9,9-Dimethyl-9H-fluorene
- Iupac Name：9,9-dimethylfluorene
- CAS No.: 4569-45-3
- Molecular Weight：194.27166
- Modify Date.: 2022-11-29 12:48
- Introduction:
Pharmaceutical intermediates are also important intermediates for the synthesis of optoelectronic materials
View more+
1. Names and Identifiers
- 1.1 Name
- 9,9-Dimethyl-9H-fluorene
- 1.2 Synonyms
9,9- two Methylfluorene 9,9-Dimethyl-9H-fluo 9,9-Dimethyl-9H-fluorene 9,9-DIMETHYLFLUORENE 9,9-Dimethylfluorene (purified by sublimation) 9,9-DiMethylfluorene, 9,9-DiMethyl-9H-fluorene 9,9'-Dimethylfluorenee 9,9-dimethyl-fluororene
- 1.3 CAS No.
- 4569-45-3
- 1.4 CID
- 78325
- 1.5 EINECS(EC#)
- 1312995-182-4
- 1.6 Molecular Formula
- C15H14 (isomer)
- 1.7 Inchi
- InChI=1S/C15H14/c1-15(2)13-9-5-3-7-11(13)12-8-4-6-10-14(12)15/h3-10H,1-2H3
- 1.8 InChkey
- ZHQNDEHZACHHTA-UHFFFAOYSA-N
- 1.9 Canonical Smiles
- CC1(C2=CC=CC=C2C3=CC=CC=C31)C
- 1.10 Isomers Smiles
- CC1(C2=CC=CC=C2C3=CC=CC=C31)C
2. Properties
- 2.1 Density
- 1.04
- 2.1 Melting point
- 96°C
- 2.1 Boiling point
- 300.8 °C at 760 mmHg
- 2.1 Refractive index
- 1.591
- 2.1 Flash Point
- 138.7 °C
- 2.1 Precise Quality
- 194.11000
- 2.1 PSA
- 0.00000
- 2.1 logP
- 3.99290
- 2.1 Λmax
- 301nm(EtOH)(lit.)
- 2.2 Appearance
- Light yellow to white crystal powder
3. Use and Manufacturing
- 3.1 Methods of Manufacturing
- Fluorene, (1 g, 6.01mmol) was placed in a Schlenk ask along with 3eqpotassium tert-butoxide (2.02 g, 18.05 mmol). The askwas purged with N2 followed by the addition of 30mL THF.The orange solution was stirred for 10min. Iodomethane(1.12mL, 18.05mmol) was added slowly to the ask over aperiod of 10min. The reaction was heated at 65C for 16hthen cooled, diluted with 100mL ice water and extractedwith DCM. The organic layer was washed with brine andsaturated sodium bicarbonate (30 mL each), dried withmagnesium sulphate, and the solvent removed in vacuo toaord yellow waxy solid (1.074g, 5.53mmol, 92%). 1H NMRspectra were in agreement with previously reported results.A mixture including 16.6 g (100.0 mmol) of fluorene, 42.5 g (300.0 mmol) of methyl iodide, 28.0 g (250.0 mmol) of KOtBu, and 600 mL of THF was stirred for 12 hours in a nitrogen atmosphere. 200 mL of water was added to the reaction mixture, and the reaction mixture was subjected to extraction twice with 500 mL ethyl acetate. The resultant organic layer was dried, filtered, concentrated, and then separated using column chromatography to obtain 16.7 g of compound 1 in light-yellow liquid form with a yield of 86%.Add 50 g of fluorene to the reaction flask then, 300 mL of THF was added, and 62.1 g of potassium t-butoxide was added thereto under ice-cooling, and after stirring for one hour, a mixture of 80.1 g of CH3I and 200 mL of THF was slowly added dropwise through a constant pressure funnel. After the dropwise addition, the reaction solution was poured into 500 ml of distilled water and stirred, and an orange solid was precipitated, suction filtered, washed with water and dried. After recrystallization from 100 ml of ethanol, The white solid Synthesis of Synthesis of 24.9 g (0.15 mol) fluorene(1), 42.0 g (0.75 mol) potassium hydroxide and 2.50 g (0.015 mol) potassium iodide were dissolved in 300 ml anhydrous dimethylsulfoxide under nitrogen atmosphere, and after the temperature of the reactants was raised to 70 C., 55.4 g (0.390 mol) iodomethane was added slowly over 4 hours with care to maintain the temperature of the reactants between 70'75 C. and stirred at 70 C. for 2 hours. Subsequently, the reactants were cooled to room temperature, 500 ml distilled water and 400 ml dichloromethane were added to extract a product, and after the extracted organic layer was washed with 400 ml distilled water twice, the recovered organic layer was dried with anhydrous magnesium sulfate and distilled under reduced pressure, and a resulting solid product was purified with 50 ml methanol twice and dried to give 22.1 g (75.9%)
4. Safety and Handling
- 4.1 Risk Statements
- R20/21/22
- 4.1 Safety Statements
- 26-37/39
- 4.1 Safety
-
Safety Information of 9H-Fluorene, 9,9-dimethyl- (CAS NO.4569-45-3):
Risk Statements: 20/21/22-36/37/38
20: Harmful by inhalation
21: Harmful in contact with skin
22: Harmful if swallowed
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements: 26-37/39
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37: Wear suitable gloves
39: Wear eye/face protection
- 4.2 Specification
-
9H-Fluorene, 9,9-dimethyl- , its CAS NO. is 4569-45-3, the synonym is 9,9-Dimethyl-9H-fluorene .
5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
no data available
2.2 GHS label elements, including precautionary statements
| Pictogram(s) | no data available |
| Signal word | no data available |
| Hazard statement(s) | no data available |
| Precautionary statement(s) | |
| Prevention | no data available |
| Response | no data available |
| Storage | no data available |
| Disposal | no data available |
2.3 Other hazards which do not result in classification
no data available
7. Synthesis Route
4569-45-3Total: 26 Synthesis Route
9. Computational chemical data
- Molecular Weight: 194.27166g/mol
- Molecular Formula: C15H14
- Compound Is Canonicalized: True
- XLogP3-AA: 4.4
- Exact Mass: 194.109550447
- Monoisotopic Mass: 194.109550447
- Complexity: 216
- Rotatable Bond Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 0
- Topological Polar Surface Area: 0
- Heavy Atom Count: 15
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 1
- CACTVS Substructure Key Fingerprint: AAADccBwAAAAAAAAAAAAAAAAAAAAAYAAAAAwYAAAAAAAAGABQAAAGAAAAAAADgCAGAAyAIAAAACAAiBCAAACAAAgAAAIiAAAAIgIICKAERCAIAAggAAIiAcAgMAPgAAAAAAQAAAAAAAAACAAAQAACAAAAA==
10. Recommended Suppliers
-
- Products:biotechnology pharmaceutical intermediates
biotechnology medical intermediates
- Tel:0086-0310-15343106358
- Email:guide@cnyouze.com
-
- Products:Chemical products
- Tel:86-571-88938639
- Email:sales-gc@dycnchem.com
-
- Products:Veterinary products,Nutrition products,Agrochemicals,Active pharmaceutical Ingredients,Custom systhesis,Contract manufacturing
- Tel:86-571-85829052
- Email:market@royalpharms.com
-
- Products:API,fine chemical&its intermediates,biological chemistry
- Tel:0086-27-59207850
- Email:info@fortunachem.com
-
- Products:chemical raw materials, veterinary drug raw materials, animal and plant extracts, pharmaceutical excipients, pharmaceutical products, food additives
- Tel:86-152-37804566
11. Realated Product Infomation
-
65360-19-2
4,5-DiMethyl-9H-fluorene
-
1207-11-0
1,8-Dimethyl-9H-fluorene
-
1644054-07-8
N-(9,9-dimethyl-9H-fluoren-4-yl)-9,9-dimethyl-9H-fluoren-2-amine
-
942615-32-9
4-BroMo-9,9-diMethyl fluorene
-
112486-09-6
3,4-Benzo-9,9-dimethyl-fluoren
-
605644-46-0
9,9-Dimethyl-2-nitro-9H-fluorene
-
221010-68-0
9,9-DIMETHYL-9H-FLUORENE-2,7-DIOL
skype
1YR
