4-Acetyl-4'-bromobiphenyl

Base Information

• Chemical Name: 4-Acetyl-4'-bromobiphenyl
• CAS No.: 5731-01-1
• Molecular Formula: C14H11BrO
• Molecular Weight: 275.145
• Hs Code.: 2914700090
• European Community (EC) Number: 227-236-9
• NSC Number: 58059
• UNII: MNW39Q228J
• DSSTox Substance ID: DTXSID40205931
• Nikkaji Number: J225.121C
• Wikidata: Q72449147
• Mol file: 5731-01-1.mol

Synonyms:4-Acetyl-4'-bromobiphenyl;5731-01-1;4'-(4-Bromophenyl)acetophenone;1-[4-(4-bromophenyl)phenyl]ethanone;1-(4'-Bromo-[1,1'-biphenyl]-4-yl)ethanone;1-(4'-bromobiphenyl-4-yl)ethanone;Ethanone, 1-(4'-bromo[1,1'-biphenyl]-4-yl)-;Acetophenone, 4'-(p-bromophenyl)-;4'-Bromo-4-acetylbiphenyl;4-Acetyl-4'-bromodiphenyl;4-Bromo-4'-acetylbiphenyl;1-(4'-Bromo(1,1'-biphenyl)-4-yl)ethan-1-one;NSC-58059;1-(4'-bromo-biphenyl-4-yl)-ethanone;1-[4-(4-bromophenyl)phenyl]ethan-1-one;1-(4'-bromo[1,1'-biphenyl]-4-yl)ethanone;1-(4'-bromo-[1,1'-biphenyl]-4-yl)ethan-1-one;1-{4'-bromo-[1,1'-biphenyl]-4-yl}ethan-1-one;4'-(p-Bromophenyl)acetophenone;NSC 58059;NSC58059;1-(4'-Bromobiphenyl-4-yl)ethan-1-one;NCIOpen2_002298;SCHEMBL177294;4-(4-bromophenyl)acetophenone;4'-(4-Bromophenyl)acetophenyl;AMY839;MNW39Q228J;4-ACETYL-4-BROMOBIPHENYL;DTXSID40205931;STR06203;4-ACETYL-4\'-BROMOBIPHENYL;EINECS 227-236-9;MFCD00143242;AKOS000120874;4'-(4-Bromophenyl)acetophenone, 97%;CS-0033699;FT-0617397;EN300-20786;D84230;AG-205/04557021;W-105475;4 inverted exclamation marka-(4-Bromophenyl)acetophenone;Z104482468

Chemical Property of 4-Acetyl-4'-bromobiphenyl

Chemical Property:

• Appearance/Colour: White or pale brown solid
• Melting Point: 129-133 °C(lit.)
• Boiling Point: 372.1 °C at 760 mmHg
• Flash Point: 76.7 °C
• PSA: 17.07000
• Density: 1.359 g/cm₃
• LogP: 4.31870
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Toluene
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 273.99933
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(4-Bromophenyl)acetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; N
• Hazard Codes: Xi,N
• Statements: 36-51/53
• Safety Statements: 26-36-61-24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)C2=CC=C(C=C2)Br

Technology Process of 4-Acetyl-4'-bromobiphenyl

There total 13 articles about 4-Acetyl-4'-bromobiphenyl 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: 91.0%

4-bromobenzenediazonium tetrafluoroborate (673-40-5) + potassium 4-acetylphenyltrifluoroborate → 4-bromo-4'-acetylbiphenyl (5731-01-1)

Guidance literature:

With palladium 10% on activated carbon; In methanol; Reflux; Under air;

Reference yield: 85.0%

1,4-bromoiodobenzene (589-87-7) + 4-acetylphenylboronic acid (149104-90-5) → 4-bromo-4'-acetylbiphenyl (5731-01-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 1h;

DOI:10.1016/j.catcom.2015.05.013

Reference yield: 84.98%

4-bromo-1,1'-biphenyl (92-66-0) + acetyl chloride (75-36-5) → 4-bromo-4'-acetylbiphenyl (5731-01-1)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 15 ℃; for 10.5h; Cooling with ice;

DOI:10.1016/j.molliq.2012.08.012

upstream raw materials:

4-bromo-1,1'-biphenyl

acetyl chloride

hydrogen cyanide

2-(4'-Bromo-biphenyl-4-yl)-2-hydroxy-propionitrile

Downstream raw materials:

4,4''''-dibromo-5''-(4'-bromo-[1,1'-biphenyl]-4-yl)-1,1':4',1'':3'',1''':4''',1''''-quinquephenyl

1-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl)ethan-1-one

B₁₀H₁₀CCH₃CCH₂C₆H₄C₆H₄C₆H₄COCH₃

anhydrous 2-(4'-bromo[1,1'-biphenyl]-4-yl)-2-methyl-1,3-dioxolane

Refernces

• 1、 Kayani, Zohra N.,Lewis, Robert A.,Naseem, Shahzad. "Synthesis of 4-Alkyl-2″, 3″ difluoro terphenyl nitrile using coupling reactions". . p. 72 - 84. Retrieved 2012.
• 2、 Schwab, John M.,Lin, Daniel C. T.,He, Cun-heng,Clardy, Jon. "ABSOLUTE CONFIGURATION OF AN ALLENIC ENZYME INACTIVATOR". . p. 4909 - 4912. Retrieved 1984.
• 3、 Ahn, Tae Kyu,Choi, Sung Jae,Jo, Bonghyun,Kim, Hae Jin,Ko, Kyoung Chul,Ko, Yoon-Joo,Lee, Sang Moon,Ryu, Sang Hyun,Seon, Ji Hui,Son, Seung Uk. "Visible light-driven Suzuki-Miyaura reaction by self-supported Pd nanocatalysts in the formation of Stille coupling-based photoactive microporous organic polymers". . p. 5535 - 5543. Retrieved 2020/09/17.
• 4、 Chen, Liangshun,Lang, Hongyue,Fang, Lei,Zhu, Mengyun,Liu, Jinqian,Yu, Jianjun,Wang, Limin. "Nickel-catalyzed one-pot Suzuki-Miyaura cross-coupling of phenols and arylboronic acids mediated by N,N-ditosylaniline". supporting information. p. 4953 - 4957. Retrieved 2014/08/18.