(Trimethylsilyl)Diazomethane 三甲基硅烷化重氮甲烷

CAS 18107-18-1 MFCD00053946

化学结构图

18107-18-1
SMILES: C[Si](C)(C)C=[N+]=[N-]

化学属性

Mol. FormulaC4H10N2Si
Mol. Weight114
Density0.718
Flash Point-23°(-10°F)
TSCANo
Boiling Point96
Refractive index1.4362
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 Number18107-18-1
PubChem Substance ID87576934
Beilstein Registry Number1902903
MDL NumberMFCD00053946
Reaxys-RN956593
EC Number250-023-7
Chemical Name Translation三甲基硅烷化重氮甲烷
LabNetwork Molecule IDLN00163047
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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
WGK Germany3
Hazard statements
  • 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
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes 3 6.1 F,T+ F,T+,N
Precautionary statements
  • 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.....
Signal word Danger
Storage condition 储存温度 2-8°C Refrigerator 储存温度 2-8°C,充氩保存 Moisture & Light Sensitive 0-10°C 0-10
UN Number 1992 2924 3383 UN1992 UN3383
Safety Statements
  • 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;
Risk Statements
  • 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
Packing GroupII
Hazard Class3/8

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

系列性分类


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