832-69-9 (1-甲基,1-Methylphenanthrene)

快速询单

结构式：

1-甲基MOL文件

CAS号：

832-69-9

中文名称：

1-甲基

英文名称：

1-Methylphenanthrene

分子式：

C₁₅H₁₂

分子量：

192.255784034729

1-甲基(832-69-9)名称与标识符

名称

中文别名：

1-甲基菲;1-甲基菲标准品;1-甲菲;1-甲基;

英文别名：

Phenanthrene, 1-methyl-;1-Methylphenanthrene;1-Methylphenanthrene Solution;1-methyl-phenanthren;1-methylphenathrene;PHENANTHRENE,1-METHYL;NSC 146583;1-Methylphenanthrene (ACI);44IY90KLCE;DTXSID6025648;CHEMBL3561957;1-Methyl phenanthrene;CCRIS 5481;C19457;BRN 1861851;832-69-9;Tox21_303752;1-METHYLPHENANTHRENE [IARC];Phenanthrene, 1methyl;HS-3184;Q27116596;NSC146583;1-METHYLPHENANTHRENE (IARC);NCGC00356988-01;METHYL PHENANTHRENE, 1-;NSC-146583;DTXCID105648;UNII-44IY90KLCE;1-Methylphenanthrene 10 microg/mL in Cyclohexane;1-methyl-phenanthrene;1-Methylphenanthrene 10 microg/mL in Acetonitrile;CHEBI:35860;CAS-832-69-9;AB-131/40897136;DB-056704;EINECS 212-622-1;AKOS006275679;NS00007467;

标识符

InChIKey：

DOWJXOHBNXRUOD-UHFFFAOYSA-N

Inchi：

1S/C15H12/c1-11-5-4-8-15-13(11)10-9-12-6-2-3-7-14(12)15/h2-10H,1H3

SMILES：

C1C=C2C=CC3C(C)=CC=CC=3C2=CC=1

1-甲基(832-69-9)物化性质

实验特性

LogP : 4.30140
PSA : 0.00000
折射率 : 1.6031 (estimate)
沸点 : 353.25°C (rough estimate)
熔点 : 195 ºC
蒸气压 : 0.0±0.4 mmHg at 25°C
闪点 : 157.5±12.8 °C
溶解度 : Insuluble (2.7E-4 g/L) (25 ºC),
颜色与性状 : 叶片状晶体。
密度 : 1.105±0.06 g/cm3 (20 ºC 760 Torr),

计算特性

精确分子量 : 192.09400
氢键供体数量 : 0
氢键受体数量 : 0
可旋转化学键数量 : 0
同位素质量 : 192.093900383g/mol
重原子数量 : 15
复杂度 : 220
同位素原子数量 : 0
确定原子立构中心数量 : 0
不确定原子立构中心数量 : 0
确定化学键立构中心数量 : 0
不确定化学键立构中心数量 : 0
共价键单元数量 : 1
疏水参数计算参考值（XlogP） : 无
互变异构体数量 : 无
表面电荷 : 0
拓扑分子极性表面积 : 0Å²

1-甲基(832-69-9)安全信息

1-甲基(832-69-9)国际标准相关数据

EINECS：

1-甲基(832-69-9)推荐厂家更多厂家(5)

公司名称	手机号/电话	联系人	QQ	询单
上海瀚思化工有限公司	18939883912 021-34536277	顾经理	3003949364	询单
金锦乐（湖南）化学有限公司		金锦乐	1226360695	询单
上海依赫生物科技有限公司	17721395025 021-68882955	张经理	2423903095	询单
深圳市中发源生物科技有限公司	18129803827 0755-23105005	林小姐	3158423203	询单
上海源叶生物科技有限公司	15026964105 15026964105	汤思磊	2881489226	询单

1-甲基(832-69-9)合成路线

合成路线：1 步

_98%

反应条件：

1.1 Reagents: Cesium carbonate Catalysts: Triphenylphosphine , Palladium diacetate Solvents: Dimethylformamide ; 10 h, 105 °C

参考文献：

A novel and efficient synthesis of phenanthrene derivatives via palladium/norbornadiene-catalyzed domino one-pot reaction

Zhong, Yue; et al, Beilstein Journal of Organic Chemistry, 2019, 15, 291-298

合成路线：1 步

_98%

反应条件：

1.1 Reagents: Cesium carbonate Catalysts: Tricyclohexylphosphine , Palladium diacetate Solvents: 1,4-Dioxane ; 18 h, 130 °C

参考文献：

Regioselective Synthesis of Polycyclic and Heptagon-embedded Aromatic Compounds through a Versatile π-Extension of Aryl Halides

Fu, Wai Chung ; et al, Angewandte Chemie, 2017, 56(25), 7166-7170

合成路线：1 步

74685-42-0

_98%

832-69-9

反应条件：

1.1 Reagents: Oxygen Catalysts: Iodine Solvents: Cyclohexane ; 6 min, rt

参考文献：

Efficient synthetic photocyclization for phenacenes using a continuous flow reactor

Okamoto, Hideki; et al, Chemistry Letters, 2014, 43(7), 994-996

合成路线：1 步

74685-42-0

_96%

832-69-9

反应条件：

1.1 Reagents: Iodine , Oxygen Solvents: Cyclohexane

参考文献：

Systematic investigations on fused π-system compounds of seven benzene rings prepared by photocyclization of diphenanthrylethenes

Fujino, Shota; et al, Photochemical & Photobiological Sciences, 2017, 16(6), 925-934

合成路线：1 步

74685-42-0

_96%

832-69-9

反应条件：

1.1 Reagents: Iodine , Oxygen Solvents: Cyclohexane

参考文献：

Photochemical synthesis and photophysical properties of coumarins bearing extended polyaromatic rings studied by emission and transient absorption measurements

Yamaji, Minoru; et al, Photochemical & Photobiological Sciences, 2017, 16(4), 555-563

合成路线：1 步

1211-95-6

_96%

832-69-9

反应条件：

1.1 Solvents: Cyclohexane

参考文献：

Photocyclization of stilbenes and related molecules

Mallory, Frank B.; et al, Organic Reactions (Hoboken, 1984, 30,

合成路线：1 步

_90%

反应条件：

1.1 Reagents: Sodium acetate Catalysts: Palladium diacetate Solvents: Dimethylformamide ; 24 h, 140 °C

参考文献：

Base/Solvent Controlled Divergent Synthesis of Norbornane-Fused Dihydrophenanthrenes and Triphenylenes via Palladium Catalyst

Dehghan, Maryam ; et al, Organic Letters, 2023, 25(41), 7486-7490

合成路线：1 步

408312-91-4

_90%

832-69-9

反应条件：

1.1 Catalysts: Palladium

参考文献：

Phenanthrene derivatives. IX. 1-Alkyl-1-hydroxy-tetrahydrophenanthrenes and related compounds

Bachmann, W. E.; et al, Journal of the American Chemical Society, 1938, 60, 624-7

合成路线：1 步

_81%

反应条件：

1.1 Reagents: Cesium carbonate Catalysts: Palladium diacetate , Tris(2-furyl)phosphine Solvents: Dimethyl sulfoxide ; rt; 12 h, 130 °C

参考文献：

One-Pot Three-Component Synthesis of Phenanthrenes via Palladium-Catalyzed Catellani and Retro-Diels-Alder Reactions

Hao, Tianxin; et al, Journal of Organic Chemistry, 2023, 88(15), 10426-10433

合成路线：1 步

1241978-40-4

_75%

832-69-9

反应条件：

1.1 Reagents: Cesium carbonate , Tetrabutylammonium chloride Catalysts: Triphenylphosphine , Palladium diacetate Solvents: Dimethylformamide ; rt; 1.5 - 2 h, 85 - 90 °C

参考文献：

Synthesis of phenanthrene and alkyl phenanthrenes by palladium(0)-catalyzed pericyclic reactions

Jana, Rathin; et al, Synthesis, 2010, (12), 2092-2100

合成路线：1 步

394698-73-8

88284-48-4

_73%

832-69-9

反应条件：

1.1 Reagents: Cesium fluoride Solvents: Acetonitrile ; 12 h, 50 °C

参考文献：

Construction of Phenanthrenes and Chrysenes from β-Bromovinylarenes via Aryne Diels-Alder Reaction/Aromatization

Singh, Vikram; et al, Journal of Organic Chemistry, 2019, 84(21), 14161-14167

合成路线：1 步

1243027-26-0

_67%

832-69-9

反应条件：

1.1 Reagents: Sodium acetate Catalysts: Dichlorobis(triphenylphosphine)palladium Solvents: Dimethylacetamide ; 2 h, 130 - 140 °C; cooled
1.2 Catalysts: Hydrochloric acid Solvents: Water ; 5 - 10 min, rt

参考文献：

Palladium-catalyzed intramolecular C-H activation: a synthetic approach towards polycyclic aromatic hydrocarbons

Paul, Sunanda; et al, Synlett, 2010, (10), 1463-1468

合成路线：1 步

53423-25-9

_57%

832-69-9

反应条件：

1.1 Reagents: Iodine , Oxygen Solvents: Cyclohexane

参考文献：

Photocyclization of stilbenes and related molecules

Mallory, Frank B.; et al, Organic Reactions (Hoboken, 1984, 30,

合成路线：1 步

17058-00-3

_51%

832-69-9

参考文献：

Cyclization-rearrangement of alkylstyrenes. 2. Applications to the synthesis of some naphthalene and phenanthrene derivatives

Condon, Francis E.; et al, Journal of Organic Chemistry, 1980, 45(10), 2009-10

合成路线：1 步

698376-89-5

_50%

832-69-9

反应条件：

1.1 Reagents: Formic acid , Triethylamine , Triphenylphosphine Catalysts: Palladium diacetate Solvents: Dimethylformamide ; 30 min, 60 - 70 °C; 70 °C → rt
1.2 Solvents: Water ; rt

参考文献：

Regiospecific synthesis of alkylphenanthrenes using a combined directed ortho and remote metalation-Suzuki-Miyaura cross coupling strategy

Cai, Xiongwei; et al, Canadian Journal of Chemistry, 2004, 82(2), 195-205

合成路线：1 步

600697-57-2

_47%

832-69-9

反应条件：

1.1 Reagents: Phosphinic acid , Sodium nitrite Solvents: Water ; rt → 0 °C; 48 h, 5 °C
1.2 Reagents: Water

参考文献：

Synthesis of alkylphenanthrenes from naphthylalkylidenemalonodinitriles. A route to 1-methyl-, 2-methyl-, and 1,2-dimethylphenanthrene

Krasodomski, Wojciech; et al, Tetrahedron, 2003, 59(30), 5677-5683

合成路线：1 步

108983-47-7

_40%

832-69-9

参考文献：

Aromatic hydrocarbons. XVII. Synthesis of phenanthrenes

Skvarchenko, V. R.; et al, Zhurnal Obshchei Khimii, 1961, 31, 383-7

合成路线：1 步

2640179-45-7

26767-16-8

_36%

832-69-9

反应条件：

1.1 Reagents: Lithium tert-butoxide , Oxygen Catalysts: Pivalic acid , Palladium diacetate , Tris(2-furyl)phosphine Solvents: Dimethylacetamide ; 15 min, rt; 12 h, 120 °C

参考文献：

Palladium-Catalyzed Sequential Vinyl C-H Activation/Dual Decarboxylation: Regioselective Synthesis of Phenanthrenes and Cyclohepta[1,2,3-de]naphthalenes

Jiang, Guomin; et al, Organic Letters, 2021, 23(24), 9398-9402

合成路线：1 步

611-15-4

71-43-2

_36%

832-69-9

反应条件：

1.1 Reagents: Pivalic acid , Silver carbonate Catalysts: Diisopropyl sulfide , Palladium diacetate ; 8 h, 120 °C; 120 °C → rt
1.2 Reagents: Iodobenzene diacetate Solvents: 1,4-Dioxane ; 8 h, rt

参考文献：

Straightforward synthesis of phenanthrenes from styrenes and arenes

Li, Hu; et al, Chemical Communications (Cambridge, 2012, 48(56), 7028-7030

合成路线：1 步

63523-46-6

832-69-9

反应条件：

1.1 Solvents: Mesitylene

参考文献：

Synthesis of 2-(1-hydroxy-2-phenylethyl)cyclohexanone and derivatives thereof. A new synthesis of 1,8-dimethylphenanthrene

Wysocka, W.; et al, Synthesis, 1977, (4), 261-3

合成路线：2 步

1530-36-5

100-52-7

832-69-9

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Chloroform , Water ; rt; 1 h, 65 °C
2.1 Reagents: Iodine , Oxygen Solvents: Cyclohexane

参考文献：

Systematic investigations on fused π-system compounds of seven benzene rings prepared by photocyclization of diphenanthrylethenes

Fujino, Shota; et al, Photochemical & Photobiological Sciences, 2017, 16(6), 925-934

合成路线：2 步

1530-36-5

100-52-7

832-69-9

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Chloroform , Water ; rt; 1 h, 65 °C
2.1 Reagents: Iodine , Oxygen Solvents: Cyclohexane

参考文献：

Photochemical synthesis and photophysical properties of coumarins bearing extended polyaromatic rings studied by emission and transient absorption measurements

Yamaji, Minoru; et al, Photochemical & Photobiological Sciences, 2017, 16(4), 555-563