4-Bromoanisole

4-Bromoanisole
Names
	Preferred IUPAC name 1-Bromo-4-methoxybenzene
	Other names 4-Bromoanisole; para-Bromoanisole; p-Bromoanisole
Identifiers
CAS Number	104-92-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:47257 ;
ChemSpider	13881571 ;
ECHA InfoCard	100.002.957
PubChem CID	7730;
UNII	U430F901J9 ;
CompTox Dashboard (EPA)	DTXSID2059308 ;
	InChI InChI=1S/C7H7BrO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3 Key: QJPJQTDYNZXKQF-UHFFFAOYSA-N ; InChI=1/C7H7BrO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3 Key: QJPJQTDYNZXKQF-UHFFFAOYAK;
	SMILES COc1ccc(cc1)Br;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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.

Reactions and uses[edit]

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]

References[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.

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[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.

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Reactions and uses[edit]

See also[edit]

References[edit]