Borane dimethyl sulfide complex 硼烷二甲硫醚络合物
CAS 13292-87-0 MFCD00013189
化学结构图
SMILES: B.CSC
化学属性
| Flash Point | 18°C(lit.) |
|---|---|
| TSCA | Yes |
| Boiling Point | ~34 °C |
| Refractive index | 1.4550 to 1.4590 |
| Melting Point | -40 |
| Solubility | 起反应 |
| Stability | 对空气和水分敏感 |
| Density | 0.844 |
| Mol. Formula | C2H9BS |
| Mol. Weight | 75.97 |
| pH | -:A |
| Danger-Level | - |
| Redox | - |
别名和识别编码
| Chemical Name | Borane dimethyl sulfide complex |
|---|---|
| Synonym | ( (Dimethyl sulfide)trihydroboron BMS BMS Trihydro[thiobis[methane]]boron BORANE-DIMETHYLSULFIDE Borane-dimethyl sulfide Borane-dimethyl sulfide (1:1) Borane-dimethyl sulfide complex (1:1) Borane-methyl sulfide complex Dimethylsulfide trihydroborane Methyl sulfide, compd. with BH3 dimethylsulfideborane,dmsb 硼烷二甲基硫醚络合物 硼烷二甲基硫醚络合物 溶液 硼烷甲基硫醚络合物 |
| PubChem Substance ID | 9833925 |
| Beilstein Registry Number | 3663489 |
| MDL Number | MFCD00013189 |
| CAS Number | 13292-87-0 |
| EC Number | 236-313-6 |
| Reaxys-RN | 3663489 |
| Chemical Name Translation | 硼烷二甲硫醚络合物 |
| InChIKey | OYBFZKUHMBOMST-UHFFFAOYSA-N |
| LabNetwork Molecule ID | LN00163872 |
| InChI | InChI=1S/C2H6S.B/c1-3-2;/h1-2H3; |
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分类
- {SNA} 12 Principles Aligned Products, 25mL Sure/Seal Reagents, Boranes, Chemical Synthesis, Greener Alternative Products, Organometallic Reagents, Red
- {SNA} 25mL Sure/Seal Reagents, Boranes, Chemical Synthesis, Organometallic Reagents, Reduction, Synthetic Reagents
产品应用
- 与与树枝状聚合物负载的 L-吡咯烷醇共同用于茚酮和四氢萘酮的不对称还原反应。二茂铁基-1,3-二酮转化为手性 1,3-二醇的 CBS 催化不对称还原反应。C3-对称三脚羟基酰胺催化的酮高度不对称还原反应。反应物用作特定选择的还原剂
- 反应物参与:
- ·硼氢化反应/氧化笼状化合物的合成.
相关文献及参考
- Conditions for reduction of amino acids to amino alcohols without racemization are described for L-valine: Org. Synth. Coll., 7, 530 (1990).
- Short: IV/20A
- Stable, convenient reagent for a wide range of reduction and hydroboration reactions. Reviews: Org. Prep. Proced. Int., 13, 225 (1981); Chem. Rev., 76, 773 (1976); A. Pelter et al, Borane Reagents, Academic Press, N.Y. (1988).
- By use of refluxing THF as solvent, the reduction can be extended to include esters, primary, secondary and tertiary amides and nitriles: J. Org. Chem., 47, 1389 (1982); Synth. Commun., 21, 1579 (1991).
- Short: EINECS
- Short: III/35A
- For a discussion of the effect of the alkene structure on hydroboration with borane dimethyl sulfide, see: J. Org. Chem., 48, 644 (1983). For cis-anti-Markovnikov hydration of alkenes by hydroboration with BMS, followed by H2O2 oxidation of the borane, see: J. Org. Chem., 39, 1437 (1974).
- Carboxylic acids are readily reduced to alcohols: J. Org. Chem., 38, 2786 (1973).
- The selectivity of BMS in reducing free acids more rapidly than esters is reversed in the case of monoesters of malonic acids. The borane binds initially to the acid function, but reduces the ester group intramolecularly: Tetrahedron Lett., 30, 6687 (1989):
- Stable, convenient reagent for a wide range of reduction and hydroboration reactions. Reviews: Org. Prep. Proced. Int., 13, 225 (1981); Chem. Rev., 76, 773 (1976); A. Pelter et al
安全信息
GHS Symbol
- H315 Causes skin irritation 会刺激皮肤
- H318 Causes serious eye damage 严重伤害眼睛
- H260 In contact with water releases flammable gases which may ignite spontaneously 与水接触时释放可燃气体，可自燃。
- H224 Extremely flammable liquid and vapour 极端易燃液体和蒸气
- H335+H336
- H301+H311
- H304 May be fatal if swallowed and enters airways 吞食和进入呼吸道可能致命
- H336 May cause drowsiness or dizziness 肯能导致嗜睡或头晕
- H302+H312
- H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
- H361d Suspected of damaging the unborn child 怀疑对未出生婴儿造成伤害
- H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
- H301 Toxic if swallowed 吞食有毒
- H312 Harmful in contact with skin 皮肤接触有害
- H335 May cause respiratory irritation 可能导致呼吸道刺激
- H351 Suspected of causing cancer 怀疑致癌
- H302 Harmful if swallowed 吞食有害
- H261 In contact with water releases flammable gas 与水接触时释放可燃气体。
- P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
- P223 Keep away from any possible contact with water, because of violent reaction and possible flash fire. 远离任何与水接触的可能，因为会剧烈反应可能产生闪火。
- P231+P232
- P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
- P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
- P303+P361+P353
- P335+P334
- P370+P378
- P402+P404
- P403+P235
- P422 Store contents under… 存储目录在…之下。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
- S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾；
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
- S29 Do not empty into drains 不要排入下水道；
- S33 Take precautionary measures against static discharges 对静电采取预防措施；
- S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
- S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
- S36/39 Wear suitable protective clothing and eye/face protection 穿戴适当的防护服和眼睛/面保护；
- S43 In case of fire use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add -?Never use water) 着火时使用（指明具体的消防器材种类，如果用水增加危险，注明“禁止用水”
- S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
- R11 Highly flammable 非常易燃
- R12 Extremely flammable 极端易燃
- R14/15 Reacts violently with water, liberating extremely flammable gases 遇水剧烈反应，释放出高度可燃气体
- R19 May form explosive peroxides 可能生成易爆的过氧化物质
- R21 Harmful in contact with skin 与皮肤接触有害
- R22 Harmful if swallowed 吞咽有害
- R36 Irritating to eyes 刺激眼睛
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
- R37/38 Irritating to respiratory system and skin 对呼吸系统和皮肤有刺激性
- R38 Irritating to skin 刺激皮肤
- R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
- R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
- R48/20
- R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
- R65 Harmful: may cause lung damage if swallowed 若吞咽可能伤害肺部器官
- R67 Vapours may cause drowsiness and dizziness 蒸汽可能导致嗜睡和昏厥
其他信息
- 下游产品:二甲基二茂铁 --> 4-羟基-6-溴-2,3-二氢硫色烯-1,1-二氧化物 --> (S)-5-羟甲基二氢呋喃-2-酮 --> 3-硝基苄胺盐酸盐 --> 3-(4-硝基苯基)-1-丙醇 --> 频那醇硼烷 --> 正丁基二茂铁 --> 乙基二茂铁
- 外观:无色透明液体.
- 用途一:硼烷二甲硫醚络合物(13292-87-0)与蒎烯13126配套使用用于生产孟鲁司特钠以及恩替卡韦.
- Sigma Aldrich:13292-87-0(sigmaaldrich)
- 硼烷二甲硫醚络合物价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 K1558701 甲硼烷二甲基硫络合物（95％在二甲硫溶液） (+4℃) 25ml 693元 2011/04/16 D1843 硼烷二甲硫醚 Dimethyl Sulfide Borane 25ML 633元 2010/06/21 185071000 硼烷二甲硫醚络合物 Borane-methyl sulfide complex , 2M solution in tetrahydrofuran, AcroSeal® 100 ML 545元
- Alfa Aesar:硼烷二甲基硫醚,在氩气保护下储存在ChemSeal密封瓶中密封 Borane-dimethyl sulfide complex, packaged under Argon in resealable ChemSeal™ bottles(13292-87-0)
- 图谱信息:硼烷二甲硫醚络合物(13292-87-0)红外图谱(IR1) 硼烷二甲硫醚络合物(13292-87-0)核磁图( 13 CNMR) 硼烷二甲硫醚络合物(13292-87-0)质谱(MS) 硼烷二甲硫醚络合物(13292-87-0)核磁图( 1 HNMR)
- TCI Shanghai:硼烷二甲硫醚络合物 Dimethyl Sulfide Borane,>;90.0%(T)(13292-87-0)
- MOL 文件:13292-87-0.mol
- 敏感性:Air & Moisture Sensitive
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