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3-(4-Bromophenyl)propionitrile, also known by its IUPAC name as 3-(4-bromophenyl)propanenitrile, is a chemical compound with the molecular formula C9H8BrN. It typically appears as a crystal solid and is commonly used in organic synthesis. As it contains a bromine atom, this compound is classified as a bromoalkane. The toxicity and safety impacts of this compound on humans and the environment have not been extensively studied, hence proper handling and disposal procedures should be adhered to. Any research or industrial processes involving this compound should be carried out by trained professionals in a controlled environment.

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  • 57775-08-3 Structure
  • Basic information

    1. Product Name: 3-(4-BROMOPHENYL)PROPIONITRILE
    2. Synonyms: 3-(4-BROMOPHENYL)PROPIONITRILE;3-(4-Bromophenyl)propionitrile 98%;3-(4-Bromophenyl)propanenitrile;3-(4-Bromophenyl)propanenitrile 98%;Benzenepropanenitrile, 4-broMo-;3-(4-Bromophenyl)propionitrile, 2-(4-Bromophenyl)ethyl cyanide;3-(4-Bromophenyl)propanenitrile98%
    3. CAS NO:57775-08-3
    4. Molecular Formula: C9H8BrN
    5. Molecular Weight: 210.07
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 57775-08-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 118°C 1mm
    3. Flash Point: 151.5°C
    4. Appearance: /
    5. Density: 1,42 g/cm3
    6. Vapor Pressure: 0.00021mmHg at 25°C
    7. Refractive Index: 1.561
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. CAS DataBase Reference: 3-(4-BROMOPHENYL)PROPIONITRILE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 3-(4-BROMOPHENYL)PROPIONITRILE(57775-08-3)
    12. EPA Substance Registry System: 3-(4-BROMOPHENYL)PROPIONITRILE(57775-08-3)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 20/21/22-36/37/38-52
    3. Safety Statements: 26-36/37/39
    4. RIDADR: 3276
    5. WGK Germany:
    6. RTECS:
    7. HazardClass: IRRITANT, IRRITANT-HARMFUL
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 57775-08-3(Hazardous Substances Data)

57775-08-3 Usage

Uses

Used in Organic Synthesis:
3-(4-Bromophenyl)propionitrile is used as a building block in the synthesis of various organic compounds. Its presence of a bromine atom and nitrile group makes it a versatile intermediate for the preparation of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
3-(4-Bromophenyl)propionitrile is used as a key intermediate in the synthesis of certain pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
3-(4-Bromophenyl)propionitrile is used as a precursor in the production of agrochemicals, such as pesticides and herbicides. Its chemical properties enable the creation of effective crop protection products.
Used in Specialty Chemicals:
3-(4-Bromophenyl)propionitrile is used as a raw material in the manufacturing of specialty chemicals, which can have applications in various industries, such as plastics, coatings, and dyes. Its versatility in chemical reactions allows for the development of innovative products with specific properties.

Check Digit Verification of cas no

The CAS Registry Mumber 57775-08-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,7,7 and 5 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 57775-08:
(7*5)+(6*7)+(5*7)+(4*7)+(3*5)+(2*0)+(1*8)=163
163 % 10 = 3
So 57775-08-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H8BrN/c10-9-5-3-8(4-6-9)2-1-7-11/h3-6H,1-2H2

57775-08-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(4-Bromophenyl)propionitrile

1.2 Other means of identification

Product number -
Other names 3-(4-bromophenyl)propanenitrile

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:57775-08-3 SDS

57775-08-3Relevant articles and documents

Transition-metal-free Intramolecular C-H amination of sulfamate esters and: N -alkylsulfamides

Kiyokawa, Kensuke,Nakamura, Shogo,Jou, Keisuke,Iwaida, Kohji,Minakata, Satoshi

, p. 11782 - 11785 (2019/10/02)

The transition-metal-free intramolecular C-H amination of sulfamate esters using iodine oxidants, tert-butyl hypoiodite (t-BuOI) and N-iodosuccinimide (NIS) is reported. A method using NIS was also successfully applied to the oxidative cyclization of N-alkylsulfamides.

Synthesis of Nitriles from Aldehydes with Elongation of the Molecule with Two Carbon Atoms

Afanasyev, Oleg I.,Zarochintsev, Alexander,Petrushina, Tatiana,Cherkasova, Anastasia,Denisov, Gleb,Cherkashchenko, Ilia,Chusova, Olga,Jinho, Oh,Man-Seog, Chun,Usanov, Dmitry L.,Semenov, Sergei E.,Chusov, Denis

supporting information, p. 32 - 35 (2018/12/05)

A new protocol for the synthesis of nitriles from carbonyl compounds with elongation of the molecule with two carbon atoms was developed. It involves a reaction of ethyl cyanoacetate with different aldehydes in the presence of iron pentacarbonyl as a redu

Titanium(III)-Catalyzed Reductive Decyanation of Geminal Dinitriles by a Non-Free-Radical Mechanism

Weweler, Jens,Younas, Sara L.,Streuff, Jan

supporting information, p. 17700 - 17703 (2019/11/13)

A titanium-catalyzed mono-decyanation of geminal dinitriles is reported. The reaction proceeds under mild conditions, tolerates numerous functional groups, and can be applied to quaternary malononitriles. A corresponding desulfonylation is demonstrated as well. Mechanistic experiments support a catalyst-controlled cleavage without the formation of free radicals, which is in sharp contrast to traditional stoichiometric radical decyanations. The involvement of two TiIII species in the C?C cleavage is proposed, and the beneficial role of added ZnCl2 and 2,4,6-collidine hydrochloride is investigated.

A strategy for generating aryl radicals from arylborates through organic photoredox catalysis: Photo-Meerwein type arylation of electron-deficient alkenes

Iwata,Tanaka,Kubosaki,Morita,Yoshimi

supporting information, p. 1257 - 1260 (2018/02/09)

Photoinduced reactions of arylboronic acids with electron deficient alkenes under mild organic photoredox catalysis conditions lead to the formation of Meerwein arylation type adducts via the generation of aryl radicals.

Efficient nickel-catalyzed hydrocyanation of alkenes using acetone cyanohydrin as a safer cyano source

Nemoto, Koji,Nagafuchi, Tsuyoshi,Tominaga, Ken-ichi,Sato, Kazuhiko

, p. 3199 - 3203 (2016/07/06)

An active nickel catalyst prepared in situ from a Ni(II) compound, phosphine ligand, and zinc powder was found to be an efficient catalyst system for the hydrocyanation of various alkenes using acetone cyanohydrin as a safer cyano source. The combination of NiCl2·6H2O and 1,3-bis(diphenylphosphino)propane was the most efficient catalyst precursor in DMF. Under the optimized conditions, various styrenes, heterocyclic alkenes, and aliphatic alkenes were converted to their corresponding nitriles in excellent yields.

Ametoctradin is a Potent Qo Site Inhibitor of the Mitochondrial Respiration Complex III

Zhu, Xiaolei,Zhang, Mengmeng,Liu, Jingjing,Ge, Jingming,Yang, Guangfu

, p. 3377 - 3386 (2015/04/14)

Ametoctradin is a new Oomycete-specific fungicide under development by BASF. It is a potent inhibitor of the bc1 complex in mitochondrial respiration. However, its detailed action mechanism remains unknown. In the present work, the binding mode of ametoctradin was first uncovered by integrating molecular docking, MD simulations, and MM/PBSA calculations, which showed that ametoctradin should be a Qo site inhibitor of bc1 complex. Subsequently, a series of new 1,2,4-triazolo[1,5-a]pyrimidine derivatives were designed and synthesized to further understand the substituent effects on the 5- and 6-position of 1,2,4-triazolo[1,5-a]pyrimidine. The calculated binding free energies (ΔGcal) of newly synthesized analogues as Qo site inhibitors correlated very well (R2 = 0.96) with their experimental binding free energies (ΔGexp). Two compounds (4a and 4c) with higher inhibitory activity against porcine SQR than ametoctradin were successfully identified. The structural and mechanistic insights obtained from the present study will provide a valuable clue for future designing of a new promising bc1 inhibitor.

2- PYRIDONE COMPOUND

-

Paragraph 0328; 0329, (2016/10/08)

PROBLEM TO BE SOLVED: To provide a compound that has excellent glucokinase (GK) activating action and is useful as a pharmaceutical. SOLUTION: The present invention provides a 2-pyridone compound represented by formula [1], and a tautomer or stereoisomer of the compound, or their pharmacologically acceptable salts, or their solvates (where R1 is RA-ZA-; RA is any of a carboxy group, a sulfo group or formula [5]). COPYRIGHT: (C)2016,JPOandINPIT

Radical Reactions of N -Heterocyclic Carbene Boranes with Organic Nitriles: Cyanation of NHC-Boranes and Reductive Decyanation of Malononitriles

Kawamoto, Takuji,Geib, Steven J.,Curran, Dennis P.

supporting information, p. 8617 - 8622 (2015/07/15)

The observation that NHC-boryl radicals abstract cyano groups from various organic nitriles has been parlayed into two complementary transformations. In the main group chemistry aspect, reactions of various NHC-boranes with simple organic dinitriles selectively provide stable NHC-boryl mono- or dinitriles, depending on the nitrile source. In the organic synthesis aspect, reaction of malononitriles and related derivatives with readily available 1,3-dimethylimidazol-2-ylidene borane provides reductively decyanated products in good yields.

Indium(III)-catalyzed one-pot synthesis of alkyl cyanides from carboxylic Acids

Moriya, Toshimitsu,Shoji, Kohei,Yoneda, Shinichiro,Ikeda, Reiko,Konakahara, Takeo,Sakai, Norio

, p. 3233 - 3238 (2013/12/04)

The one-pot preparation of alkyl cyanides from carboxylic acids via alkyl iodides or alkyl bromides, which were in situ generated either by indium(III)-catalyzed reductive iodination or bromination of carboxylic acids, is described. Georg Thieme Verlag Stuttgart New York.

Cobalt(II)-catalyzed 1,4-addition of organoboronic acids to activated alkenes: An application to highly cis-stereoselective synthesis of aminoindane carboxylic acid derivatives

Chen, Min-Hsien,Mannathan, Subramaniyan,Lin, Pao-Shun,Cheng, Chien-Hong

supporting information, p. 14918 - 14922 (2013/01/15)

It all adds up: The 1,4-addition of organoboronic acids to activated alkenes catalyzed by [Co(dppe)Cl2] is described. A [3+2]-annulation reaction of ortho-iminoarylboronic acids with acrylates to give various aminoindane carboxylic acid derivatives with cis-stereoselectivity is also demonstrated (see scheme; dppe=1,2-bis(diphenylphosphino)ethane).

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