Pyrene 芘

CAS 129-00-0 MFCD00004136

化学结构图

129-00-0
SMILES: C1CC2CCC3CCCC4CCC(C1)C2C34

化学属性

Mol. FormulaC16H10
Mol. Weight202.25
Density1.21
Melting Point145-148 °C
Flash Point208°(406°F)
TSCAYes
Boiling Point393 °C at 760 mmHg
SolubilityALMOST 不溶
Appearance crystalline

别名和识别编码

Chemical NamePyrene
Synonym Pyrene {LY} Pyrene {} {LY} Pyrene {} {} {LY} Pyrene {} {} {} {LY} Pyrene {} {} {} {} {LY} Pyrene {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Pyrene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
MDL NumberMFCD00004136
CAS Number129-00-0
EC Number204-927-3
Beilstein Registry Number1307225
PubChem Substance ID31423
Merck Number7963
Reaxys-RN1307225
Chemical Name Translation芘
Wiswesser Line NotationL666 B6 2AB PJ
LabNetwork Molecule IDLN00193970
InChIInChI=1S/C16H10/c1-3-11-7-9-13-5-2-6-14-10-8-12(4-1)15(11)16(13)14/h1-10H
Canonical SMILESC12=CC=C3C=CC=C4C=CC(C2=C34)=CC=C1
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分类

  • {SNA} Arenes, Bioactive Small Molecules, Building Blocks, Chemical Synthesis, Materials Science, Organic Building Blocks,
  • {SNA} Arenes, Building Blocks, Chemical Synthesis, Materials Science, Organic Building Blocks, Organic and Printed Electronics, Sublimed Materials
  • {SNA} Li
  • {SNA} All PAH Standards, Analytical Standards, Analytical/Chromatography, CRMs, Certified Reference Materials (CRMs), Chromatography, Environmental Standards, Fluka CRMs for Chromatography (neats), Organic CRMs Alphabetical, Organic CRMs TraceCERT, PAHs, Polyaromatic Hydrocarbons (PAHs),

相关文献及参考

  • Merck: 14,7963 Beilstein:5(4)2468
  • Short: II/27B
  • Merck: 14,7963
  • Short: II/27C

安全信息

Signal word Danger Warning
GHS Symbol
WGK Germany2
Safety Statements
  • 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；
Risk Statements
  • R11 Highly flammable 非常易燃
  • R20 Harmful by inhalation 吸入有害
  • R23/24/25 Toxic by inhalation, in contact with skin and if swallowed 吸入，皮肤接触及吞食都有毒
  • R26 Very toxic by inhalation 吸入极毒
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R38 Irritating to skin 刺激皮肤
  • R39/23/24/25 Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed 毒性：吸入，皮肤接触和吞食都会产生十分严重的不可逆危险
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R45 May cause cancer 可能致癌
  • R50/53
  • R53 May cause long-term adverse effects in the aquatic environment 对水生环境有长期的有害作用
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
  • R65 Harmful: may cause lung damage if swallowed 若吞咽可能伤害肺部器官
  • R67 Vapours may cause drowsiness and dizziness 蒸汽可能导致嗜睡和昏厥
Precautionary statements
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • 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。
  • 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。
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P302+P352
  • P304+P340
  • P304+P340+P310
  • 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）。
  • P332+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
  • 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
  • H303 May be harmfully swallowed 吞食可能有害
  • 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
  • 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, Gloves
RTECSUR2450000
Hazard Codes 9
UN Number 2811 3077 UN 3077 9/PG 3
Packing GroupIII
Hazard Class6.1
Storage condition RT, protect from light {LY} RT, protect from light {} {LY} RT, protect from light {} {} {LY} RT, protect from light {} {} {} {LY} RT, protect from light {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, protect 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 10 gm/kg/3W-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       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 800 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - conjunctive irritation
   Behavioral - excitement
   Behavioral - muscle contraction or spasticity
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 15(2),59,1971

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2700 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - conjunctive irritation
   Behavioral - excitement
   Behavioral - muscle contraction or spasticity
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 15(2),59,1971

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 170 mg/m3
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - conjunctive irritation
   Behavioral - excitement
   Behavioral - muscle contraction or spasticity
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 15(2),59,1971

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSE

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 10 umol/L
REFERENCE :
   PNCCA2 Proceedings, National Cancer Conference.  (Philadelphia, PA)  V.1-7,
   1949-72.  For publisher information, see CANCAR.  Volume(issue)/page/year:
   5,39,1965

{hazard_com

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 10100 nmol/L
REFERENCE :
   MUTAEX Mutagenesis. (Oxford Univ. Press, Pinkhill House, Southfield Road,
   Eynsham, Oxford OX8 1JJ, UK) V.1- 1986-  Volume(issue)/page/year: 3,193,1988

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Non-mammalian species
DOSE/DURATION           : 8600 nmol/L
REFERENCE :
   GANMAX Gann Monograph.  (Tokyo, Japan)  No.1-10, 1966-71.  For publisher
   information, see GMCRDC.  Volume(issue)/page/year: 6,49,1968

TYPE OF TEST            : Mutation

TYPE OF TEST            : Mutat

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 5 ug/plate
REFERENCE :
   DTESD7 52 Vanderbilt Ave., New York, NY 10017)  V.1-15, 1977-87.
   Discontinued 52 Vanderbilt Ave., New York, NY 10017)  V.1-    1977-
   Volume(issue)/page/year: 2,249,1977

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 1510 umol/L
REFERENCE :
   MUTAEX Mutagenesis. (Oxford Univ. Press, Pinkhill House, Southfield Road,
   Eynsham, Oxford OX8 1JJ, UK) V.1- 1986-  Volume(issue)/page/year: 3,193,1988

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 10 mg/L
REFERENCE :
   ESKHA5 Eisei Shikenjo Hokoku.  Bulletin of the Institute of Hygienic
   Sci

其他信息

  • Sigma Aldrich:129-00-0(sigmaaldrich)
  • Acros Organics:芘 Pyrene, 98%(129-00-0)
  • MOL 文件:129-00-0.mol
  • 方法一:芘主要存在于煤焦油沥青的蒸馏物中。将中温沥青减压蒸馏，同时向蒸馏釜通入少量直接过热蒸汽，切取芘的窄馏分，然后用溶剂油和乙醇混合溶液，或苯和溶剂油的混合溶液重结晶，即得到纯度95%的工业芘。
  • 上游原料:石油沥青 --> 中温沥青
  • TCI Shanghai:芘 Pyrene,>;97.0%(GC)(129-00-0)
  • 煤焦油化工产品:芘又称嵌二萘，是煤焦油加工的产品之一，在煤焦油中的含量约为0.6～1.2%，主要集中在二蒽油馏分中。芘是一种固体的芳香化合物，其分子由四个苯环相连所组成。芘的分子式为C16H10，分子量为202.26，熔点为150℃，沸点为393℃，密度为1.277g/cm3。芘为淡黄色单斜片结晶，不溶于水，易溶于苯、甲苯、二硫化碳、乙醚等有机溶剂。芘是致癌物，在二氧化氮的作用下转化为能致突变的1—硝基芘。芘分子中1位和6位易与亲电试剂反应，也可发生氧化、氢化等反应。芘还可发生卤化、硝化、磺化等取代反应，一取代物为3-位，二取代物则为3，10-和3，8-位，以3，10-位较多。氧化时得到3，10-芘醌和 3，8-芘醌，进一步氧化成1，4，5， 8-萘四甲酸。 芘可用于生产染料，如阴丹士林染料和蒽醌还原染料等。芘的提取方法是：以二蒽油馏分蒸馏时产生的渣油或沥青馏出油为原料，进行减压精馏，切取390～400℃的含芘约40%的馏分，再用25%煤焦油溶剂油和75%乙醇混合溶剂(溶剂量与芘馏分之比为1：12)，进行数次重结晶，直至产品合格为止。 芘属低毒类化合物。对皮肤、眼、上呼吸道粘膜有轻度刺激性。长期吸入可引起红细胞减少和肝肾轻度损害。长期接触3mg/m3～5mg/m3，可引起头痛、乏力、食欲减退、易兴奋等。 以上信息由Chemicalbook的晓楠编辑整理。
  • 芘价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 C180830250 芘;必; 嵌二萘; 苯并(d,e,f)菲 25g 270元 2011/08/23 C180831000 芘;必; 嵌二萘; 苯并(d,e,f)菲 100g 584元 2011/08/23 LL0816201 芘;必; 嵌二萘; 苯并(d,e,f)菲 25g 241元
  • MSDS 信息:芘(129-00-0).msds
  • 用途二:有机合成原料，经氧化可制取1,4,5,8-萘四甲酸，用于染料、合成树脂和工程塑料；酰化后可制还原染料艳橙GR及其他多种染料。还可制杀虫剂、增塑剂等。
  • 测定膜脂质流动性探剂:芘是测定膜脂质流动性常用的一种探剂，其量子产率较高，但激发寿命比DPH(1，6—二苯基一1，3，5—己三烯)短，故对测定脂质流动性轻微变化不够灵敏，适用于流动性较大的系统。芘的激发波长为342nm，发射波长为383nm，激发光谱与发射光谱有明显重叠。芘主要与膜脂质的烃链结合。一个芘分子与膜脂质分子结合形成的单体被光照激发后，通过侧向扩散运动接近另一个未被激发的芘分子，形成碰撞化合物，即激发二聚体。激发二聚体形成的效率，取决于芘与膜脂质结合的浓度及芘所在介质的微粘度。当芘的浓度和温度恒定时，二聚体与单体荧光强度的比值便随着芘所在介质微粘度的增加而减少，即芘通过二聚体与单体荧光强度的比值，来反映脂质分子侧向扩散的速率。介质粘度大，则侧向扩散速率小，流动性小。 参考资料：刘善慧,刘炳学,房泽岱 主编;徐叔云,马传庚 主审.英汉药理学辞典.
  • 用途一:用作生产1,4,5,8-萘四甲酸的原料，还用作染料、合成树脂和工程塑料的原料
  • Alfa Aesar:芘,99% Pyrene, 98%(129-00-0)
  • 检测方法:HPLC
  • 下游产品:1-氨基芘 --> 1-芘癸酸 --> 1-芘丁酸
  • 不溶于水，易溶于乙醚、二硫化碳、苯和甲苯。
  • 外观性质:无色、棱形晶体(不纯物为黄色)。

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. 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. Fluorescent Stains - Fluorescent Probes, Labels, Particles and Stains
  5. Nucleic Acid Electrophoresis Stains - Fluorescent Stains
  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. Fluorescent Stains - Fluorescent Probes, Labels, Particles and Stains
  5. Nucleic Acid Electrophoresis Stains - Fluorescent Stains
  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. PU - PZ - P
  1. Materials Science 材料科学
  2. Products for Organic & Printed Electronics Research
  3. Photonic and Optical Materials - Organic and Printed Electronics
  4. Photoluminescent Materials - Photonic and Optical Materials
  5. Light-Emitting Dopants and Fluorescent Dyes - Photoluminescent Materials
  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Building Blocks 手性分子砌块
  4. Heterocyclic Building Blocks - Chiral Building Blocks
  5. Benzoxazines - Heterocyclic Building Blocks
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Fused polycyclic hydrocarbons 熔融多环烃
  5. Pyrenes
  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. Fluorescent Probes, Labels, Particles and Stains
  4. Fluorescent Stains
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Luminescent Compounds/Detection
  4. Fluorescent Probes, Labels, Particles and Stains
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Luminescent Compounds/Detection
  4. Solvents, Buffers and Reagents for Luminescence
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Nucleic Acid Electrophoresis
  4. Agarose
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Fluorescent Probes, Labels, Particles and Stains
  4. Fluorescent Stains
  5. Nucleic Acid Stains
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Luminescent Compounds/Detection
  4. Fluorescent Probes, Labels, Particles and Stains
  5. Fluorescent Stains
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Molecular Biology
  4. Nucleic Acid Electrophoresis
  5. Agarose Gel
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Luminescent Compounds/Detection
  4. Fluorescent Probes, Labels, Particles and Stains
  5. Fluorescent Stains
  6. Nucleic Acid Stains

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