583-06-2

• 常用中文名：3-苯甲酰丙烯酸
• 常用英文名：3-Benzoylacrylic acid
• CAS号：583-06-2
• 分子式：C₁₀H₈O₃
• 分子量：176.16900
• 相关类别： 香精与香料 合成香料 芳香肉桂酸、酯及衍生物
• 发布时间：2018-03-02 08:00:00
• 更新时间：2024-01-05 17:48:27
• 【用途一】
  有机合成中间体，检验酚类的试剂。

名称

• 中文名: 3-苯甲酰丙烯酸
• 英文名: (E)-4-oxo-4-phenylbut-2-enoic acid
• 中文别名: 3-苯基酰基丙烯酸; 苯甲醯丙烯酸
• 英文别名: EINECS 209-496-5; Benzoylacrylic acid; 3-Benzoylacrylic acid; 4-Oxo-4-phenyl-2-butenoic acid; 4-oxo-4-phenyl-but-2-enoic acid; Crotonic acid,4-oxo-4-phenyl; 2-Butenoic acid,4-oxo-4-phenyl; Acrylic acid,3-benzoyl; MFCD00014015

物化性质

• 密度: 1.238 g/cm3
• 沸点: 333.9ºC at 760 mmHg
• 熔点: 94-97ºC(lit.)
• 分子式: C₁₀H₈O₃
• 分子量: 176.16900
• 闪点: 170ºC
• 精确质量: 176.04700
• PSA: 54.37000
• LogP: 1.51010
• 外观性状: 白色固体
• 储存条件:

  本品应密封保存。

• 稳定性:

  溶于醇、醚及热水，微溶于冷水。

• 分子结构:

  分子性质数据：

  1、 摩尔折射率：47.16

  2、 摩尔体积（m³/mol）：142.2

  3、 等张比容（90.2K）：381.0

  4、 表面张力（dyne/cm）：51.5

  5、 极化率（10^-24cm³）：18.69

• 计算化学:

  四、计算化学数据：

  1、 疏水参数计算参考值（XlogP）：1.5

  2、 氢键供体数量：1

  3、 氢键受体数量：3

  4、 可旋转化学键数量：3

  5、 拓扑分子极性表面积（TPSA）：54.4

  6、 重原子数量：13

  7、 表面电荷：0

  8、 复杂度：224

  9、 同位素原子数量：0

  10、 确定原子立构中心数量：0

  11、 不确定原子立构中心数量：0

  12、 确定化学键立构中心数量：1

  13、 不确定化学键立构中心数量：0

  14、 共价键单元数量：1

• 更多:

  1. 性状：浅黄色片状或针状结晶。

  2. 密度（g/mL,25/4℃）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：64℃（一水合物），99℃（无水物）

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC,5.2kPa）：未确定

  7. 折射率：未确定

  8. 闪点（ºC）： 未确定

  9. 比旋光度（º）：未确定

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（kPa,25ºC）：未确定

  12. 饱和蒸气压（kPa,60ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：溶于乙醇、乙醚、甲苯和热水，微溶于冷水。

MSDS

Name: 3-Benzoylacrylic acid Material Safety Data Sheet Synonym: 4-Oxo-4-phenyl-2-butenoic acid; 4-Phenyl-4-oxo-2-butenoic acid; Acrylic acid, 3-benzoyl- (6CI,7CI,8CI); Benzoylacrylic acid CAS: 583-06-2 Section 1 - Chemical Product MSDS Name:3-Benzoylacrylic acid Material Safety Data Sheet Synonym:4-Oxo-4-phenyl-2-butenoic acid; 4-Phenyl-4-oxo-2-butenoic acid; Acrylic acid, 3-benzoyl- (6CI,7CI,8CI); Benzoylacrylic acid Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 583-06-2 3-Benzoylacrylic acid ca.100 209-496-5 Hazard Symbols: XI Risk Phrases: 36/37/38 Section 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Irritating to eyes, respiratory system and skin. Potential Health Effects Eye: Causes eye irritation. May cause chemical conjunctivitis. Skin: Causes skin irritation. Ingestion: May cause gastrointestinal irritation with nausea, vomiting and diarrhea. Inhalation: Causes respiratory tract irritation. Can produce delayed pulmonary edema. Chronic: Effects may be delayed. Section 4 - FIRST AID MEASURES Eyes: Immediately 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. Wash clothing before reuse. Ingestion: Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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: Treat symptomatically and supportively. 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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or appropriate foam. Section 6 - ACCIDENTAL RELEASE MEASURES General Information: Use proper personal protective equipment as indicated in Section 8. Spills/Leaks: Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation. Section 7 - HANDLING and STORAGE Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse. Storage: Keep refrigerated. (Store below 4C/39F.) Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. 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# 583-06-2: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure. Respirators: A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use. Wear a NIOSH/MSHA or European Standard EN 149 approved full-facepiece airline respirator in the positive pressure mode with emergency escape provisions. Section 9 - PHYSICAL AND CHEMICAL PROPERTIES Physical State: Powder Color: yellow Odor: none reported pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: 96.00 - 98.00 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: C10H8O3 Molecular Weight: 176.17 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Stable at room temperature in closed containers under normal storage and handling conditions. Conditions to Avoid: Incompatible materials, dust generation, excess heat, strong oxidants. Incompatibilities with Other Materials: Strong oxidizing agents. Hazardous Decomposition Products: Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide. Hazardous Polymerization: Has not been reported. Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 583-06-2: EM9259050 LD50/LC50: CAS# 583-06-2: Oral, mouse: LD50 = 250 mg/kg. Carcinogenicity: 3-Benzoylacrylic acid - Not listed by ACGIH, IARC, or NTP. Other: See actual entry in RTECS for complete information. Section 12 - ECOLOGICAL INFORMATION Other No information available. Section 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations. Section 14 - TRANSPORT INFORMATION IATA Not regulated as a hazardous material. IMO Not regulated as a hazardous material. RID/ADR Not regulated as a hazardous material. Section 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives Hazard Symbols: XI Risk Phrases: R 36/37/38 Irritating to eyes, respiratory system and skin. Safety Phrases: S 37/39 Wear suitable gloves and eye/face protection. WGK (Water Danger/Protection) CAS# 583-06-2: No information available. Canada CAS# 583-06-2 is listed on Canada's NDSL List. CAS# 583-06-2 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 583-06-2 is listed on the TSCA inventory. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : EM9259050 CHEMICAL NAME : 2-Butenoic acid, 4-oxo-4-phenyl- CAS REGISTRY NUMBER : 583-06-2 LAST UPDATED : 199701 DATA ITEMS CITED : 2 MOLECULAR FORMULA : C10-H8-O3 MOLECULAR WEIGHT : 176.18 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 250 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4867737

安全

• 危害码 (欧洲): Xi: Irritant;
• 风险声明 (欧洲): R36/37/38
• 安全声明 (欧洲): 26-36
• 危险品运输编码: UN 2811 6
• WGK德国: 3
• RTECS号: EM9259050
• 危险类别: 6.0
• 海关编码: 2918300090

合成路线

上下游产品

上游产品  9
108-31-6 71-43-2 65245-10-5 33093-73-1
19159-39-8 95896-86-9 15121-89-8 2243-53-0
53515-22-3
下游产品  10
39206-70-7 614-47-1 2051-95-8 495-71-6
282550-57-6 79-14-1 144-62-7 98-86-2
298-12-4 98258-72-1

制备

【方法一】
由苯和顺丁烯二酸酐反应得到。

海关

海关编码	2918300090
中文概述	2918300090 其他含醛基或酮基不含其他含氧基羧酸（包括酸酐、酰卤化物、过氧化物和过氧酸及该税号的衍生物）. 增值税率:17.0% 退税率:9.0% 监管条件:无 最惠国关税:6.5% 普通关税:30.0%
申报要素	品名, 成分含量, 用途
Summary	2918300090 other carboxylic acids with aldehyde or ketone function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%