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3-Bromophenethyl alcohol is a phenethyl alcohol derivative characterized by the presence of a bromine atom at the third position on the benzene ring. It is a clear colorless liquid with a specific enthalpy of vaporization at its boiling point. This chemical compound serves as a versatile starting material in the synthesis of various derivatives, which can be utilized in different applications across multiple industries.

28229-69-8

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28229-69-8 Usage

Uses

Used in Pharmaceutical Industry:
3-Bromophenethyl alcohol is used as a starting material for the synthesis of its mesylate derivative (m-Br-C6H4CH2CH2OMs) by treatment with mesyl chloride. This derivative can be further utilized in the development of pharmaceutical compounds, potentially contributing to the creation of new drugs or therapeutic agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, 3-bromophenethyl alcohol serves as a key intermediate for the production of various organic compounds. Its unique structure allows for a range of reactions, such as substitution, addition, and elimination, which can lead to the formation of diverse chemical products with different applications.
Used in Research and Development:
3-Bromophenethyl alcohol is also used in research and development for the study of its chemical properties and potential applications. Its clear colorless liquid form makes it suitable for various experimental setups, and its enthalpy of vaporization at boiling point provides valuable data for understanding its physical characteristics.

Check Digit Verification of cas no

The CAS Registry Mumber 28229-69-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,2,2 and 9 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 28229-69:
(7*2)+(6*8)+(5*2)+(4*2)+(3*9)+(2*6)+(1*9)=128
128 % 10 = 8
So 28229-69-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H9BrO/c9-8-3-1-2-7(6-8)4-5-10/h1-3,6,10H,4-5H2

28229-69-8SDS

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 2-(3-bromophenyl)ethanol

1.2 Other means of identification

Product number -
Other names 3-Bromophenethyl alcohol

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:28229-69-8 SDS

28229-69-8Relevant academic research and scientific papers

Synthesis and in vivo evaluation in mice of (123I)-(4- fluorophenyl)(1-(3-iodophenethyl)piperidin-4-yl) methanone as a potential SPECT-tracer for the serotonin 5-HT2A receptor

Blanckaert,Burvenich,Devos,Slegers

, p. 183 - 188 (2007)

This work reports the synthesis, radiolabelling and in vivo evaluation in NMRI mice of [123I]-(4-fluorophenyl)[1-(3-iodophenethyl)piperidin-4- yl]methanone ([123I]-3-I-CO) as a potential SPECT tracer for the 5-HT2A recepto

Method for preparation of aromatic alcohol by photocatalysis of aromatic aldehyde conversion

-

Paragraph 0022-0024; 0059-0060, (2020/04/17)

The invention relates to a method for preparation of aromatic alcohol by photocatalysis of aromatic aldehyde conversion. By means of a photocatalyst, under the conditions of illumination and inert gas, fatty alcohol is adopted as a proton donor for reduction reaction on aromatic aldehyde to obtain corresponding aromatic alcohol. Fatty alcohol is used as the proton donor, and light energy is used as the energy source to promote high-conversion-rate and high-selectivity synthesis of a series of aromatic alcohol compounds from aromatic aldehyde, the method has universal applicability, and is expected to realize industrial production; and the reaction process is green and environment-friendly, low in cost, easy to operate, short in reaction period, high in conversion rate and good in selectivity.

Photochemical Homologation for the Preparation of Aliphatic Aldehydes in Flow

Chen, Yiding,Leonardi, Marco,Dingwall, Paul,Labes, Ricardo,Pasau, Patrick,Blakemore, David C.,Ley, Steven V.

, p. 15558 - 15568 (2019/01/04)

Cheap and readily available aqueous formaldehyde was used as a formylating reagent in a homologation reaction with nonstabilized diazo compounds, enabled by UV photolysis of bench-stable oxadiazolines in a flow photoreactor. Various aliphatic aldehydes were synthesized along with the corresponding derivatized alcohols and benzimidazoles. No transition-metal catalyst or additive was required to affect the reaction, which proceeded at room temperature in 80 min.

Antiproliferative activity and SARs of caffeic acid esters with mono-substituted phenylethanols moiety

Xie, Jin,Yang, Fengzhi,Zhang, Man,Lam, Celine,Qiao, Yixue,Xiao, Jia,Zhang, Dongdong,Ge, Yuxuan,Fu, Lei,Xie, Dongsheng

, p. 131 - 134 (2016/12/27)

A series of CAPE derivatives with mono-substituted phenylethanols moiety were synthesized and evaluated by MTT assay on growth of 4 human cancer cell lines (Hela, DU-145, MCF-7 and ECA-109). The substituent effects on the antiproliferative activity were systematically investigated for the first time. It was found that electron-donating and hydrophobic substituents at 2′-position of phenylethanol moiety could significantly enhance CAPE's antiproliferative activity. 2′-Propoxyl derivative, as a novel caffeic acid ester, exhibited exquisite potency (IC50?=?0.4?±?0.02 & 0.6?±?0.03?μM against Hela and DU-145 respectively).

Biocatalytic Formal Anti-Markovnikov Hydroamination and Hydration of Aryl Alkenes

Wu, Shuke,Liu, Ji,Li, Zhi

, p. 5225 - 5233 (2017/08/17)

Biocatalytic anti-Markovnikov alkene hydroamination and hydration were achieved based on two concepts involving enzyme cascades: epoxidation-isomerization-amination for hydroamination and epoxidation-isomerization-reduction for hydration. An Escherichia coli strain coexpressing styrene monooxygenase (SMO), styrene oxide isomerase (SOI), ω-transaminase (CvTA), and alanine dehydrogenase (AlaDH) catalyzed the hydroamination of 12 aryl alkenes to give the corresponding valuable terminal amines in high conversion (many ≥86%) and exclusive anti-Markovnikov selectivity (>99:1). Another E. coli strain coexpressing SMO, SOI, and phenylacetaldehyde reductase (PAR) catalyzed the hydration of 12 aryl alkenes to the corresponding useful terminal alcohols in high conversion (many ≥80%) and very high anti-Markovnikov selectivity (>99:1). Importantly, SOI was discovered for stereoselective isomerization of a chiral epoxide to a chiral aldehyde, providing some insights on enzymatic epoxide rearrangement. Harnessing this stereoselective rearrangement, highly enantioselective anti-Markovnikov hydroamination and hydration were demonstrated to convert α-methylstyrene to the corresponding (S)-amine and (S)-alcohol in 84-81% conversion with 97-92% ee, respectively. The biocatalytic anti-Markovnikov hydroamination and hydration of alkenes, utilizing cheap and nontoxic chemicals (O2, NH3, and glucose) and cells, provide an environmentally friendly, highly selective, and high-yielding synthesis of terminal amines and alcohols.

A General, Practical Triethylborane-Catalyzed Reduction of Carbonyl Functions to Alcohols

Peng, Dongjie,Zhang, Mintao,Huang, Zheng

supporting information, p. 14737 - 14741 (2015/10/19)

A combination of the abundant and low-cost triethylborane and sodium alkoxide generates a highly efficient catalyst for reduction of esters, as well as ketones and aldehydes, to alcohols using an inexpensive hydrosilane under mild conditions. The catalyst system exhibits excellent chemoselectivity and a high level of functional group tolerance. Mechanistic studies revealed a resting state of sodium triethylalkoxylborate that is the product of the reaction of BEt3 with sodium alkoxide. This borate species reacts with hydrosilane to form NaBEt3H, which rapidly reduces esters.

HETEROCYCLIC MODULATORS OF HIF ACTIVITY FOR TREATMENT OF DISEASE

-

Paragraph 0356-0357, (2014/03/24)

The present invention relates to compounds and methods which may be useful as inhibitors of HIF pathway activity for the treatment or prevention of cancer and other hypoxia-mediated diseases.

A Phosphine-Catalyzed Novel Asymmetric [3+2] Cycloaddition of C,N-Cyclic Azomethine Imines with δ-Substituted Allenoates

Wang, De,Lei, Yu,Wei, Yin,Shi, Min

supporting information, p. 15325 - 15329 (2016/02/18)

Catalytic asymmetric [3+2] cycloadditions of C,N-cyclic azomethine imines with δ-substituted allenoates have been developed in the presence of (S)-Me-f-KetalPhos, affording functionalized tetrahydroquinoline frameworks in good yields with high diastereo- and good enantioselectivities under mild condition. The substrate scope has been also examined. This is the first time that δ-substituted allenoates have been applied as a δ,γ-C-C bond participated C 2 synthon in asymmetric synthesis. Another round: Catalytic asymmetric [3+2] cycloaddition of C,N-cyclic azomethine imines with δ-substituted allenoates have been developed in the presence of (S)-Me-f-KetalPhos, affording functionalized tetrahydroquinoline frameworks in good yields with high diastereo- and good enantioselectivities under mild conditions. This is the first example applying δ-substituted allenoates as C 2 synthons in asymmetric δ,γ-C-C bond formation.

Copper-catalyzed enantioselective additions to oxocarbenium ions: Alkynylation of isochroman acetals

Maity, Prantik,Srinivas, Harathi D.,Watson, Mary P.

supporting information; experimental part, p. 17142 - 17145 (2011/12/13)

We have developed an enantioselective, copper(I)-catalyzed addition of terminal alkynes to racemic isochroman acetals. This method is one of the first transition-metal-catalyzed approaches to enantioselective additions to prochiral oxocarbenium ions. In this reaction, TMSOTf is used to form the oxocarbenium ion in situ under conditions compatible with simultaneous formation of the chiral copper acetylide. By using a bis(oxazoline) ligand, good yields and enantioselectivities are observed for a variety of enantioenriched 1-alkynyl isochromans.

Practical and chemoselective reduction of acyl chloride to alcohol by borohydride in aqueous dichloromethane

Rajan, Ramya,Badgujar, Sachin,Kaur, Kamaljit,Malpani, Yashwardhan,Kanjilal, Pranab R.

experimental part, p. 2897 - 2907 (2010/11/18)

A simple methodology for the reduction of acid chlorides to their corresponding alcohols has been developed. Various carboxylic acids were converted to alcohols in excellent yields using NaBH4-K2CO3 in a mixed solvent system of dichloromethane and water (1:1) in the presence of a phase-transfer catalyst at low temperature. The importance of the work is its simplicity, selectivity, excellent yield, and very short reaction time. This new reduction condition has proved to be an excellent chemoselective method for a range of acid chlorides in the presence of various functional groups.

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