JPS60188393A - 新規フエロセン化合物およびその製造方法 - Google Patents
新規フエロセン化合物およびその製造方法Info
- Publication number
- JPS60188393A JPS60188393A JP4466284A JP4466284A JPS60188393A JP S60188393 A JPS60188393 A JP S60188393A JP 4466284 A JP4466284 A JP 4466284A JP 4466284 A JP4466284 A JP 4466284A JP S60188393 A JPS60188393 A JP S60188393A
- Authority
- JP
- Japan
- Prior art keywords
- ferrocene
- compound
- formula
- benzoquinonyl
- elemental analysis
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- -1 ferrocene compound Chemical class 0.000 title claims abstract description 18
- 238000002360 preparation method Methods 0.000 title abstract description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 15
- 150000007522 mineralic acids Chemical group 0.000 claims abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 abstract description 18
- 239000012954 diazonium Substances 0.000 abstract description 6
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 abstract description 6
- 150000001989 diazonium salts Chemical class 0.000 abstract description 5
- ILAHWRKJUDSMFH-UHFFFAOYSA-N boron tribromide Chemical compound BrB(Br)Br ILAHWRKJUDSMFH-UHFFFAOYSA-N 0.000 abstract description 4
- 229910001923 silver oxide Inorganic materials 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract 2
- PWMWNFMRSKOCEY-UHFFFAOYSA-N 1-Phenyl-1,2-ethanediol Chemical compound OCC(O)C1=CC=CC=C1 PWMWNFMRSKOCEY-UHFFFAOYSA-N 0.000 abstract 1
- 230000001335 demethylating effect Effects 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 239000013078 crystal Substances 0.000 description 22
- 238000000921 elemental analysis Methods 0.000 description 19
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 239000012847 fine chemical Substances 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- PCCVSPMFGIFTHU-UHFFFAOYSA-N tetracyanoquinodimethane Chemical compound N#CC(C#N)=C1C=CC(=C(C#N)C#N)C=C1 PCCVSPMFGIFTHU-UHFFFAOYSA-N 0.000 description 2
- FHCPAXDKURNIOZ-UHFFFAOYSA-N tetrathiafulvalene Chemical compound S1C=CSC1=C1SC=CS1 FHCPAXDKURNIOZ-UHFFFAOYSA-N 0.000 description 2
- 125000002490 anilino group Chemical class [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 101150084411 crn1 gene Proteins 0.000 description 1
- UVJCRKOVPWQDTR-UHFFFAOYSA-N cyclopenta-1,3-diene;1-cyclopenta-2,4-dien-1-yl-4-methylbenzene;iron(2+) Chemical compound [Fe+2].C=1C=C[CH-]C=1.C1=CC(C)=CC=C1C1=CC=C[CH-]1 UVJCRKOVPWQDTR-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- 210000003746 feather Anatomy 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000004151 quinonyl group Chemical group 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4466284A JPS60188393A (ja) | 1984-03-08 | 1984-03-08 | 新規フエロセン化合物およびその製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4466284A JPS60188393A (ja) | 1984-03-08 | 1984-03-08 | 新規フエロセン化合物およびその製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60188393A true JPS60188393A (ja) | 1985-09-25 |
| JPH0412278B2 JPH0412278B2 (enrdf_load_stackoverflow) | 1992-03-04 |
Family
ID=12697654
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4466284A Granted JPS60188393A (ja) | 1984-03-08 | 1984-03-08 | 新規フエロセン化合物およびその製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60188393A (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5390109A (en) * | 1990-11-24 | 1995-02-14 | Kabushiki Kaisha Ace Denken | Sensor for detecting location of metal body |
| US5509654A (en) * | 1990-11-24 | 1996-04-23 | Kabushiki Kaisha Ace Denken | Game machine employing metal bodies as its media |
| US5583435A (en) * | 1991-11-20 | 1996-12-10 | Kabushiki Kaisha Ace Denken | Sensor with a plurality of transmission and reception lines for detecting a position of a metal object |
-
1984
- 1984-03-08 JP JP4466284A patent/JPS60188393A/ja active Granted
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5390109A (en) * | 1990-11-24 | 1995-02-14 | Kabushiki Kaisha Ace Denken | Sensor for detecting location of metal body |
| US5509654A (en) * | 1990-11-24 | 1996-04-23 | Kabushiki Kaisha Ace Denken | Game machine employing metal bodies as its media |
| US5583435A (en) * | 1991-11-20 | 1996-12-10 | Kabushiki Kaisha Ace Denken | Sensor with a plurality of transmission and reception lines for detecting a position of a metal object |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0412278B2 (enrdf_load_stackoverflow) | 1992-03-04 |
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