-三丁基甲锡烷基-[1-2H1] 甲醇。在 -78 和 0 摄氏度下用 n-BuLi 处理它们各自的磷酸盐得到微观构型稳定的膦酰氧基取代的 [2H1] 甲基锂，其重排为 ee > 98% 的羟基-[1-2H1]甲基膦酸盐（磷酸盐-膦酸盐重排） . 然后，对映体三丁基甲锡烷基-[1-2H1] 甲醇的 N-二异丙基氨基甲酸酯被金属转移，得到氨基甲酰氧基取代的手性 [2H1] 甲基锂，在 - 78 摄氏度，由苯甲醛诱捕实验推断。这些甲基锂的化学稳定性在
• Nucleophilic Substitution of η⁵-Pyrrolyl Ligands in Ruthenium(II) Complexes
  作者：M. Rakowski DuBois、K. G. Parker、C. Ohman、B. C. Noll

  DOI：10.1021/om9700268

  日期：1997.5.1

  pyrrolyl ligand has been characterized in some cases, and protonation of the substituted pyrrole complex led to isolation of the free substituted pyrrole with recycling of the ruthenium complex. The nucleophilic substitutions are sensitive to the electronic features of the supporting ligands in the complex and to the strength of the nucleophiles.

  的RuCl的反应2（PPH 3）3与所述吡咯基复合物（NC的形成pyrrolyllithium结果4 ħ 4）的RuCl（PPH 3）2，1，已特征在于X射线衍射研究。结构确认η 5为吡咯配体η-键接模式。配体取代反应1导致相关η的简便合成5吡咯基钌络合物与其它suppporting配体。PET的反应3衍生物（NC 4 H ^ 4）RUX（PET 3）如图2所示，X ＝ Cl和I，用芳基锂和烷基锂试剂导致吡咯基配体的亲核取代，同时氢转移到金属离子上，形成（2-RNC 4 H 3）RuH（PEt 3）2。可以在氯化溶剂中将氢化物产物转化为相应的氯化物衍生物，以及络合物（2-PhNC 4 H 3）RuCl（PEt 3）2已经在结构上得到了表征。在某些情况下，已经表征了在配位的吡咯基配体上的第二次亲核取代反应，并且取代的吡咯配合物的质子化导致游离取代的吡咯的分离以及钌配合物的再循环。亲核取代对复
• Reactions of co-ordinated ligands. Part 55. Molybdenummediated addition of alkynes to cyclooctatetraene; one-electron oxidation and protonation of η³-allyl(η⁴-1,3-diene)(η-cyclopentadienyl or η⁵-indenyl) molybdenum complexes, and crystal structures of [Mo(η³,η⁴-C₁₂H₁₃)(η-C₅H₅)], [Mo(η²,η⁴-C₁₄H₁₇)(η-C₅H₅)][BF₄] and [Mo(η²,η⁴-C₁₂H₁₃)(µ_Mo,C-H)(η⁵-C₉H₇)][CF₃SO₃]
  作者：Lee Brammer、Barry J. Dunne、Michael Green、Grainne Moran、A. Guy Orpen、Carolyn Reeve、Colin J. Schaverien

  DOI：10.1039/dt9930001747

  日期：——

  single crystal X-ray diffraction study on 11 indicates the absence of agostic Mo(µ-H)C interactions, the radical cation being best described as a carbon-centred radical η2,η4-bonded to a 16-electron cationic molybdenum centre. Finally, the protonation of 1–4 has been studied, being shown to afford cationic species which adopt different structures in the solid state and in solution. An X-ray crystallographic

  的反应[沫（NCMe）（η 2 -MeC 2 Me）的2（η-C 5 H ^ 5）] [BF 4 ]与在质子清除剂存在的Na环辛四烯（COT）的乙腈2 CO 3，得到中性络合物[沫（η 3，η 4 -C 12 ħ 13）（η-C 5 H ^ 5）] 1。床和[沫（NCMe）（η之间的类似反应2 -EtC 2 ET）2（η-C 5 H ^ 5）] [BF 4 ]，[沫（NCMe）（η 2-MeC 2 Me）的2（η 5 -C 9 ħ 7）] [BF 4 ]和[沫（NCMe）（η 2 -EtC 2 ET）2（η 5 -C 9 ħ 7）] [BF 4 ]给定[沫（η 3，η 4 -C 14 ħ 17）（η-C 5 H ^ 5）] 2，[沫（η 3，η 4 -C 12 ħ 13）（η 5 -C 9 ħ 7）] 3和[沫（η 3，η 4 -C 14 ħ 17）（η 5 -C 9 ħ 7）] 4以良好