Acetophenone-2',3',4',5',6'-d5

Base Information

• Chemical Name: Acetophenone-2',3',4',5',6'-d5
• CAS No.: 28077-64-7
• Molecular Formula: C8H3D5O
• Molecular Weight: 125.111
• Hs Code.: 2845901000
• European Community (EC) Number: 687-248-9
• DSSTox Substance ID: DTXSID70466417
• Wikidata: Q82292979
• Mol file: 28077-64-7.mol

Synonyms:28077-64-7;Acetophenone-2',3',4',5',6'-d5;Acetophenone-d5;Acetophenone-(phenyl-d5);1-(2,3,4,5,6-pentadeuteriophenyl)ethanone;ACETOPHENONE (RING-D5);Ethanone,1-(phenyl-d5)-;pentadeuterophenyl methyl ketone;SCHEMBL1332185;HY-Y0989S;Acetophenone-2'3'4'5'6-d5;DTXSID70466417;MFCD00064446;Acetophenone-(phenyl-d5), 99 atom % D;CS-0226286;1-[(2,3,4,5,6-?H?)phenyl]ethan-1-one;D98107;1-(2, 3, 4, 5, 6-pentadeuteriophenyl)ethanone;J-016964

Chemical Property of Acetophenone-2',3',4',5',6'-d5

Chemical Property:

• Melting Point: 19-20 °C (lit.)
• Refractive Index: n20/D 1.5335(lit.)
• Boiling Point: 201.999 °C at 760 mmHg
• Flash Point: 80.943 °C
• PSA: 17.07000
• Density: 1.035 g/cm³
• LogP: 1.88920
• Storage Temp.: Refrigerator
• Sensitive.: Hygroscopic
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 125.088898604
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC=C1
• Isomeric SMILES: [2H]C1=C(C(=C(C(=C1[2H])[2H])C(=O)C)[2H])[2H]
• Uses: (Acetophenone-2',3',4',5',6'-D5) Labeled Acetophenone, intended for use as an internal standard for the quantification of Acetophenoneby GC- or LC-mass spectrometry. Deuterium labelled form of acetophenone, a reagent used in the production of fragrances and resin polymers.

Technology Process of Acetophenone-2',3',4',5',6'-d5

There total 12 articles about Acetophenone-2',3',4',5',6'-d5 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: 98.0%

benzene-d6 (1076-43-3) + acetyl chloride (75-36-5) → acetophenone-d5 (28077-64-7)

Guidance literature:

With carbon disulfide; aluminum (III) chloride; at 0 - 50 ℃; for 8h; Inert atmosphere;

DOI:10.1021/acs.organomet.6b00072

Reference yield: 87.0%

benzene-d6 (1076-43-3) + acetic anhydride (108-24-7) → acetophenone-d5 (28077-64-7)

Guidance literature:

With aluminium trichloride; In carbon disulfide; for 1h;

DOI:10.1021/ol010108z

Reference yield: 61.8%

1-[2',3',4',5',6'-2H5]phenylethanol (90162-45-1) → acetophenone-d5 (28077-64-7)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 1h;

DOI:10.1021/jo991856t

upstream raw materials:

benzene-d6

acetyl chloride

acetic anhydride

1-[2',3',4',5',6'-²H₅]phenylethanol

Downstream raw materials:

2-(<(2)H5>benzoyl)-2-bromoacetophenone

C₂₂H₁₇⁽²⁾H₅N₂OS

1-(5-<(2)H5>benzoyl-4-phenylthiazol-2-yl)hexahydroazepine

C₁₆H₄⁽²⁾H₉N

Refernces

• 1、 Katz,Shih,Ying,Stuart. "POLYMERIZATIONS OF ACETYLENES AND CYCLIC OLEFINS INDUCED BY METAL CARBYNES.". . p. 2659 - 2668. Retrieved 1984.
• 2、 Liu, Min,Yan, Kelu,Wen, Jiangwei,Liu, Weihua,Wang, Mingyu,Wang, Lina,Wang, Xiu. "Synthesis of Substituted 1-Hydroxy-2-Naphthaldehydes by Rhodium-Catalyzed C?H Bond Activation and Vinylene Transfer of Enaminones with Vinylene Carbonate". supporting information. p. 512 - 517. Retrieved 2021/12/09.
• 3、 Nanubolu, Jagadeesh Babu,Reddy Singam, Maneesh Kumar,Sridhar Reddy, Maddi,Suresh, Vavilapalli,Suri Babu, Undamatla. "Rhodium-Catalyzed Annulation of Phenacyl Ammonium Salts with Propargylic Alcohols via a Sequential Dual C-H and a C-C Bond Activation: Modular Entry to Diverse Isochromenones". supporting information. p. 7888 - 7893. Retrieved 2021/10/25.