Phenanthrene 菲

CAS 85-01-8 MFCD00001168

化学结构图

85-01-8
SMILES: C1CCC2C(C1)CCC1CCCCC12

化学属性

Mol. FormulaC14H10
Mol. Weight178.234
Density1.063
Boiling Point337.4°C at 760 mmHg
Melting Point98-100°C
Flash Point171°(339°F)
TSCAYes
SolubilitySoluble in alcohol, benzene, toluene, and glacial acetic acid
Appearance platelets (fine)
Refractive index1.5943
Stability对光敏感

别名和识别编码

Chemical NamePhenanthrene
Synonym Phenanthrene {LY} Phenanthrene {} {LY} Phenanthrene {} {} {LY} Phenanthrene {} {} {} {LY} Phenanthrene {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Phenanthrene {} {} {} {} {} {} {} {} {} {} {}
CAS Number85-01-8
EC Number201-581-5
Beilstein Registry Number1905428
MDL NumberMFCD00001168
PubChem Substance ID995
Merck Number7212
Reaxys-RN1905428
Chemical Name Translation菲
Wiswesser Line NotationL B666J
LabNetwork Molecule IDLN00196250
Canonical SMILESC12=CC=CC=C1C=CC3=CC=CC=C23
InChIInChI=1S/C14H10/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)13/h1-10H
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分类

  • {SNA} Charge Transport and Photosensitizing Materials, Light-Emitting Dopants and Fluorescent Dyes, Materials Science, OLED and PLED Materials, Organic and Printed Electronics, Photoluminescent Materials, Photonic and Optical Materials, Sublimed Materials
  • {SNA} Bioactive Small Molecu
  • {SNA} All PAH Standards, Analytical Standards, Analytical/Chromatography, CRMs, Certified Reference Mate
  • {SNA} Arenes, Building Blocks, Chemical Synthesis, Organic Building Blocks
  • {SNA} Bioactive Small Molecules, Light-Emitting Dopants and Fluorescent Dyes, Materials Science, Organic and Printed Electronics, P, Photoluminescent Materials, Photonic and Optical Materials, 细胞生

产品应用

  • 可用于合成树脂、植物生长激素、还原染料、鞣料等方面, 菲经氢化制得全氢菲可用于生产喷气飞机的燃料。

相关文献及参考

  • Short: II/27C
  • Short: II/27B
  • Ozonolysis, followed by work-up with OH-, leads to the aldehydo-acid: Org. Synth. Coll., 5, 493 (1973). The dialdehyde can be obtained by reduction of the ozonide with NaI: Org. Synth. Coll., 5, 489 (1973).
  • Has been used as a hydrogen-acceptor in the direct metallation of imines and alkynes by Li metal, as an alternative to the use of LDA: Synthesis, 947 (1984).
  • Merck: 14,7212
  • Merck: 14,7212 Beilstein: 5,IV,2297

安全信息

Signal word Danger Warning
GHS Symbol
WGK Germany2
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
  • S25 Avoid contact with eyes 避免眼睛接触；
  • 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；
  • S33 Take precautionary measures against static discharges 对静电采取预防措施；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
  • S53 Avoid exposure - obtain special instructions before use 避免接触，使用前获得特别指示说明；
  • 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；
  • S62 If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label where possible 吞食后不要催吐：立即求医并出示该容器或标签；
  • S7 Keep container tightly closed 保存在严格密闭容器中；
  • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所；
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
  • R50 Very toxic to aquatic organisms 对水生生物极毒
  • R50/53
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • 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。
  • 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。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • 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。
  • P301+P310
  • P301+P312
  • P301+P312+P330
  • P301+P317
  • P302+P352
  • P302+P352+P333+P313+P362+P364
  • P304+P340
  • P305+P351+P338
  • 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。
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P330 Rinse mouth. 漱口
  • P331 Do NOT induce vomiting.. 不要催吐。
  • P332+P313
  • P333+P313
  • P337+P313
  • 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
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • 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.....
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H302 Harmful if swallowed 吞食有害
  • H304 May be fatal if swallowed and enters airways 吞食和进入呼吸道可能致命
  • 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
  • H336 May cause drowsiness or dizziness 肯能导致嗜睡或头晕
  • H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter dust mask type N95 (US), Eyeshields, Gloves
RTECSSF7175000
Packing GroupIII
UN Number 3077 UN 3077 9/PG 3 UN3077
Hazard Codes 9
Storage condition Store at room temperature {LY} Store at room temperature Under Inert Atmosphere {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {}
Hazard Class9 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 71 mg/kg
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Skin and Appendages - tumors
   Tumorigenic - tumors at site of application
REFERENCE :
   JNCIAM Journal of the National Cancer Institute.  (Washington, DC)  V.1-60,
   1940-78.  For publisher information, see JJIND8.  Volume(issue)/page/year:
   50,1717,1973

TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 22 gm/kg/10W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Skin and Appendages - tumors
REFERENCE :
   BJCAAI British Journal of Cancer.  (Macmillan Press Ltd., Houndmills,
   Basingstoke, Hants. RG21 2XS, UK)  V.1-    1947-  Volume(issue)/page/year:
   10,363,1956

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 56 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#00190

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 700 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JJIND8 JNCI, Journal of the National Cancer Institute.  (Washington, DC)
   V.61-79, 1978-87. For publisher information, see JNCIEQ.
   Volume(issue)/page/year: 62,911,1979

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 700 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   HYSAAV Hygiene and Sanitation (USSR).  English translation of GISAAA.
   (Springfield, VA)  1964-71. Discontinued.  Volume(issue)/page/year:
   29(6),19,1964

TYPE OF TEST            : Phage inhibition capacity
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 25 ug/well
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 260,349,1991

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - rat Liver
DOSE/DURATION           : 3 mmol/L
REFERENCE :
   SinJF# Personal Communication from J.F. Sina, Merck Institute for
   Therapeutic Research, West Point, PA 19486, Oct. 26, 1982
   Volume(issue)/page/year: 26OCT1982

TYPE OF TEST            : Specific locus test

TYPE OF TEST            : Morphological transformation
TEST SYSTEM             : Rodent - rat Embryo
DOSE/DURATION           : 10 mg/L
REFERENCE :
   JNCIAM Journal of the National Cancer Institute.  (Washington, DC)  V.1-60,
   1940-78.  For publisher information, see JJIND8.  Volume(issue)/page/year:
   51,799,1973

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Fish - salmon Testis
DOSE/DURATION           : 5 ug/1H (Continuous)
REFERENCE :
   BIJOAK Biochemical Journal.  (Biochemical Soc. Book Depot, POB 32, Commerce
   Way, Colchester, Essex CO2 8HP, UK)

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - hamster Fibroblast
DOSE/DURATION           : 5 mg/L/24H
REFERENCE :
   BCPCA6 Biochemical Pharmacology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.1-    1958-  Volume(issue)/page/year:
   20,1297,1971

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 40 mg/L/27H
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 66,277,1979

TYPE OF TEST

其他信息

  • 多环芳烃(PAHs)单组分标准液
  • 图谱信息:菲(85-01-8)核磁图( 13 CNMR) 菲(85-01-8)
  • 菲价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 K7747001 菲 25g 743元 2011/08/23 xp400108 菲 1g 168元 2011/04/16 P1310 菲 Phenanthrene 25G 216元
  • MOL 文件:85-01-8.mol
  • Alfa Aesar:菲,98% Phenan
  • 图谱信息:菲(85-01-8)核磁图( 13
  • Acros Organics:菲 Phenanthrene, 97%(85-01-8)
  • 检测方法:H
  • 能升华。不溶于水，稍溶于乙醇，能溶于乙醚、冰醋酸、苯、四氯化碳和二硫化碳等。溶液具有蓝色荧光。
  • F:8
  • color:brown
  • 分子结构:菲的分子结构与蒽相似，分子中所有原子在同一平面上，但不在同一直线上，是一个闭合的共轭体系，具有芳香性。分子中1，2，3，4，10位和5，6，7，8，9位相对应，但5个位置活性有差别，其中9与10位活性较高，取代、氧化、加成反应首先在9与10位进行： 菲醌是一种农药，用做杀菌拌种剂，可以防止小麦赤霉病、坚黑穗病和红薯黑斑病。 工业上菲是从蒸馏煤焦油所得的蒽油馏分中提取。很多天然产物 (如甾醇) 分子中含有这个环系。菲主要用于制造染料、药物、高效低毒农药，并可用做闪烁剂、无烟火药的稳定剂等。许多菲的衍生物具有致癌的生理作用。如： 2-甲基-3，4-苯并菲和1，2，3，4-二苯并菲的分子结构式
  • 用途四:可用于合成树脂、植物生长激素、还原染料、鞣料等方面, 菲经氢化制得全氢菲可用于生产喷气飞机的燃料。
  • 用途一:用于分子量的测定及有机化合物的合成
  • 非直线式稠环芳烃:菲是最简单的非直线式稠环芳烃，具有三个苯环结构，为蒽的同分异构体。1872年E.Ostermayer等在煤焦油的蒽油馏分中发现了菲，是煤焦油加工产品之一。在高温煤焦油中菲的含量仅次于萘，约为4～6%，主要集中在一蒽油馏分中。菲的化学活性强于萘，但比蒽弱，9，10位也可发生氧化、加成等反应。菲是带光泽的无色晶体，从乙醇中析出的菲为无色单斜晶系片状结晶，升华得到的菲为叶片状结晶，相对密度1.179(25/4℃)，折射率为1.6450，熔点101℃，沸点340℃，能升华，不溶于水，微溶于乙醇，溶于乙醚、苯、冰醋酸、三氯甲烷、四氯化碳和二硫化碳，溶液发蓝色荧光。分子中1， 4，5，8-位相同称为α-位;2，3，6，7-位相同称为β-位;9，10-位相同称为γ-位。化学性质介于萘和蒽之间。它也可以在 9，10-位起加成反应，但没有蒽那样容易。氧化也发生在9，10-位，氧化得菲醌。也可发生取代反应。可由煤焦油的蒽油馏分中分离而得菲。菲可用于制造农药和染料等，也用作高效低毒农药及无烟火药等炸药的稳定剂。 菲转化加工后可用于生产染料、药物和树脂等。菲的氧化产物菲醌可用作染料、杀菌剂和聚合抑制剂等；9，10-联苯二甲酸则用于制取聚酯和醇酸树脂；9，10-二氢-9-菲甲酸是一种植物生长刺激素；菲经氢化制得的全氢菲，可用于生产喷气机燃料；磺化所得菲磺酸，可用作粘结剂和鞣料。在用溶剂法制取精蒽时得到的含菲洗涤母液，经回收
  • 用途三:菲经氧化制得菲醌，用来代替有机汞剂农药西力生、赛力散，经氧化得到的联苯酸可用于制取醇酸树脂，菲氧化还可得到苯酐、环己酮、苯酚。菲氯化产品可用来制造不易燃的电气绝缘体和浸渍剂。菲磺化得到的菲磺酸可制粘结剂、鞣料等。但实际上这些应用领域大部分还有待发展。在造纸工业上，菲可作纸浆防雾剂；还可用于硝化甘油炸药和硝化纤维稳定剂及制造烟幕弹；菲的固体氧化物可制耐焰性好的电气绝缘材料和填充剂。在医药上，菲可合成生物碱——吗啡和咖啡因、二甲基吗啡和许多生殖器官具有特殊生理作用的医药。在染料工业上，菲可制取2-氨基菲醌，苯绕蒽酮，硫化还原染料（蓝BO，黑BB及棕色）等。此外，塑料工业上合成鞣剂以及菲在高温高压下加氢可得过氢菲，是高级喷气式飞机的燃料。
  • 上游原料:焦油 --> 焦油 --> 蒽 --> 咔唑 --> 重苯 --> 一蒽油

系列性分类

  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Fluorescent Probes, Labels, Particles and Stains - Biochemicals and Reagents
  4. Detection - Fluorescent Probes, Labels, Particles and Stains
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Bioactive Small Molecules - Cell Biology
  4. P - Bioactive Small Molecules
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Inorganic Bases - Synthetic Reagents
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Others 其他杂环
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Arenes 芳烃
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Arenes 芳烃
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Environmental Standards - Chromatography
  5. Volatiles/ Semivolatiles - Environmental Standards
  6. PAHs - Volatiles/ Semivolatiles
  7. All PAH Standards - PAHs
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. P - Alphabetic
  5. PER - POLA - P
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. P - Alphabetic
  5. PER - POLA - P
  1. Materials Science 材料科学
  2. Products for Organic & Printed Electronics Research
  3. OLED and PLED Materials - Organic and Printed Electronics
  4. Charge Transport and Photosensitizing Materials - OLED and PLED Materials
  1. Materials Science 材料科学
  2. Electroluminescence
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Fluorescent Probes, Labels, Particles and Stains
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Luminescent Compounds/Detection
  4. Fluorescent Probes, Labels, Particles and Stains

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