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3',4'-Difluoroacetophenone is an organic compound that belongs to the class of acetophenones, characterized by the presence of two fluorine atoms at the 3' and 4' positions on the aromatic ring. It is a clear yellowish liquid after melting and is commonly utilized in various chemical synthesis processes due to its unique structural properties.

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  • 369-33-5 Structure
  • Basic information

    1. Product Name: 3',4'-Difluoroacetophenone
    2. Synonyms: 1-(3,4-Difluorophenyl)ethan-1-one;1-(3,4-DIFLUORO-PHENYL)-ETHANONE;3',4'-DIFLUOROACETOPHENONE;3,4-DIFLUOROACETOPHENONE;OTAVA-BB BB7020410077;Ethanone, 1-(3,4-difluorophenyl)-;3,4-Difluoroacetophenone,98%;3',4'-Difluoro
    3. CAS NO:369-33-5
    4. Molecular Formula: C8H6F2O
    5. Molecular Weight: 156.13
    6. EINECS: 206-717-7
    7. Product Categories: Acetophenone Series;Aromatic Acetophenones & Derivatives (substituted);ketone;Miscellaneous;Adehydes, Acetals & Ketones;Fluorine Compounds;C7 to C8;Carbonyl Compounds;Ketones
    8. Mol File: 369-33-5.mol
  • Chemical Properties

    1. Melting Point: 19-20 °C(lit.)
    2. Boiling Point: 94-95 °C13 mm Hg(lit.)
    3. Flash Point: 167 °F
    4. Appearance: clear yellowish liquid after melting
    5. Density: 1.246 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 0.237mmHg at 25°C
    7. Refractive Index: n20/D 1.4916(lit.)
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. Water Solubility: INSOLUBLE
    11. BRN: 2206856
    12. CAS DataBase Reference: 3',4'-Difluoroacetophenone(CAS DataBase Reference)
    13. NIST Chemistry Reference: 3',4'-Difluoroacetophenone(369-33-5)
    14. EPA Substance Registry System: 3',4'-Difluoroacetophenone(369-33-5)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36-37/39
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 369-33-5(Hazardous Substances Data)

369-33-5 Usage

Uses

Used in Chemical Synthesis:
3',4'-Difluoroacetophenone is used as an intermediate in the synthesis of various organic compounds, particularly those requiring fluorinated aromatic rings. Its application in this field is due to its unique reactivity and the ability to introduce fluorine atoms into the molecular structure, which can significantly alter the properties of the final product.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3',4'-Difluoroacetophenone is used as a building block for the development of new drugs with potential applications in various therapeutic areas. The presence of fluorine atoms can enhance the lipophilicity, metabolic stability, and overall pharmacokinetic profile of the resulting drug molecules, making them more effective and suitable for clinical use.
Used in Material Science:
3',4'-Difluoroacetophenone can also be employed in the field of material science, where it may be used to synthesize novel materials with specific properties. The incorporation of fluorine atoms into the molecular structure can lead to materials with improved thermal stability, chemical resistance, and other desirable characteristics for various applications, such as in coatings, adhesives, or polymers.

Check Digit Verification of cas no

The CAS Registry Mumber 369-33-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,6 and 9 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 369-33:
(5*3)+(4*6)+(3*9)+(2*3)+(1*3)=75
75 % 10 = 5
So 369-33-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H6F2O/c1-5(11)6-2-3-7(9)8(10)4-6/h2-4H,1H3

369-33-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Alfa Aesar

  • (A15832)  3',4'-Difluoroacetophenone, 98%   

  • 369-33-5

  • 5g

  • 701.0CNY

  • Detail
  • Alfa Aesar

  • (A15832)  3',4'-Difluoroacetophenone, 98%   

  • 369-33-5

  • 25g

  • 2963.0CNY

  • Detail
  • Alfa Aesar

  • (A15832)  3',4'-Difluoroacetophenone, 98%   

  • 369-33-5

  • 100g

  • 9956.0CNY

  • Detail

369-33-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3',4'-Difluoroacetophenone

1.2 Other means of identification

Product number -
Other names 3’,4’-Difluoroacetophenone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:369-33-5 SDS

369-33-5Relevant articles and documents

The pollen tube growth regulator (by machine translation)

-

, (2020/11/03)

The pollen tube growth regulating agent [a]. (1) A compound represented by the general formula [a], a salt thereof, a solvate thereof selected from the group consisting of at least 1 kind, the pollen tube growth regulator. [Drawing] no (by machine translation)

Deracemization of Racemic Amines to Enantiopure (R)- and (S)-amines by Biocatalytic Cascade Employing ω-Transaminase and Amine Dehydrogenase

Yoon, Sanghan,Patil, Mahesh D.,Sarak, Sharad,Jeon, Hyunwoo,Kim, Geon-Hee,Khobragade, Taresh P.,Sung, Sihyong,Yun, Hyungdon

, p. 1898 - 1902 (2019/02/27)

A one-pot deracemization strategy for α-chiral amines is reported involving an enantioselective deamination to the corresponding ketone followed by a stereoselective amination by enantiocomplementary biocatalysts. Notably, this cascade employing a ω-transaminase and amine dehydrogenase enabled the access to both (R)-and (S)-amine products, just by controlling the directions of the reactions catalyzed by them. A wide range of (R)-and (S)-amines was obtained with excellent conversions (>80 %) and enantiomeric excess (>99 % ee). Finally, preparative scale syntheses led to obtain enantiopure (R)- and (S)-13 with the isolated yields of 53 and 75 %, respectively.

A process for preparing (1 R, 2 S) - 2 - (3, 4 - difluorophenyl) amine method

-

Paragraph 0043-0045, (2018/01/11)

The invention relates to a method for preparation of (1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine represented by the formula I. The method adopts 1-(3,4-difluorophenyl)ethylene as a raw material, a dextro-laevo isomer of the formula I is obtained succes

Zeolite y nanoparticle assemblies with high activity in the direct hydration of terminal alkynes

Xu, Shuling,Yun, Zhi,Feng, Yu,Tang, Ting,Fang, Zhongxue,Tang, Tiandi

, p. 69822 - 69827 (2016/08/06)

A strong acidic zeolite Y nanoparticle assembly (HNANO-Y) with a micro-meso-macroporous structure was synthesized and used as a highly efficient heterogeneous catalyst for the hydration of alkynes to prepare ketone compounds, as compared to acidic mesoporous zeolite ZSM-5 and Beta catalysts. This feature should be assigned to the fact that the micro-meso-macroporous structure in the HNANO-Y benefits mass transfer and the strongly acidic sites on HNANO-Y facilitate alkyne hydration activity. The catalyst can be reused six times without loss of activity.

One-pot one-step deracemization of amines using ω-transaminases

Shin, Giyoung,Mathew, Sam,Shon, Minsu,Kim, Byung-Gee,Yun, Hyungdon

, p. 8629 - 8631 (2013/09/23)

In this study, we developed a one-pot one-step deracemization method for the production of various enantiomerically pure amines using two opposite enantioselective ω-TAs. Using this method, various aromatic amines were successfully converted to their (R)-forms (>99%) with good conversion.

Fragmentation of radical anions of polyfluorinated benzoates

Konovalov, Valery V.,Laev, Sergey S.,Beregovaya, Irina V.,Shchegoleva, Lyudmila N.,Shteingarts, Vitalij D.,Tsvetkov, Yuri D.,Bilkis, Itzhak

, p. 352 - 361 (2007/10/03)

A comprehensive study of the symmetry forbidden fragmentation of short-lived radical anions (RAs) has been undertaken for the complete set of polyfluorinated benzoates (C6FnH5-nCO22, n = 1-5). The decay rate constants (kc) of RAs have been determined in aqueous alkaline solution (pH 13.4) by electron photoinjection (EPI) from mercury electrodes and were found to increase dramatically from ≤3 × 103 s-1 (3-F - C6H4CO2-) to (1.2 ± 0.8) × 109 s-1 (C6F5CO2-). The regioselectivity of C-F bond cleavage in the RA fragmentation has been revealed by structure assignment of reduction products of the polyfluorinated benzoic acids by Na, K, and Zn in liquid NH3, as well as by Zn in aqueous NH3 and aqueous alkaline solutions. The kc values depend on the position of the cleaved fluorine to the CO2- group generally in the order para > ortho > meta, and to sharply increase if adjacent fluorine atoms are present. The observed trends reveal that the kinetics of the RA fragmentation reaction is not controlled by the reaction thermodynamics. Semiempirical UHF/INDO calculations, the validity of which has been confirmed by ab initio ROHF/6-31+G calculations, were done to rationalize the observed trends. The reaction transition state (TS) was considered to arise from the RA's and 2*states crossing avoided due to out-of-plane deviation of the cleaving C-F bond. The satisfactory linear correlation (R = 0.96) between the model reaction energy barrier Ea and log kc has been achieved with modeling the local solvation of the CO2- group by its protonation.

A concise route to novel 1-aryl and 1-pyridyl-2-azabicyclo[2.1.1]hexanes

Piotrowski, David W.

, p. 1091 - 1093 (2007/10/03)

A number of novel 1-aryl and 1-pyridyl-2-azabicyclo[2.1.1]hexane derivatives were prepared by an intramolecular [2+2] photocycloaddition in the presence of acetophenone as the sensitizer. Substitution of the azabicyclo[2.1.1]hexane ring was accomplished by appropriate choice of the heteroaryl ketone and allylamine starting materials. Several aryl 9a-e, g and pyridyl analogs 9h-l were prepared by this method. The structures of 9a and 9i were verified by X-ray crystallography. Several of the photoproducts 9 were converted into the corresponding N-Me and N-H 2,4-methanonicotine analogs 4 by reduction or hydrolysis of the N-carboethoxy group.

Studies in Fluorinated 1,3-Diketones and Related Compounds - Part XIII: Synthetic and Spectral Studies of Some New Fluorinated Tris Europium 1,3-Diketonates

Joshi, Krishna C.,Pathak, Vijai N.,Grover, (Miss) Vineeta

, p. 293 - 294 (2007/10/02)

A number of new polyfluorinated tris europium 1,3-diketonates have been synthesized by treatment of appropriate polyfluorinated 1,3-diketones with europium chloride in methanol.All these compounds have been characterized by their elemental analysis and sp

FLUORINE CONTAINING BIOACTIVE HETEROCYCLES PART III : SYNTHESIS OF SOME NEW FLUORINE CONTAINING PHENYLGLYOXALS AND 1,2,4-TRIAZINE DERIVATIVES

Joshi, Krishna C.,Dubey, Kalpana,Dandia, Anshu

, p. 1545 - 1553 (2007/10/02)

Some medicinally important new fluorine containing phenylglyoxals have been synthesized by selenium dioxide oxidation of appropriate fluorinated acetophenones and characterized by spectrum studies.The phenylglyoxals were treated with thiosemicarbazide to give corresponding thiosemicarbazones (III) which were cyclized, in situ, to yield 5-(fluorophenyl)-1,2,4-triazine-3(2H)-thiones.The 5-(4-fluorophenyl)-1,2,4-triazine-3-(2H)-thione (IV) undergoes nucleophilic displacement when refluxed with hydrazine hydrate to give corresponding 3-hydrazino-5-(4-fluorophenyl)-1,2,4-tria zine.The hydrazino derivative reacts with fluorinated 1,3-diketones, in glacial acetic acid yielding 5-(4-fluorophenyl)-3--1,2,4-triazines (VII).All synthesized compounds have been characterized on the basis of elemental analyses, ir, pmr and 19F nmr studies.

SYNTHESIS OF SOME NEW FLUORINE CONTAINING 1,3,4-TRISUBSTITUTED 4,8-DIHYDRO-1H-PYRAZOLOTHIAZEPIN-7(6H)-ONES AND RELATED COMPOUNDS

Joshi, Krishna C.,Dubey, Kalpana,Dandia, Anshu

, p. 71 - 76 (2007/10/02)

A series of new fluorine containing 1,3,4-trisubstituted 4,8-dihydro-1H-pyrazolothiazepin-7(6H)-ones have been synthesized by the condensation of fluorine containing 5-amino-1,3-disubstituted pyrazoles with an appropriate aromatic aldehyde/ketone and mercaptoacetic acid in dry toluene.The reduction of 7-oxo group and the conversion of 7-oxo to 7-thione group have been carried out for the first time in such systems by an elegant procedure.

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