16799-08-9

Basic information

• Product Name: 3-methylphenethyl bromide
• Synonyms: 3-methylphenethyl bromide;1-(2-Bromoethyl)-3-methylbenzene, 1-Bromo-2-m-tolylethane;2-(m-Tolyl)ethyl bromide;m-(2-Bromoethyl)toluene;3-Methylphenethyl broMide 96%;Benzene,1-(2-bromoethyl)-3-methyl-
• CAS NO: 16799-08-9
• Molecular Formula: C₉H₁₁Br
• Molecular Weight: 199.09
• Mol File: 16799-08-9.mol

Chemical Properties

• Boiling Point: 101-103 °C/11 mmHg
• Flash Point: 109℃
• Appearance: /
• Density: 1.307 g/mL at 25 °C
• Vapor Pressure: 0.13mmHg at 25°C
• Refractive Index: n20/D 1.550
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-methylphenethyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methylphenethyl bromide(16799-08-9)
• EPA Substance Registry System: 3-methylphenethyl bromide(16799-08-9)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-36/37/38-51/53
• Safety Statements: 26-36/37-61
• RIDADR: UN 3082 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 16799-08-9(Hazardous Substances Data)

Usage

Uses

Used in Chemical Research:
3-methylphenethyl bromide is used as an alkylating agent for [facilitating the transfer of an alkyl group to another molecule] in [various organic synthesis processes].
Used in Pharmaceutical Industry:
3-methylphenethyl bromide is used as a key intermediate for [synthesis of various pharmaceutical compounds] due to [its reactivity and ability to form new chemical entities].
Used in Flavor and Fragrance Industry:
3-methylphenethyl bromide is used as a building block for [creating unique fragrances and flavors] in [perfumes, cosmetics, and food products], leveraging its aromatic properties.

InChI:InChI=1/C9H11Br/c1-8-3-2-4-9(7-8)5-6-10/h2-4,7H,5-6H2,1H3

Upstream product

• 1875-89-4 2-(3-methylphenyl)ethanol 
• 558-13-4 carbon tetrabromide 
• 625-95-6 3-Iodotoluene 
• 28987-79-3 m-tolylmagnesium bromide 
• 591-17-3 meta-bromotoluene 
• 591-24-2 3-Methylcyclohexanone 
• 5181-67-9 ethyl 3-methyl-1-hydroxycyclohexane-1-acetate 
• 40061-55-0 ethyl m-methylphenylacetate 
• 621-36-3 m-methylphenylacetic acid 

Downstream Products

• 1613028-92-4 2,4,6-trimethyl-N-(3-methylphenethyl)-N-((3'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)methyl)benzenesulfonamide 
• 855658-72-9 (3-methyl-phenethyl)-malonic acid diethyl ester 
• 3751-48-2 3-(3-methylphenyl)propanoic acid 
• 73721-06-9 2-(3-methylphenyl)propanoic acid 
• 728919-63-9 2-(3-methylphenyl)ethanesulfonyl chloride 

Relevant articles and documents

Cascade bio-hydroxylation and dehalogenation for one-pot enantioselective synthesis of optically active β-halohydrins from halohydrocarbons

A stereoselective hydroxylation and enantioselective dehalogenation cascade reaction was developed for the synthesis of optically active β-haloalcohols from halohydrocarbons. This cascade system employed P450 and halohydrin dehalogenase as two compatible biocatalysts, allowing a straightforward, greener and efficient access to β-halohydrins with excellent enantioselectivities (98-99%).

New 4-arylpiperidine derivatives for the treatment of pruritus

There is provided a compound of formula I, wherein Het1, R1, R2, R3, X and n have meanings given in the description, which are useful in the prophylaxis and in the treatment of diseases mediated by opiate receptors, such as pruritus.

4-arylpiperidine derivatives for the treatment of pruritus

There is provided a compound of formula I, wherein Het1, R1, R2, R3, X and n have meanings given in the description, which are useful in the prophylaxis and in the treatment of diseases mediated by opiate receptors, such as pruritus.

Electrophilic peptide analogs as inhibitors of trypsin-like enzymes

This invention relates to electrophilic dipeptide analogs conjugated to an N,N-disubstituted alpha -amino acid as inhibitors of trypsin-like serine protease enzymes.

Stereochemical control in microbial reduction. Part 31: Reduction of alkyl 2-oxo-4-arylbutyrates by baker's yeast under selected reaction conditions

Treatment of baker's yeast with phenacyl chloride in an aqueous-organic solvent has been proven to be an effective method of inhibiting the enzymes that afford (S)-enantiomers of α-hydroxy esters in the reduction of α-keto esters. The procedure is effective for the whole-cell system to produce the (R)-product with high chemical yield and high enantiomeric excess.

Synthesis of substituted chrysenes and phenanthrenes

3-Methylchrysene (9a), 2, 3, 9-trimethylchrysene (9b), 2, 6-dimethylphenanthrene (16a) and 1-isopropyl-4,6-dimethylphenanthrene (16b) have been synthesised in the following steps. β-(1-Naphthyl)ethyl bromide (6a), β-(6,7-dimethyl-1-naphthyl)ethyl bromide (6b), β-(3-methylphenyl)ethyl bromide (13a) and β-(2-isopropyl-5-methylphenyl)ethyl bromide (13b) are separately condensed with potassium salt of 1-carbethoxy-4-methylcyclohexane-2-one (1) to give respectively 7a, 7b, 14a and 14b. PPA cyclisation of 7a and 7b affords 8a and 8b while 14a affords 15a and 14b gives a mixture of 15b and 15c. Aromatisation of 8a and 8b leads to 9a and 9b and that of 15a gives 16a while 15b and 15c both produce 16b. The structures assigned are consistent with their spectral data.

Substituent Effects on the Intramolecular Photochemical Reactions of Phenyl-Ethenyl Non-conjugated Bichromophoric Systems

The effects of substitution on the photochemistry of phenyl-ethenyl bichromophoric systems are reported.Methyl substitution at the 2-, 3-, 5-, and 1,1,2-positions in the pentene moiety of 5-phenylpent-1-ene reduces both reaction efficiency and selectivity but in contrast to intramolecular analogues the photoreaction of 3-phenethylcyclohexene is comparable with that of the corresponding cyclopentene.Incorporation of ester units in the connecting unit between the chromophores or on the ethene inhibits intramolecular cyclisation as does the presence of para OMe, CN, or COMe groups in 5-phenylpent-1-ene.In contrast reaction selectivity and efficiency are greatly promoted by ortho Me or OMe groups and the products reflect exlusive 1,3-cycloaddition.The presence of a para Me group in 5-phenylpent-1-ene leads to specific 2,6-intramolecular cyclisation but the reaction of the meta-Me derivative leads to four products derived from 1,3- and 1,5-intramolecular cycloaddition.The observations are discussed in terms of mechanisms of arene-ethene photoreactions and preferred conformations of the bichromophores.