2-nitro-2-phenylpropane | 3457-58-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-nitro-2-phenylpropane
• 英文别名: 2-Nitro-2-phenyl-propan；2-phenyl-2-nitropropane；(1-methyl-1-nitroethyl)benzene；2-Nitropropan-2-ylbenzene
• CAS: 3457-58-7
• 化学式: C₉H₁₁NO₂
• 分子量: 165.192
• InChiKey: TVVMCHGYOZAXES-UHFFFAOYSA-N

物化性质

• 熔点：
  35.17°C (estimate)
• 沸点：
  263.03°C (estimate)
• 密度：
  1.1025

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2904209090

SDS

Version 1.0
Regulation (EC) No 1907/2006

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1 - Product and Company Information

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Product Name 2-NITRO-2-PHENYLPROPANE - 50 MG

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2 - Hazards Identification

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SPECIAL INDICATION OF HAZARDS TO HUMANS AND THE ENVIRONMENT
Harmful by inhalation, in contact with skin and if swallowed.

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3 - Composition/Information on Ingredients

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Product Name CAS # EC no Annex I
Index Number
2-NITRO-2-PHENYLPROPANE 3457-58-7 None None
Formula C9H11NO2
Molecular Weight 165,1900 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 SKIN CONTACT
In case of skin contact, flush with copious amounts of water for
at least 15 minutes. Remove contaminated clothing and shoes.
Call a physician.
AFTER EYE CONTACT
In case of contact with eyes, flush with copious amounts of
water for at least 15 minutes. Assure adequate flushing by
separating the eyelids with fingers. Call a physician.
AFTER INGESTION
If swallowed, wash out mouth with water provided person is
conscious. Call a physician.

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5 - Fire Fighting Measures

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EXTINGUISHING MEDIA
Suitable: Water spray. Carbon dioxide, dry chemical powder, or
appropriate foam.
SPECIAL RISKS
Specific Hazard(s): Emits toxic fumes under fire conditions.
SPECIAL PROTECTIVE EQUIPMENT FOR FIREFIGHTERS
Wear self-contained breathing apparatus and protective clothing
to prevent contact with skin and eyes.

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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.
PROCEDURE(S) OF PERSONAL PRECAUTION(S)
Wear self-contained breathing apparatus, rubber boots, and heavy
rubber gloves.
METHODS FOR CLEANING UP
Sweep up, place in a bag and hold for waste disposal. Avoid
raising dust. 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 dust. Avoid contact
with eyes, skin, and clothing. Avoid prolonged or repeated
exposure.
STORAGE
Conditions of Storage: Keep tightly closed.

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8 - Exposure Controls / Personal Protection

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ENGINEERING CONTROLS
Mechanical exhaust required. Safety shower and eye bath.
GENERAL HYGIENE MEASURES
Wash thoroughly after handling.
PERSONAL PROTECTIVE EQUIPMENT
Respiratory Protection: Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US)
or CEN (EU). Where risk assessment shows air-purifying respirators
are appropriate use a full-face particle respirator type N99 (US)
or type P2 (EN 143) respirator cartridges as a backup to
engineering controls. If the respirator is the sole means of
protection, use a full-face supplied air respirator.
Hand Protection: Compatible chemical-resistant gloves.
Eye Protection: Chemical safety goggles.

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9 - Physical and Chemical Properties

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pH N/A
BP/BP Range N/A
MP/MP Range N/A
Flash Point N/A
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Flammability N/A
Autoignition Temp N/A
Oxidizing Properties N/A
Explosive Properties N/A
Explosion Limits N/A
Vapor Pressure N/A
Partition Coefficient Log Kow: 2,137
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
Stable: Stable.
Materials to Avoid: Strong oxidizing agents.
HAZARDOUS DECOMPOSITION PRODUCTS
Hazardous Decomposition Products: Carbon monoxide, carbon dioxide,
and nitrogen oxides.
HAZARDOUS POLYMERIZATION
Hazardous Polymerization: Will not occur

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11 - Toxicological Information

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SIGNS AND SYMPTOMS OF EXPOSURE
To the best of our knowledge, the chemical, physical, and
toxicological properties have not been thoroughly investigated.
ROUTE OF EXPOSURE
Skin Contact: May cause skin irritation.
Skin Absorption: Harmful if absorbed through skin.
Eye Contact: May cause eye irritation.
Inhalation: Harmful if inhaled. Material may be irritating to
mucous membranes and upper respiratory tract.
Ingestion: Harmful if swallowed.

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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
Contact a licensed professional waste disposal service to dispose
of this material. Dissolve or mix the material with a combustible
solvent and burn 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
Non-hazardous for road transport.
IMDG
Non-hazardous for sea transport.
IATA
Non-hazardous for air transport.

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15 - Regulatory Information

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CLASSIFICATION AND LABELING ACCORDING TO EU DIRECTIVES
INDICATION OF DANGER: Xn
Harmful.
R-PHRASES: 20/21/22
Harmful by inhalation, in contact with skin and if swallowed.
S-PHRASES: 36/37
Wear suitable protective clothing and gloves.
Caution: Substance not yet fully tested (EU).

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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.
ALDRICH www.molbase.com

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-nitro-2-phenylpropane 生成 2-苯基异丙基自由基
  参考文献：
  名称：

  同族化合物中从均裂到杂裂的自由基阴离子的裂解反应

  摘要：

  三种 α-硝基枯烯（α-硝基枯烯、对氰基-α-硝基枯烯和对硝基-α-硝基枯烯，1a-c）的自由基阴离子的性质已通过电化学方法确定。特别地，发现中性/自由基阴离子对的标准电位相对于二茂铁离子/二茂铁电位为 -2.20、-2.04 和 -1.43 V，并且从自由基阴离子中排出亚硝酸盐的速率常数为 3 1a-c 分别为 × 106、5 × 106 和 240 s-1。将这些电位与相关化合物的电位进行比较表明，分子的硝基烷基部分的还原发生在 1a 和 1b 中，而在 1c 中，电子被添加到硝基苯基上。因此，使用先前定义的术语，1a 和 1b 的自由基阴离子裂解为亚硝酸盐和相应的枯基自由基是均裂反应的例子，但 1c 的自由基阴离子的裂解是异裂的。已经估计了三种裂解反应的驱动力并...

  DOI：

  10.1021/ja9922779
• 作为产物：
  描述：

  异丙苯 在 硝酸 作用下， 以 水 为溶剂， 140.0 ℃ 、10.44 MPa 条件下， 反应 0.03h， 生成 2-nitro-2-phenylpropane
  参考文献：
  名称：

  [EN] NITRATED HYDROCARBONS, DERIVATIVES, AND PROCESSES FOR THEIR MANUFACTURE
  [FR] HYDROCARBURES NITRÉS, DÉRIVÉS ET LEURS PROCÉDÉS DE PRODUCTION

  摘要：

  提供了一种通过稀硝酸对碳氢化合物进行硝化形成硝化化合物的过程。还提供了制备工业上有用的硝化化合物下游衍生物的过程，以及新颖的硝化化合物和衍生物，以及在各种应用中使用衍生物的方法。

  公开号：

  WO2009129097A1

文献信息

• The arylation of nitroalkanes and nitronate salts with aryllead triacetates
  作者：Robert P. Kozyrod、John T. Pinhey

  DOI：10.1016/0040-4039(81)80151-7

  日期：1981.1

  Nitroalkanes and their nitronate salts undergo α-arylation in good yield when treated with an aryllead triacetate in dimethyl sulfoxide.

  当用二乙酸亚砜中的三乙酸芳基铅处理时，硝基烷及其亚硝酸盐以高收率进行α-芳基化。
• Metal-Free <i>C</i>-Arylation of Nitro Compounds with Diaryliodonium Salts
  作者：Chandan Dey、Erik Lindstedt、Berit Olofsson

  DOI：10.1021/acs.orglett.5b02270

  日期：2015.9.18

  An efficient, mild, and metal-free arylation of nitroalkanes with diaryliodonium salts has been developed, giving easy access to tertiary nitro compounds. The reaction proceeds in high yields without the need for excess reagents and can be extended to α-arylation of nitroesters. Nitroalkanes were selectively C-arylated in the presence of other easily arylated functional groups, such as phenols and

  已开发出一种高效，温和且无金属的硝基烷与二芳基碘鎓盐的芳基化，可轻松获得叔硝基化合物。该反应以高产率进行，不需要过量的试剂，并且可以扩展至硝基酯的α-芳基化。在其他易于芳基化的官能团（例如酚和脂族醇）的存在下，将硝基烷烃选择性地进行C-芳基化。
• A fast procedure for the reduction of azides and nitro compounds based on the reducing ability of Sn(SR)3-species
  作者：Marti Bartra、Pedro Romea、Fèlix Urpí、Jaume Vilarrasa

  DOI：10.1016/s0040-4020(01)85439-9

  日期：1990.1

  Tin(II) complexes prepared by treatment of SnCl2or Sn(SR)2 with appropriate amounts of RSH and Et3N appear to be the best reducing agents for azides (to amines) reported so far. These tin(II) complexes also reduce primary and secondary aliphatic nitro compounds to oximes, usually within minutes at r.t. or hours in cold, and tertiary aliphatic as well as aromatic nitro compounds to afford the corresponding

  通过用适量的RSH和Et 3 N处理SnCl 2或Sn（SR）2制备的锡（II）络合物似乎是迄今为止报道的叠氮化物（对胺类）的最佳还原剂。这些锡（II）配合物还可以将伯和仲脂肪族硝基化合物还原为肟，通常在室温下在数分钟之内或数小时之内即可还原成肟，而叔脂肪族以及芳香族硝基化合物也可以还原为相应的羟胺。通常，叠氮化物比硝基取代基反应更快，而羰基，亚砜，砜，腈和酯在相同条件下实际上是不反应的。还阐明了Sn（SPh）3-与叠氮化物和硝基化合物反应的一些机理细节。
• Denitrohydrogenation of aliphatic nitro compounds and a new use of aliphatic nitro compounds as radical precursors
  作者：Noboru Ono、Hideyoshi Miyake、Akio Kamimura、Isami Hamamoto、Rui Tamura、Aritsune Kaji

  DOI：10.1016/s0040-4020(01)97180-7

  日期：1985.1

  Aliphatic nitro groups are replaced by hydrogen on treatment with tributyltin hydride which proceeds via free radical chain processes. As the nitro group is selectively denitrated and other reducible groups are not affected with tributyltin hydride, this reaction can be used as a method for removing the nitro group from polyfunctional compounds. The radical intermediates generated via denitration can

  在氢化三丁基锡氢化物处理中，脂肪族硝基被氢取代，氢化三丁基锡通过自由基链过程进行。由于硝基被选择性地反硝化并且其他可还原基团不受氢化三丁基锡的影响，因此该反应可用作从多官能化合物中去除硝基的方法。通过脱硝产生的自由基中间体也可用于碳-碳键形成反应。
• A new synthetic method: Direct replacement of the nitro group by hydrogen or deuterium
  作者：Noboru Ono、Hideyoshi Miyake、Rui Tamura、Aritsune Kaji

  DOI：10.1016/s0040-4039(01)90417-4

  日期：1981.1

  The nitro group in tertiary or secondary aliphatic nitro compounds is replaced by hydrogen or deuterium on treatment with tributyltin hydride or tributyltin deuteride, respectively.

  分别用氢化三丁基锡或氘代三丁基锡处理的氢或氘取代叔或仲脂肪族硝基化合物中的硝基。