Diisopropyl Azodicarboxylate 偶氮二甲酸二异丙酯DIAD
CAS 2446-83-5 MFCD00008875
化学结构图
SMILES: CC(C)OC(=O)N=NC(=O)OC(C)C
化学属性
| Mol. Formula | C8H14N2O4 |
|---|---|
| Mol. Weight | 202.21 |
| Density | 1.027 |
| Refractive index | n20/D 1.420(lit.) |
| Boiling Point | 277°C at 760 mmHg |
| Flash Point | 106°C |
| TSCA | No |
| Melting Point | 3-5°C |
| Solubility | 不溶 |
| Appearance | 偶氮二甲酸二异丙酯(2446-83-5)为桔红色透明油状液体，有特殊气味。沸点75℃ |
| pH | :A |
别名和识别编码
| Chemical Name | Diisopropyl Azodicarboxylate |
|---|---|
| MDL Number | MFCD00008875 |
| CAS Number | 2446-83-5 |
| EC Number | 219-502-8 |
| Beilstein Registry Number | 1912326 |
| Synonym | Diisopropyl azodicarboxylate {LY} Diisopropyl azodicarboxylate {} {LY} Diisopropyl azodicarboxylate {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diisopropyl azodicarboxylate {} {} {} {} {} {} {} {} {} {} {} {} |
| PubChem Substance ID | 5363146 |
| Chemical Name Translation | 偶氮二甲酸二异丙酯DIAD |
| Reaxys-RN | 5262252 |
| InChIKey | VVWRJUBEIPHGQF-MDZDMXLPSA-N |
| LabNetwork Molecule ID | LN00221145 |
| InChI | InChI=1S/C8H14N2O4/c1-5(2)13-7(11)9-10-8(12)14-6(3)4/h5-6H,1-4H3/b10-9+ |
| Canonical SMILES | O=C(/N=N/C(OC(C)C)=O)OC(C)C |
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分类
- {SNA} C-X Bond Formation (Non-Halogen), Chemical Synthesis, Mitsunobu, Synthetic Reagents
- {SNA} C-X Bond Formation (Non-Halogen), Chemical Reagents, Chemical Synthesis, Development Quantities for Research, Mitsunobu, Synthetic Reagents
- {SNA} Chemical Reagents, C-X Bond Formation (Non-Halogen), Chemical Synthesis, Development Quantities for Research, Mitsunobu, Synthetic Reagents
产品应用
- 在40~120℃范围内可获得高发气量。可用于制浅色乙烯基泡沫塑料。具有均匀的微孔结构，随配方与加工条件不同，可得闭孔或开孔的泡沫体。 用作乙烯基树脂的液体发泡剂。可用于制浅色乙烯基泡沫塑料。也用作医药中间体。
相关文献及参考
- Alternative to 'DEAD' (Diethyl azodicarboxylate, L19348), more stable at elevated temperatures. DIAD has been used in combination with Triphenylphosphine, L02502, in Mitsunobu-type reactions of alcohols with acids, amides, etc. In the Mitsunobu esterification reaction yields improve with increasing acid strength. For a discussion, see: J. Org. Chem., 61, 2967 (1996).
- Merck: 14,10339
- For use in the regioselective, stereospecific Mitsunobu azidation of 1,2- and 1,3-diols with Trimethylsilyl azide, L00173, see: J. Org. Chem., 64, 6049 (1999).
- An extremely mild route to isocyanates involves treatment of an aliphtic primary amine with CO2 to form the carbamate salt which reacts at low temperature with the Mitsunobu reagent from DIAD and PPh3, giving the isocyanate in high yield. 2,6-Dialkylanilines also undergo the reaction if Bu3P is used; the reaction failed with other anilines: Tetrahedron Lett., 40, 363 (1999).
- For reviews of the Mitsunobu reaction, see: Synthesis, 1 (1981); Org. React., 42, 335 (1992); Org. Prep. Proced. Int., 28, 127 (1996). For a brief feature on synthetic uses of Mitsunobu reagents, see: Synlett, 1221 (2003).
安全信息
GHS Symbol
- S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
- 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；
- S36 Wear suitable protective clothing 穿戴适当的防护服；
- 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；
- S37 Wear suitable gloves 戴适当手套；
- S47 Keep at temperature not exceeding ... °C (to be specified by the manufacturer) 保持温度不超过……°C（由生产厂家指定）；
- 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；
- R11 Highly flammable 非常易燃
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
- R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
- R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
- R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
- R48/20/22
- R5 Heating may cause an explosion 加热会引起爆炸
- R51/53
- P201 Obtain special instructions before use. 使用前获取专门指示。
- P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
- P241+
- 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。
- P264+P265
- P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
- 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。
- P273 Avoid release to the environment. 避免释放到环境中。
- 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。
- P302+P352
- P303+P361+P353
- P304+P340
- P305+P351+P338
- P308+P311
- P308+P313
- P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适，呼叫解毒中心或医生/医师。
- P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医，如果你觉得不舒服
- P319
- P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
- P332+P313
- P332+P317
- P337+P313
- P337+P317
- P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
- P362+P364
- P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
- P403+P233
- P405 Store locked up. 上锁保管。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
- H315 Causes skin irritation 会刺激皮肤
- H319 Causes serious eye irritation 严重刺激眼睛
- H335 May cause respiratory irritation 可能导致呼吸道刺激
- H351 Suspected of causing cancer 怀疑致癌
- 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
- H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。
其他信息
- 偶氮二甲酸二异丙酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 A1246 偶氮二甲酸二异丙酯(40%的甲苯溶液,约1.9mol/L) Diisopropyl Azodicarboxylate (40% in Toluene, ca. 1.9mol/L) 25G 356元 2010/06/21 327561000 偶氮二甲酸二异丙酯 Diisopropyl azodicarboxylate 94% 100 GR 986元 2010/06/21 327560250 偶氮二甲酸二异丙酯 Diisopropyl azodicarboxylate 94% 25 GR 402元
- 海关编码:29270000
- 下游产品:联苯肼酯
- 用途一:用作染料中间体、医药中间体、有机合成试剂、橡胶塑料液体发泡剂等
- F:4.10-8
- Acros Organics:偶氮二甲酸二异丙酯/DIAD Diisopropyl azodicarboxylate, 97%(2446-83-5)
- Alfa Aesar:偶氮二羧酸异丙酯,94% Diisopropyl azodicarboxylate, 94%(2446-83-5)
- 用途二:在40~120℃范围内可获得高发气量。可用于制浅色乙烯基泡沫塑料。具有均匀的微孔结构，随配方与加工条件不同，可得闭孔或开孔的泡沫体。 用作乙烯基树脂的液体发泡剂。可用于制浅色乙烯基泡沫塑料。也用作医药中间体。
- 存储注意事项:氮气保护
- 有特殊气味。溶于一般增塑剂，与塑料互溶性好，热稳定性好。贮存稳定。分解物无色、无毒、不污染、不喷霜、无臭味。
- MSDS 信息:DIAD(2446-83-5).msds
- Hazard Note:Harmful/Irritant
- 检测方法:GC,NMR
- Sigma Aldrich:2446-83-5(sigmaaldrich)
- 产品描述:偶氮二甲酸二异丙酯(英文Diisopropyl azodicarboxylate;Diisopropyl azodiformate 简称DIAD;发泡剂DIPA)属于二异丙基偶氮羟酸盐，常温下为桔红色透明油状液体，有特殊气味，溶于几乎所有的有机溶剂和增塑剂，不溶于水，溶于一般增塑剂，与塑料互溶性好，热稳定性好。贮存稳定。分解物无色、无毒、不污染、不喷霜、无臭味。在40～120℃范围内可获得高发气量。是乙烯基树脂的液体发泡剂，可用于制浅色乙烯基泡沫塑料。具有均匀的微孔结构，随配方与加工条件不同，可得闭孔或开孔的泡沫体。此外还用作医药中间体，有机合成试剂等。
- TCI Shanghai:偶氮二甲酸二异丙基酯(40%的甲苯溶液,约1.9mol/L) Diisopropyl Azodicarboxylate (40% in Toluene, ca. 1.9mol/L)(2446-83-5)
- MOL 文件:2446-83-5.mol
- 敏感性:Light Sensitive
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