498-66-8

• 常用中文名：降冰片烯
• 常用英文名：NORBORNENE
• CAS号：498-66-8
• 分子式：C₇H₁₀
• 分子量：94.154
• 相关类别： 化学试剂 有机试剂 胺盐（铵盐）
• 发布时间：2018-02-06 08:00:00
• 更新时间：2024-01-02 09:51:45
• 聚降冰片烯，从2008年由Astrotech Advanced Elastomerproducts GmbH橡胶工业公司中的Norsorex命名，他们的产品主要用于抗震动（铁路，建筑，工业），防冲击（个人防护设备，制鞋配件，保险杠）和改善抓地力（玩具轮胎，赛车轮胎，传输系统，传输系统，复印机，钓鱼线等）。降冰片烯常常用在过渡金属催化去影响亲电子的过渡金属的迁移
  第二个主要的应用碳氢化合物的oil-binding 系统的吸收效率是自身重量的十倍
  可以到达的表现：损耗因子大于3，撕裂强度为50牛顿/毫米²，肖氏硬度4至90肖氏A

名称

• 中文名: 降冰片烯
• 英文名: norbornene
• 中文别名: 降莰烯; 双环[2.2.1]庚-2-烯; 甲[0XA29C]烯
• 英文别名: 2-Norbornene; norcamphene; norborn-2-ene; Norbornylene,stabilized; EINECS 207-866-0; Bicyclo[2.2.1]hept-2-ene; bicyclo[2.2.1]hept-5-ene; norbornylene; MFCD00082304; 2-norbornylene; bicyclo(2,2,1)hept-2Z-ene; bicyclo(2.2.1)heptene; Norbornene; 3,6-Endomethylenecyclohexene; Norfenchene

物化性质

• 密度: 1.0±0.1 g/cm3
• 沸点: 96.0±0.0 °C at 760 mmHg
• 熔点: 44-46 °C(lit.)
• 分子式: C₇H₁₀
• 分子量: 94.154
• 闪点: -15.0±0.0 °C
• 精确质量: 94.078247
• LogP: 2.75
• 外观性状: 固体;White to Almost white powder to lump
• 蒸汽压: 50.7±0.1 mmHg at 25°C
• 折射率: 1.520
• 储存条件:

  本品应远离火种于通风良好处密封保存。

• 稳定性:

  按规格使用和贮存，不会发生分解，避免与氧化物接触。

• 水溶解性: 水溶性：不溶；可溶于：苯,甲苯
• 分子结构:

  1、 摩尔折射率：29.93

  2、 摩尔体积（cm³/mol）：98.5

  3、 等张比容（90.2K）：240.3

  4、 表面张力（dyne/cm）：35.4

  5、 极化率（10^-24cm³）：11.86

• 计算化学:

  1.疏水参数计算参考值（XlogP）:2.4

  2.氢键供体数量:0

  3.氢键受体数量:0

  4.可旋转化学键数量:0

  5.互变异构体数量:无

  6.拓扑分子极性表面积0

  7.重原子数量:7

  8.表面电荷:0

  9.复杂度:90.6

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:2

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

• 更多:

  1. 性状：无色结晶。高度易燃。

  2. 熔点（℃）：44～46

  3. 沸点（℃）：96

  4. 闪点（℃）：-15

  5. 溶解性：不溶于水。

MSDS

Name: Norbornylene stabilized 99% Material Safety Data Sheet Synonym: Bicyclo[2.2.1]-2-heptene; Norbornene; Norbornylene; Bicyclo[2.2.1]hept-2-ene CAS: 498-66-8 Section 1 - Chemical Product MSDS Name:Norbornylene stabilized 99% Material Safety Data Sheet Synonym:Bicyclo[2.2.1]-2-heptene; Norbornene; Norbornylene; Bicyclo[2.2.1]hept-2-ene Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 498-66-8 Norbornylene 99 207-866-0 Hazard Symbols: F Risk Phrases: 11 Section 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Highly flammable.Extremely flammable. Potential Health Effects Eye: May cause eye irritation. Skin: May cause skin irritation. Ingestion: May cause irritation of the digestive tract. Inhalation: May cause respiratory tract irritation. May be harmful if inhaled. Chronic: No information found. Section 4 - FIRST AID MEASURES Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid. Skin: In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse. Ingestion: If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid. Inhalation: If inhaled, remove to fresh air. 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. Vapors can travel to a source of ignition and flash back. Flammable solid. Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 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. Remove all sources of ignition. Provide ventilation. Use only non-sparking tools and equipment. Section 7 - HANDLING and STORAGE Handling: Use spark-proof tools and explosion proof equipment. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Take precautionary measures against static discharges. Use only with adequate ventilation. Keep away from heat, sparks and flame. Storage: Keep away from sources of ignition. Store in a tightly closed container. Refrigerator/flammables. 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# 498-66-8: Russia: 3 mg/m3 TWA Personal Protective Equipment Eyes: Wear chemical splash goggles. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear a chemical apron. 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. Section 9 - PHYSICAL AND CHEMICAL PROPERTIES Physical State: Solid Color: white Odor: pungent sour pH: Not available. Vapor Pressure: 39.2 mm Hg @ 25 deg C Viscosity: Not available. Boiling Point: 96 deg C @ 760 mm Hg Freezing/Melting Point: 42 - 46 deg C Autoignition Temperature: Not available. Flash Point: -15 deg C ( 5.00 deg F) Explosion Limits, lower: Not available. Explosion Limits, upper: Not available. Decomposition Temperature: Solubility in water: practically insoluble Specific Gravity/Density: Molecular Formula: C7H10 Molecular Weight: 94.15 Section 10 - STABILITY AND REACTIVITY Chemical Stability: No information found. Conditions to Avoid: High temperatures, ignition sources, confined spaces. Incompatibilities with Other Materials: Strong oxidizing agents, strong acids. Hazardous Decomposition Products: Carbon monoxide, carbon dioxide. Hazardous Polymerization: May occur. Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 498-66-8: RB7900000 LD50/LC50: CAS# 498-66-8: Oral, mouse: LD50 = 13000 mg/kg; Oral, rat: LD50 = 11300 mg/kg; Skin, rabbit: LD50 = >5 mL/kg. Carcinogenicity: Norbornylene - Not listed by ACGIH, IARC, or NTP. Other: See actual entry in RTECS for complete information. Section 12 - ECOLOGICAL INFORMATION Section 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations. Section 14 - TRANSPORT INFORMATION IATA Shipping Name: FLAMMABLE SOLID, ORGANIC, N.O.S.* Hazard Class: 4.1 UN Number: 1325 Packing Group: II IMO Shipping Name: FLAMMABLE SOLID, ORGANIC, N.O.S. Hazard Class: 4.1 UN Number: 1325 Packing Group: II RID/ADR Shipping Name: FLAMMABLE SOLID, ORGANIC, N.O.S. Hazard Class: 4.1 UN Number: 1325 Packing group: II Section 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives Hazard Symbols: F Risk Phrases: R 11 Highly flammable. Safety Phrases: S 9 Keep container in a well-ventilated place. S 16 Keep away from sources of ignition - No smoking. S 33 Take precautionary measures against static discharges. WGK (Water Danger/Protection) CAS# 498-66-8: No information available. Canada CAS# 498-66-8 is listed on Canada's NDSL List. CAS# 498-66-8 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 498-66-8 is listed on the TSCA inventory. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

毒理学数据: 1、急性毒性：大鼠经口LD50：11300mg/kg，除致死剂量外无详细说明； 兔子经皮肤LD50：>5 mL/kg，除致死剂量外无详细说明； 半数致死量（大鼠，口服）11.3g/kg。 生态学数据: 该物质对环境可能有危害，对水体应给予特别注意。 CHEMICAL IDENTIFICATION RTECS NUMBER : RB7900000 CHEMICAL NAME : 2-Norbornene CAS REGISTRY NUMBER : 498-66-8 LAST UPDATED : 199709 DATA ITEMS CITED : 4 MOLECULAR FORMULA : C7-H10 MOLECULAR WEIGHT : 94.17 WISWESSER LINE NOTATION : L55 A CUTJ HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 11300 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : AIHAAP American Industrial Hygiene Association Journal. (AIHA, 475 Wolf Ledges Pkwy., Akron, OH 44311) V.19- 1958- Volume(issue)/page/year: 30,470,1969 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : >5 mL/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : AIHAAP American Industrial Hygiene Association Journal. (AIHA, 475 Wolf Ledges Pkwy., Akron, OH 44311) V.19- 1958- Volume(issue)/page/year: 30,470,1969 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 3 mg/m3 JAN 1993

安全

• 符号: GHS02, GHS07, GHS09
• 信号词: Danger
• 危害声明: H228-H319-H411
• 警示性声明: P210-P273-P305 + P351 + P338
• 个人防护装备: Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
• 危害码 (欧洲): F:Highlyflammable;
• 风险声明 (欧洲): R11
• 安全声明 (欧洲): S9-S16-S29-S33
• 危险品运输编码: UN 1325 4.1/PG 2
• WGK德国: 1
• RTECS号: RB7900000
• 包装等级: II
• 危险类别: 4.1

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制备

1.制法：

2-莰酮对甲苯磺酰腙(4):于装有回流冷凝器的反应瓶中，加入对甲苯磺酰肼(3)44g（0.24mol），樟脑(2)31.6（0.2mol）和300mL95%的乙醇，1mL浓盐酸，加热回流反应2h。冰浴冷却，抽滤析出的结晶，空气中干燥。用乙醇重结晶，得无色针状结晶2-莰酮对甲苯磺酰腙(4)50g,mp163～164℃,收率73%。2-莰烯(1):于装有搅拌器、温度计、滴液漏斗、回流冷凝器(安氯化钙干燥管)的反应瓶中，加入上述化合物(4)32g（0.1mol），干燥的乙醚450mL，水浴冷却，搅拌下慢慢滴加150mL1.6mol/L的甲基锂的乙醚溶液(0.24mol),约1h加完。反应中沉淀出对甲苯亚磺酸锂，同时反应液变为深橙红色。小心地加入少量的水以使甲基锂分解，而后加水200mL。分出有机层，水洗四次。水层合并后用乙醚提取两次。合并乙醚层，无水硫酸钠干燥。分馏蒸出乙醚至剩余50～60mL，加入100mL新蒸馏的戊烷，蒸馏至30～50mL，再加入戊烷，蒸馏至30～40mL。过中性氧化铝色谱柱，用戊烷洗脱。分馏浓缩蒸出溶剂戊烷，将剩余物转入50mL烧瓶中，借助于油浴和红外灯通过U型管进行蒸馏。分出前馏分(戊烷和2-莰烯)后，在冷却的接受瓶中得到无色结晶2-莰烯^①(1)8.5～8.8g,mp110～111℃,收率63%～65%。注：①利用该方法可以由酮制备烯类化合物。由2-甲基环己酮的对甲苯磺酰腙可以制备-3-甲基环己烯，气相色谱分析表明收率为98%。

2.于装有搅拌器、回流冷凝器(装氯化钙干燥管)、滴液漏斗的反应瓶中，加入无水乙醇600mL，分批加入切碎的金属钠46g(2.0mol),当钠全部反应完后，滴加丙二酸二乙酯（2）160g(1.0mol)。加完后于65℃滴加烯丙基溴(3)254g（2.1mol），约3～4h加完。反应中析出溴化钠沉淀，用酚酞试纸检验反应是否完全。当反应液与酚酞试纸不变色时，搅拌下回流1h。蒸出约400mL乙醇，冷却后加入450mL水。分出有机层，水层用苯提取三次。合并有机层，无水硫酸钠干燥，蒸出苯后，减压分馏，收集122～124℃/0.94kPa的馏分，得二烯丙基丙二酸二乙酯(1)195～214g,收率82%～87%。