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4-Bromoanisole

4-Bromoanisole is the organobromine compound with the formula CH3OC6H4Br. It is colorless liquid with a pleasant smell similar to that of anise seed. It is one of three isomers of bromoanisole, the others being 3-bromoanisole and 2-bromoanisole. It is the precursor to many 4-anisyl derivatives.

4-Bromoanisole
Names
Preferred IUPAC name
1-Bromo-4-methoxybenzene
Other names
4-Bromoanisole; para-Bromoanisole; p-Bromoanisole
Identifiers
  • 104-92-7 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:47257 N
ChemSpider
  • 13881571 Y
ECHA InfoCard 100.002.957
  • 7730
UNII
  • U430F901J9 N
  • DTXSID2059308
  • InChI=1S/C7H7BrO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3 Y
    Key: QJPJQTDYNZXKQF-UHFFFAOYSA-N Y
  • InChI=1/C7H7BrO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3
    Key: QJPJQTDYNZXKQF-UHFFFAOYAK
  • COc1ccc(cc1)Br
Properties
C7H7BrO
Molar mass 187.036 g·mol−1
Density 1.49 g/ml
Melting point 10 °C (50 °F; 283 K)
Boiling point 223 °C (433 °F; 496 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

Reactions and uses

4-Bromoanisole forms a Grignard reagent,[1] which reacts with phosphorus trichloride to give tris(4-methoxyphenyl)phosphine:

3 CH3OC6H4MgBr + PCl3 → (CH3OC6H4)3P + 3 MgBrCl

4-Bromoanisole forms the organozinc derivative CH3OC6H4ZnBr.[2]

4-Bromoanisole is compound sometimes used in RNA extraction which serves to further eliminate DNA contamination.[3] It interacts with genomic DNA (gDNA) and through a separation phase, it will be located in the organic layer instead of the aqueous layer (upper layer) containing the RNA extract.[4]

See also

References

  1. ^ Stille, J. K.; Echavarren, Antonio M.; Williams, Robert M.; Hendrix, James A. (1993). "4-Methoxy-4'-Nitrobiphenyl". Organic Syntheses. 71: 97. doi:10.15227/orgsyn.071.0097.
  2. ^ Le Gall, Erwan; Martens, Thierry (2012). "Multicomponent Synthesis of Tertiary Diarylmethylamines: 1-((4-Fluorophenyl)(4-methoxyphenyl)methyl)piperidine". Organic Syntheses. 89: 283. doi:10.15227/orgsyn.089.0283.
  3. ^ "NAzol RT" (PDF). mrcgene.com. March 2017. Retrieved September 20, 2019.
  4. ^ Khoury, Samantha; Ajuyah, Pamela; Tran, Nham (2014). "Isolation of Small Noncoding RNAs from Human Serum". Journal of Visualized Experiments (88): 51443. doi:10.3791/51443. PMC 4195580. PMID 24998448.

bromoanisole, organobromine, compound, with, formula, ch3oc6h4br, colorless, liquid, with, pleasant, smell, similar, that, anise, seed, three, isomers, bromoanisole, others, being, bromoanisole, bromoanisole, precursor, many, anisyl, derivatives, namespreferre. 4 Bromoanisole is the organobromine compound with the formula CH3OC6H4Br It is colorless liquid with a pleasant smell similar to that of anise seed It is one of three isomers of bromoanisole the others being 3 bromoanisole and 2 bromoanisole It is the precursor to many 4 anisyl derivatives 4 Bromoanisole NamesPreferred IUPAC name 1 Bromo 4 methoxybenzeneOther names 4 Bromoanisole para Bromoanisole p BromoanisoleIdentifiersCAS Number 104 92 7 Y3D model JSmol Interactive imageChEBI CHEBI 47257 NChemSpider 13881571 YECHA InfoCard 100 002 957PubChem CID 7730UNII U430F901J9 NCompTox Dashboard EPA DTXSID2059308InChI InChI 1S C7H7BrO c1 9 7 4 2 6 8 3 5 7 h2 5H 1H3 YKey QJPJQTDYNZXKQF UHFFFAOYSA N YInChI 1 C7H7BrO c1 9 7 4 2 6 8 3 5 7 h2 5H 1H3Key QJPJQTDYNZXKQF UHFFFAOYAKSMILES COc1ccc cc1 BrPropertiesChemical formula C 7H 7Br OMolar mass 187 036 g mol 1Density 1 49 g mlMelting point 10 C 50 F 283 K Boiling point 223 C 433 F 496 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesReactions and uses Edit4 Bromoanisole forms a Grignard reagent 1 which reacts with phosphorus trichloride to give tris 4 methoxyphenyl phosphine 3 CH3OC6H4MgBr PCl3 CH3OC6H4 3P 3 MgBrCl4 Bromoanisole forms the organozinc derivative CH3OC6H4ZnBr 2 4 Bromoanisole is compound sometimes used in RNA extraction which serves to further eliminate DNA contamination 3 It interacts with genomic DNA gDNA and through a separation phase it will be located in the organic layer instead of the aqueous layer upper layer containing the RNA extract 4 See also EditAnisoleReferences Edit Stille J K Echavarren Antonio M Williams Robert M Hendrix James A 1993 4 Methoxy 4 Nitrobiphenyl Organic Syntheses 71 97 doi 10 15227 orgsyn 071 0097 Le Gall Erwan Martens Thierry 2012 Multicomponent Synthesis of Tertiary Diarylmethylamines 1 4 Fluorophenyl 4 methoxyphenyl methyl piperidine Organic Syntheses 89 283 doi 10 15227 orgsyn 089 0283 NAzol RT PDF mrcgene com March 2017 Retrieved September 20 2019 Khoury Samantha Ajuyah Pamela Tran Nham 2014 Isolation of Small Noncoding RNAs from Human Serum Journal of Visualized Experiments 88 51443 doi 10 3791 51443 PMC 4195580 PMID 24998448 This article about an organic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title 4 Bromoanisole amp oldid 990128497, wikipedia, wiki, book, books, library,

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