3-(2-氧代-2,3-二氢-1,3-苯并噁唑)丙腈 | 13610-55-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 中文名称: 3-(2-氧代-2,3-二氢-1,3-苯并噁唑)丙腈
• 中文别名: 2-酮基-3(2H)-苯并噁唑丙腈
• 英文名称: 2-oxo-3(2H)-benzoxazolinepropionitrile
• 英文别名: 3-(2-cyanoethyl)benzoxazolone；3-(2-oxo-benzooxazol-3-yl)-propionitrile；N-Benzoxazolonyl-β-propionitril；3-Benzoxazolonyl-(3)-propionitril；3-(2-Oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanenitrile；3-(2-oxo-1,3-benzoxazol-3-yl)propanenitrile
• CAS: 13610-55-4
• 化学式: C₁₀H₈N₂O₂
• mdl: MFCD00052165
• 分子量: 188.186
• InChiKey: CAVKDMJWXRXNJH-UHFFFAOYSA-N

物化性质

• 熔点：
  119-121 °C(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2934999090

SDS

Name:	3-(2-Oxo-2 3-dihydro-1 3-benzoxazol-3-yl)propanenitrile 97% Material Safety Data Sheet
Synonym:	3-(2-Benzoxazolinin-3-yl)propionitril
CAS:	13610-55-4

Section 1 - Chemical Product MSDS Name:3-(2-Oxo-2 3-dihydro-1 3-benzoxazol-3-yl)propanenitrile 97% Material Safety Data Sheet
Synonym:3-(2-Benzoxazolinin-3-yl)propionitril

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
13610-55-4	3-(2-Oxo-2,3-dihydro-1,3-benzoxazol-3-	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 13610-55-4: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 118 - 120 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C10H8N2O2
Molecular Weight: 188

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, reducing agents, bases.
Hazardous Decomposition Products:
Hydrogen cyanide, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 13610-55-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-(2-Oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanenitrile - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: NITRILES, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 13610-55-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 13610-55-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 13610-55-4 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-(2-氧代-2,3-二氢-1,3-苯并噁唑)丙腈 在 硫酸 、 氨 作用下， 以 乙醇 为溶剂， 生成 2-oxo-3(2H)-benzoxazolepropionamide
  参考文献：
  名称：

  Lespagnol,A. et al., Chimica Therapeutica, 1967, vol. 2, p. 343 - 346

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基羟胺 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 9.0h， 生成 3-(2-氧代-2,3-二氢-1,3-苯并噁唑)丙腈
  参考文献：
  名称：

  Synthesis of 3-Alkylbenzoxazolones from N-Alkyl-N-arylhydroxylamines by Contiguous O-Trichloroacetylation, Trichloroacetoxy ortho-Shift, and Cyclization Sequence

  摘要：

  Benzoxazolone pharmacophore is present in clinical pharmaceuticals, drug candidates, and many compounds having a wide spectrum of biological activities. The methods available for the synthesis of benzoxazolones have limited diversity due to problems in accessibility and air-sensitivity of diversely substituted o-aminophenols from which they are generally prepared by cyclocarbonylation with phosgene or its equivalents. The present paper describes a mild method for the synthesis of 3-alkylbenzoxazolones from easily accessible and air-stable nitroarenes. Nitroarenes were converted to N-alkyl-N-arylhydroxylamines in two steps involving partial reduction to arylhydroxylamines followed by selective N-alkylation. Treatment of N-alkyl-N-arylhydroxylamines with trichloroacetyl chloride and triethylamine afforded 3-alkylbenzoxazolones generally in good yields through an uninterrupted three-step sequence involving O-trichloroacetylation, N -> C-ortho trichloroacetoxy shift, and cyclization in a single pot at ambient temperatures. The present method is mild, wide in scope, economical, and regioselective. Many sensitive groups like alkyl and aryl esters, amide, cyano, and the carbon-carbon double bond survive the reaction.

  DOI：

  10.1021/jo401985h

文献信息

• A generic approach for the catalytic reduction of nitriles
  作者：Stephen Caddick、Duncan B Judd、Alexandra K.de K Lewis、Melanie T Reich、Meredith R.V Williams

  DOI：10.1016/s0040-4020(03)00858-5

  日期：2003.7

  The scope of nickel boride mediated reduction of nitriles has been extended further to allow the preparation of Boc protected amines via a mild catalytic process. It is noteworthy that the toxicity of this procedure is greatly reduced due to its catalytic nature in nickel(II) chloride used in combination with excess sodium borohydride. The protocol is marked by its resilience towards air and moisture

  硼化镍介导的腈还原的范围进一步扩大，以允许通过温和的催化过程制备Boc保护的胺。值得注意的是，由于该方法在与过量的硼氢化钠组合使用的氯化镍（II）中的催化性质，因此大大降低了该方法的毒性。该协议以其对空气和湿气的适应性而著称，因此是一种简单而通用的实用协议。
• Synthesis of 2(3H)-Benzoxa(thia)zolones Containing a Heterocycle in the Alkyl Group at Position 3
  作者：Ognyan I. Petrov、Veneta B. Kalcheva、Antonina Ts. Antonova

  DOI：10.1135/cccc19930936

  日期：——

  The present paper deals with the synthesis of new compounds which combine two structures showing biological activities i. e. those of 3-alkylated 2(3H)-benzoxa(thia)zolones and 5-substituted tetrazoles or 1,3,4-oxadiazoles.

  本文涉及合成新化合物，这些化合物结合了两种具有生物活性的结构，即3-烷基化的2(3H)-苯并噁唑(硫)酮和5-取代四唑或1,3,4-噁唑。
• Zinner,H. et al., Journal fur praktische Chemie (Leipzig 1954), 1966, vol. 33, p. 130 - 138
  作者：Zinner,H. et al.

  DOI：——

  日期：——
• D'Amico, John J.; Bollinger, Frederic G., Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1487 - 1496
  作者：D'Amico, John J.、Bollinger, Frederic G.

  DOI：——

  日期：——
• Lespagnol,Ch. et al., Chimica Therapeutica, 1970, vol. 5, p. 201 - 204
  作者：Lespagnol,Ch. et al.

  DOI：——

  日期：——