874-35-1 (5-甲基茚烷,5-Methylindan)

快速询单

结构式：

5-甲基茚烷MOL文件

CAS号：

874-35-1

中文名称：

5-甲基茚烷

英文名称：

5-Methylindan

分子式：

C₁₀H₁₂

分子量：

132.202282905579

5-甲基茚烷(874-35-1)名称与标识符

名称

中文别名：

5-甲基茚满;5-甲基茚烷;5-甲基-2,3-二氢-1H-茚;

英文别名：

1H-Indene,2,3-dihydro-5-methyl-;5-methyl-2,3-dihydro-1H-indene;5-METHYLINDAN;5-Methylindane;5-Methylindan1000µg;2,3-Dihydro-5-methyl-1H-indene (ACI);Indan, 5-methyl- (6CI, 7CI, 8CI);6-Methylindane;

标识符

MDL：

MFCD04972228

InChIKey：

RFXBCGVZEJEYGG-UHFFFAOYSA-N

Inchi：

1S/C10H12/c1-8-5-6-9-3-2-4-10(9)7-8/h5-7H,2-4H2,1H3

SMILES：

C1C(C)=CC2CCCC=2C=1

5-甲基茚烷(874-35-1)物化性质

实验特性

折射率 : 1.5336
沸点 : 204.15°C (rough estimate)
闪点 : 74.1°C
密度 : 0.9440

计算特性

精确分子量 : 132.0939
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 : 132.0939
重原子数量 : 10
复杂度 : 117
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） : 3.1
互变异构体数量 : 无
表面电荷 : 0
拓扑分子极性表面积 : 0

5-甲基茚烷(874-35-1)推荐厂家更多厂家(8)

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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
上海腾准生物科技有限公司	19821570922 021-34053661	张经理	3003871136	询单
上海绩祥生物科技有限公司	13093077543	陆经理	3985448220	询单
南通众合化工新材料有限公司	18762756250 0513-55074056	胡经理	2369399482	询单
江苏艾康生物医药研发有限公司	18795912720 025-66061636	杨情情	3004779232	询单
上海麦克林生化科技股份有限公司	15221275939 021-50706066	沈经理	269348414	询单
上海源叶生物科技有限公司	15026964105 15026964105	汤思磊	2881489226	询单

5-甲基茚烷(874-35-1)合成路线

合成路线：1 步

1089665-02-0

_97%

874-35-1

反应条件：

1.1 Catalysts: Grubbs second generation catalyst Solvents: Dichloromethane ; 2 h, rt
1.2 Reagents: p-Toluenesulfonic acid ; 1 h, rt

参考文献：

Synthesis of substituted benzenes and phenols by ring-closing olefin metathesis

Yoshida, Kazuhiro; et al, Chemistry - A European Journal, 2008, 14(27), 8246-8261

合成路线：1 步

18775-42-3

_96%

874-35-1

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ; 20 min, 45 - 50 psi, rt

参考文献：

Jacobsen rearrangement. VIII. Cyclic systems; mechanism

Arnold, Richard T.; et al, Journal of the American Chemical Society, 1944, 66, 960-4

合成路线：1 步

1089665-03-1

_94%

874-35-1

反应条件：

1.1 Catalysts: Grubbs second generation catalyst Solvents: Dichloromethane ; 2 h, rt
1.2 Reagents: p-Toluenesulfonic acid ; 1 h, rt

参考文献：

Synthesis of substituted benzenes and phenols by ring-closing olefin metathesis

Yoshida, Kazuhiro; et al, Chemistry - A European Journal, 2008, 14(27), 8246-8261

合成路线：1 步

7480-80-0

_90%

874-35-1

参考文献：

Synthesis of biological markers in fossil fuels. 2. Synthesis and carbon-13 NMR studies of substituted indans and tetralins

Adamczyk, Maciej; et al, Journal of Organic Chemistry, 1984, 49(22), 4226-37

合成路线：1 步

51632-06-5

_86%

874-35-1

反应条件：

1.1 Reagents: Potassium hydroxide , Hydrazine hydrate (1:1) Solvents: Dimethyl sulfoxide ; 18 h, rt
1.2 Reagents: Water ; rt

参考文献：

Light-Driven Metal-Free Direct Deoxygenation of Alcohols under Mild Conditions

Cao, Dawei; et al, iScience, 2020, 23(8),

合成路线：1 步

1505-50-6

_82%

874-35-1

参考文献：

Optically active spiranes. Part 11. Syntheses of optically active mono- to hepta-substituted 5-methyl- and 5-ethyl-2,2'-spirobiindanes and related naphthalene derivatives of known chirality and enantiomeric purity

Neudeck, Horst; et al, Monatshefte fuer Chemie, 1981, 112(6-7), 801-23

合成路线：1 步

50919-77-2

_51%

874-35-1

反应条件：

1.1 Reagents: Potassium hydroxide

参考文献：

Anodic oxidation of α-substituted p-xylenes. Electronic and stereoelectronic effects of α-substituents in the deprotonation of alkylaromatic radical cations

Baciocchi, Enrico; et al, Journal of Organic Chemistry, 1991, 56(25), 7154-60

合成路线：1 步

3333-13-9

_1%

874-35-1

参考文献：

Bis(π-methane) rearrangements of methyl-substituted allylbenzenes

Fasel, Jean Pierre; et al, Chimia, 1981, 35(1), 9-12

合成路线：1 步

158781-33-0

874-35-1

参考文献：

Product class 3: cyclic allenes

Kawase, T., Science of Synthesis, 2007, 44, 395-449

合成路线：2 步

1089664-99-2

21969-32-4

874-35-1

反应条件：

1.1 Solvents: Tetrahydrofuran ; 0 °C; 30 min, rt
1.2 Reagents: Ammonium chloride Solvents: Water
2.1 Catalysts: Grubbs second generation catalyst Solvents: Dichloromethane ; 2 h, rt
2.2 Reagents: p-Toluenesulfonic acid ; 1 h, rt

参考文献：

Synthesis of substituted benzenes and phenols by ring-closing olefin metathesis

Yoshida, Kazuhiro; et al, Chemistry - A European Journal, 2008, 14(27), 8246-8261

合成路线：2 步

1089664-99-2

5674-01-1

874-35-1

反应条件：

参考文献：

Synthesis of substituted benzenes and phenols by ring-closing olefin metathesis

Yoshida, Kazuhiro; et al, Chemistry - A European Journal, 2008, 14(27), 8246-8261

合成路线：2 步

75476-78-7

75-16-1

874-35-1

参考文献：

Synthesis of biological markers in fossil fuels. 2. Synthesis and carbon-13 NMR studies of substituted indans and tetralins

Adamczyk, Maciej; et al, Journal of Organic Chemistry, 1984, 49(22), 4226-37

合成路线：3 步

89466-25-1

13682-77-4

874-35-1

反应条件：

1.1 Reagents: Cesium carbonate Catalysts: Triphenylphosphine , Palladium diacetate Solvents: Tetrahydrofuran , Water ; 3 h, 50 °C; 50 °C → rt
2.1 Solvents: Tetrahydrofuran ; 0 °C; 30 min, rt
2.2 Reagents: Ammonium chloride Solvents: Water
3.1 Catalysts: Grubbs second generation catalyst Solvents: Dichloromethane ; 2 h, rt
3.2 Reagents: p-Toluenesulfonic acid ; 1 h, rt

参考文献：

Synthesis of substituted benzenes and phenols by ring-closing olefin metathesis

Yoshida, Kazuhiro; et al, Chemistry - A European Journal, 2008, 14(27), 8246-8261

合成路线：1 步

_58%

参考文献：

Strained Cyclic Cumulene Intermediates in Diels-Alder Cycloadditions of Enynes and Diynes

Burrell, Richard C.; et al, Journal of the American Chemical Society, 1996, 118(17), 4218-19

合成路线：1 步

_54%

反应条件：

1.1 Reagents: Butyllithium Solvents: Diethyl ether
1.2 -

参考文献：

The intermediate formation of [4]metacyclophane on flash vacuum thermolysis

Kostermans, Gerardus B. M.; et al, Journal of Organic Chemistry, 1988, 53(19), 4531-4

合成路线：1 步

_52%

反应条件：

1.1 Reagents: Magnesium Solvents: Diethyl ether
1.2 Solvents: Diethyl ether

参考文献：

Photochemical oxadi-π-methane rearrangement approach to [3.3.3]propellanes. Total synthesis of sesquiterpene hydrocarbon (±)-modhephene

Mehta, Goverdhan; et al, Journal of the Chemical Society, 1991, (2), 395-401

合成路线：1 步

_45%

参考文献：

The intermediate formation of [4]metacyclophane on flash vacuum thermolysis

Kostermans, Gerardus B. M.; et al, Journal of Organic Chemistry, 1988, 53(19), 4531-4

合成路线：1 步

反应条件：

1.1 Reagents: Iodine Solvents: Carbon tetrachloride

参考文献：

Iodination and chlorination of methyl-substituted cis-bicyclo[4.3.0]nona-3,7-dienes

Anfilogova, S. N.; et al, Neftekhimiya, 1993, 33(2), 156-63

合成路线：2 步

反应条件：

1.1 Reagents: Iron , Bromine Solvents: Hexane
2.1 Reagents: Butyllithium Solvents: Diethyl ether
2.2 -

参考文献：

The intermediate formation of [4]metacyclophane on flash vacuum thermolysis

Kostermans, Gerardus B. M.; et al, Journal of Organic Chemistry, 1988, 53(19), 4531-4

5-甲基茚烷(874-35-1)相关文献

1. 413. Studies in relation to biosynthesis. Part XXXII. Preparation, spectra, and hydrolysis of poly-β-carbonyl compounds
A. J. Birch,P. Fitton,D. C. C. Smith,D. E. Steere,A. R. Stelfox J. Chem. Soc. 1963 2209
2. An expeditious preparation of all enantiopure diastereoisomers of aromatic A-ring analogues of strigolactones, germination stimulants for seeds of the parasitic weeds Striga and Orobanche
Suzanne C. M. Wigchert,Binne Zwanenburg J. Chem. Soc. Perkin Trans. 1 1999 2617
3. Chromatostructural analysis (chromatoscopy) a new method of determination of molecular structure
Andrej V. Kiselev,Dionisas P. Poshkus Faraday Symp. Chem. Soc. 1980 15 13
4. General discussion
P. F. Tiley,A. A. Clifford,W. A. Wakeham,A. V. Kiselev,Z. Elkoshi,J. S. Rowlinson,G. H. Findenegg,C. S. G. Phillips,J. H. Purnell,R. J. Laub,J. R. Conder,J. H. Knox,M. Albrecht,M. W. Roberts,C. L. de Ligny,G. B Cox,P. J. Schoenmakers,R. P. W. Scott,W. E. Hammers,C. F. Simpson,E. sx. Kováts,V. Mathot,M. E. van Kreveld,J. V. Dawkins,J. E Newbery,B. Sebille,P. Gray Faraday Symp. Chem. Soc. 1980 15 161
5. A Novel Approach to the Rare 4- and 5-Alkylindan-2-ols
Philippe Bisel,August W. Frahm J. Chem. Res. (S) 1998 590
6. Synthesis of some indan-1-ones
Jaysukhlal R. Merchant,Meera S. Kamath,Suneel Y. Dike J. Chem. Soc. Perkin Trans. 1 1977 2089
7. 541. The synthesis of some new phenols
R. E. Dean,A. Midgley,E. N. White,D. McNeil J. Chem. Soc. 1961 2773
8. 191. Monomethyl-indoles, -benzofurans, and -benzothiophens, their long-range and other proton–proton couplings, and the non-equivalence of methylene protons in some intermediate diethyl acetals
J. A. Elvidge,R. G. Foster J. Chem. Soc. 1964 981
9. Acylation of aroyl chlorides via a template Friedel–Crafts process: synthesis of indan-1,3-diones
Giovanni Sartori,Franca Bigi,Raimondo Maggi,Davide Baraldi,Giuseppe Casnati J. Chem. Soc. Perkin Trans. 1 1992 2985