(2S)-2-bromo-1-(4-bromophenyl)propan-1-one

Base Information

• Chemical Name: (2S)-2-bromo-1-(4-bromophenyl)propan-1-one
• CAS No.: 38786-67-3
• Molecular Formula: C9H8Br2O
• Molecular Weight: 291.97
• Hs Code.: 29147000
• DSSTox Substance ID: DTXSID70959596
• Wikidata: Q72464865
• Mol file: 38786-67-3.mol

Synonyms:SCHEMBL20703078;DTXSID70959596

Chemical Property of (2S)-2-bromo-1-(4-bromophenyl)propan-1-one

Chemical Property:

• Appearance/Colour: white to light orange crystalline powder
• Melting Point: 85-88 °C(lit.)
• Boiling Point: 316.2 °C at 760 mmHg
• Flash Point: 104.7 °C
• PSA: 17.07000
• Density: 1.746 g/cm³
• LogP: 3.41520
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 291.89214
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

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

2,4′-Dibromopropiophenone 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(=O)C1=CC=C(C=C1)Br)Br
• Isomeric SMILES: C[C@@H](C(=O)C1=CC=C(C=C1)Br)Br
• Uses: 2,4′-Dibromopropiophenone may be used in the preparation of 1-(4-bromophenyl)-2-[(3,5-dimethoxyphenyl)amino]propanone (aniline ketone).

Technology Process of (2S)-2-bromo-1-(4-bromophenyl)propan-1-one

There total 9 articles about (2S)-2-bromo-1-(4-bromophenyl)propan-1-one 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: 100.0%

4'-Bromopropiophenone (10342-83-3) → 2-bromo-1-(4-bromophenyl)propan-1-one (38786-67-3)

Guidance literature:

With bromine; at 20 ℃; for 0.333333h;

DOI:10.1021/jm0211117

Reference yield: 98.0%

→ 2-bromo-1-(4-bromophenyl)propan-1-one (38786-67-3)

Guidance literature:

Reference yield: 84.0%

1-bromo-4-(prop-1-en-1-yl)benzene (4489-23-0) → 1-(4-bromophenyl)-1,2-propanedione (10557-20-7) + 2-bromo-1-(4-bromophenyl)propan-1-one (38786-67-3)

Guidance literature:

With N-Bromosuccinimide; dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; at 60 - 65 ℃; for 4h; Mechanism;

DOI:10.1016/j.tetlet.2009.03.032

upstream raw materials:

bromobenzene

α-bromopropionyl bromide

4'-Bromopropiophenone

1-bromo-4-(prop-1-en-1-yl)benzene

Downstream raw materials:

4'-Bromopropiophenone

1-(4-bromophenyl)-1,2-propanedione

(R)-1-(4-bromophenyl)-2-phenylpropan-1-one

(S)-1-(4-bromophenyl)-2-phenylpropan-1-one

Refernces

• 1、 Blough, Bruce E.,Gannon, Brenda M.,Holy, Marion,Maier, Julian,Murnane, Kevin S.,Niello, Marco,Rauter, Laurin,Rudin, Deborah,Schmid, Diethart,Sitte, Harald H.,Wilson, Joseph. "α-PPP and its derivatives are selective partial releasers at the human norepinephrine transporter: A pharmacological characterization of interactions between pyrrolidinopropiophenones and uptake1 and uptake2 monoamine transporters". . . Retrieved 2021/05/04.
• 2、 Peng, Yi-Hui,Liao, Fang-Yu,Tseng, Chen-Tso,Kuppusamy, Ramajayam,Li, An-Siou,Chen, Chi-Han,Fan, Yu-Shiou,Wang, Sing-Yi,Wu, Mine-Hsine,Hsueh, Ching-Cheng,Chang, Jia-Yu,Lee, Lung-Chun,Shih, Chuan,Shia, Kak-Shan,Yeh, Teng-Kuang,Hung, Ming-Shiu,Kuo, Ching-Chuan,Song, Jen-Shin,Wu, Su-Ying,Ueng, Shau-Hua. "Unique Sulfur-Aromatic Interactions Contribute to the Binding of Potent Imidazothiazole Indoleamine 2,3-Dioxygenase Inhibitors". . p. 1642 - 1659. Retrieved 2020/03/17.