(Trimethylsilyl)Diazomethane 三甲基硅烷化重氮甲烷
CAS 18107-18-1 MFCD00053946
化学结构图
SMILES: C[Si](C)(C)C=[N+]=[N-]
化学属性
| Mol. Formula | C4H10N2Si |
|---|---|
| Mol. Weight | 114 |
| Density | 0.718 |
| Flash Point | -23°(-10°F) |
| TSCA | No |
| Boiling Point | 96 |
| Refractive index | 1.4362 |
| Stability | 对热、湿度、光线敏感 |
| pH | :A |
别名和识别编码
| Chemical Name | (Trimethylsilyl)Diazomethane |
|---|---|
| Synonym | (Diazomethyl)trimethylsilane (TRIMETHYLSILYL)DIAZOMETHANE SOLUTION, ~2 M IN HEXANE (TRIMETHYLSILYL)DIAZOMETHANE, 2.0 M IN D (TRIMETHYLSILYL)DIAZOMETHANE, 2.0M SOLUT ION IN HEXANES (Trimethylsilyl)diazomethane, 2M in hexanes (Trimethylsilyl)diazomethane, ca. 2.0M solution in hexanes, technical (三甲硅烷)重氮甲烷,2M /正己烷 Diazo(trimethylsilyl)methane TMS-DIAZOMETHANE Trimethylsilyldiazomethane,10%inhexane 三甲基矽三坐甲烷 |
| CAS Number | 18107-18-1 |
| PubChem Substance ID | 87576934 |
| Beilstein Registry Number | 1902903 |
| MDL Number | MFCD00053946 |
| Reaxys-RN | 956593 |
| EC Number | 250-023-7 |
| Chemical Name Translation | 三甲基硅烷化重氮甲烷 |
| LabNetwork Molecule ID | LN00163047 |
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分类
- Alkylation Reagents, Analytical Reagents, Analytical/Chromatography, C-X Bond Formation (Non-Halogen), Chemical Synthesis, Derivatization Reagents, Derivatization Reagents GC, Diazoalkales, Others, Reagents for Alkylation & Esterification, Synthetic Reagents
- {SNA} C-X Bond Formation (Non-Halogen), Chemical Synthesis, Others, Synthetic Reagents
产品应用
- Reactant for preparation of:
- • Macrolactam analogs of the natural product macrolide (-)-A26771B with improved metabolic stability and antibacterial activity
- • Aigialomycin D analogues as protein kinase inhibitors for cancer treatment
- • Unnatural α-amino acid derivatives containing gem-bisphosphonates via Michael addition reaction
- • Capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates
- • Stictamides A-C as matrix metallopeptidase 12 (MMP12) inhibitors with antitumor invasion activity
- • Endothelin converting enzyme (ECE) Inhibitors WS 75624A and WS 75624B via a cross-metathesis approach
- • Ent-kaurene derivatives as anti-inflammatory agents
- • Desmosdumotin C analogs as potent antitumor agents acting via activation of spindle assembly checkpoint
- • Imidazolo[2,1-b]benzothiazole derivatives as potential p53 inhibitors
相关文献及参考
- 1. Canova, S.; et al. Bioorg. Med. Chem. Lett. 21 , 4768, (2011)
- 2. Xu, J.; et al. ACS Med. Chem. Lett. 2 , 662, (2011)
- 3. Xue, Z.-Y.; et al. J. Am. Chem. Soc. 133 , 11757, (2011)
- 4. Gold, H.; et al. Carbohydr. Res. 346 , 1467, (2011)
- 5. Liang, Z.; et al. J. Org. Chem. 76 , 3635, (2011)
- 6. Dash, J.; et al. Tetrahedron Lett. 52 , 2246, (2011)
- 7. Hueso-Falcon, I.; et al. Eur. J. Med. Chem. 46 , 1291, (2011)
- 8. Nakagawa-Goto, K.; et al. Bioorg. Med. Chem. 19 , 1816, (2011)
- 9. Christodoulou, M. S.; et al. Bioorg. Med. Chem. 19 , 1649, (2011)
- 10. J. Org. Chem. 71 , 6542, (2006) 摘要
- Synlett , 107,109, (1994)
- Adv. Use Synthons Org. Chem. 1 , 51, (1993)
- J. Mol. Catal. 90 , 125, 213, (1994)
- J. Organomet. Chem. 476 , C27, (1994)
- Tetrahedron Lett. 45 , 4703-4705, (2004)
- Ballard, S.L., et al., Gbb/BMP signaling is required to maintain energy homeostasis in Drosophila. Dev. Biol. 337 , 375-85, (2010) 摘要
- Fieser 15 ,344 / Fieser 16 ,361
- Structure Index 1 , 474:C:1
安全信息
GHS Symbol
- H330 Fatal if inhaled 吸入致命
- H336 May cause drowsiness or dizziness 肯能导致嗜睡或头晕
- H302 Harmful if swallowed 吞食有害
- H350 May cause cancer 可能致癌
- H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
- H370 Causes damage to organs 导致器官损伤
- H315 Causes skin irritation 会刺激皮肤
- H304 May be fatal if swallowed and enters airways 吞食和进入呼吸道可能致命
- H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。
- H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
- P201 Obtain special instructions before use. 使用前获取专门指示。
- 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。
- P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
- P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
- 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。
- P281 Use personal protective equipment as required. 使用所需的个人防护装备。
- P301+P310
- P301+P330+P331+P310
- P302+P352
- P303+P361+P353
- P304+P340
- P305+P351+P338
- P308+P313
- P403+P233
- 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；
- S20 When using do not eat or drink 使用时，不得进食，饮水；
- 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；
- S4 Keep away from living quarters 远离生活区；
- 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）；
- S57 Use appropriate containment to avoid environmental contamination 使用适当容器避免环境污染；
- S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；
- S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中，参考特别指示/安全收据说明书；
- S62 If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label where possible 吞食后不要催吐：立即求医并出示该容器或标签；
- S9 Keep container in a well-ventilated place 保持容器在通风良好的场所；
- R11 Highly flammable 非常易燃
- R23 Toxic by inhalation 吸入有毒
- R26 Very toxic by inhalation 吸入极毒
- R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
- R38 Irritating to skin 刺激皮肤
- R39/26 Very Toxic: danger of very serious irreversible effects through inhalation 剧毒：吸入会产生十分严重的不可逆危险
- R45 May cause cancer 可能致癌
- R48/20
- R51/53
- R62 Possible risk of impaired fertility 有削弱生殖能力的危险
- 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
- 上游原料:乙醚 --> 四氢呋喃 --> 三氯氧磷 --> 丙酮 --> 正己烷 --> 镁 --> 苯酚 --> 叠氮化钠 --> N,N-二甲基苯胺 --> 1,2-二溴乙烷 --> 叠氮磷酸二苯酯 --> 氯甲基三甲基硅烷 --> 氯磷酸二苯酯
- 三甲基硅烷化重氮甲烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 T1146 三甲基硅重氮甲烷(约10%的己烷溶液,约0.6mol/L) Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L) 25ML 1590元 2014/06/02 T1146 三甲基硅重氮甲烷(约10%的己烷溶液,约0.6mol/L) Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L) 10ML 904元 2014/06/02 T1146 三甲基硅重氮甲烷(约10%的己烷溶液,约0.6mol/L) Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L) 100ML 5080元
- 不溶于水。
- Sigma Aldrich:18107-18-1(sigmaaldrich)
- Acros Organics:三甲基硅烷化重氮甲烷 (Trimethylsilyl)diazomethane, 2.0M solution in hexanes(18107-18-1)
- Alfa Aesar:(三甲硅烷)重氮甲烷,2M/正己烷 (Trimethylsilyl)diazomethane, 2M in hexanes(18107-18-1)
- F:10
- 用途一:衍生化试剂
- MOL 文件:18107-18-1.mol
- TCI Shanghai:三甲基硅重氮甲烷(约10%的正己烷溶液,约0.6mol/L) Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L)(18107-18-1)
- TSCA:Yes
