4-(Bromomethyl)phenyl acetate

Base Information

• Chemical Name: 4-(Bromomethyl)phenyl acetate
• CAS No.: 52727-95-4
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 2915390090
• European Community (EC) Number: 810-876-3
• DSSTox Substance ID: DTXSID90451325
• Nikkaji Number: J1.151.649A
• Wikidata: Q82271295
• Mol file: 52727-95-4.mol

Synonyms:4-(Bromomethyl)phenyl acetate;52727-95-4;4-Bromomethylphenyl acetate;[4-(bromomethyl)phenyl] Acetate;4-acetoxybenzyl bromide;MFCD17013576;4-acetoxy-benzyl bromide;4-bromomethylphenol acetate;p-Bromomethylphenyl Acetate;4-(bromomethyl)phenylacetate;4-(bromomethyl)phenol acetate;SCHEMBL868628;DTXSID90451325;MEUWUBXEOFFOOX-UHFFFAOYSA-N;CCA72795;4-(Bromomethyl)phenyl acetate, tech.;AKOS022186685;CS-W006918;Acetic acid 4-(bromomethyl)phenyl ester;SY115097;A51165;A870922

Chemical Property of 4-(Bromomethyl)phenyl acetate

Chemical Property:

• Melting Point: 54-55 °C
• Boiling Point: 118-122 °C(Press: 1.5 Torr)
• PSA: 26.30000
• Density: 1.463±0.06 g/cm3(Predicted)
• LogP: 2.50680
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

4-(Bromomethyl)phenylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)CBr

Technology Process of 4-(Bromomethyl)phenyl acetate

There total 9 articles about 4-(Bromomethyl)phenyl acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

4-acetoxybenzyl alcohol (6309-46-2) → 4-acetoxybenzyl bromide (52727-95-4)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In diethyl ether; at 20 ℃; for 0.25h;

DOI:10.1021/ja9836085

Reference yield: 89.2%

1-acetoxy-4-methylbenzene (140-39-6) → 4-acetoxybenzyl bromide (52727-95-4)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; at 50 ℃; for 3h;

Reference yield:

(4-hydroxyphenyl)methanol (623-05-2) → 4-acetoxybenzyl bromide (52727-95-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / pyridine / 2 h / 20 °C

2: 97 percent / pyridine / 2 h / 20 °C

3: 85 percent / CF₃CO₂H, triisopropylsilane / CH₂Cl₂ / 20 °C

4: 95 percent / CBr₄, Ph₃P / diethyl ether / 0.25 h / 20 °C

With pyridine; carbon tetrabromide; chlorotriisopropylsilane; triphenylphosphine; trifluoroacetic acid; In diethyl ether; dichloromethane;

DOI:10.1021/ja9836085

upstream raw materials:

1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione

1-acetoxy-4-methylbenzene

4-acetoxybenzyl alcohol

(4-hydroxyphenyl)methanol

Downstream raw materials:

Acetic acid 4-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethyl)-phenyl ester

C₄₈H₄₂N₆O₅

(4-Acetoxy-benzyl)-dimethyl-trimethylsilanylmethyl-ammonium; bromide

3-(4-acetoxy-benzyl)-3H-benzothiazole-2-thione

Refernces

• 1、 -. "Single AIEgen for Multiple Tasks: Imaging of Dual Organelles and Evaluation of Cell Viability". Paragraph 0063; 0070-0071. . Retrieved 2021/04/17.
• 2、 Takashima, Ippei,Inoue, Yohei,Matsumoto, Nobuyuki,Takagi, Akira,Okuda, Kensuke. "A fluorogenic probe using a catalytic reaction for the detection of trace intracellular zinc". supporting information. p. 13327 - 13330. Retrieved 2020/11/10.