Deuterio(phenyl)methanone

Base Information

• Chemical Name: Deuterio(phenyl)methanone
• CAS No.: 3592-47-0
• Molecular Formula: C7H5DO
• Molecular Weight: 107.116
• European Community (EC) Number: 677-787-8
• DSSTox Substance ID: DTXSID50447082
• Nikkaji Number: J384.810H
• Wikidata: Q82265864
• Mol file: 3592-47-0.mol

Synonyms:deuterio(phenyl)methanone;Benz(aldehyde-d);3592-47-0;28106-59-4;benzaldehydde;Benzaldehyde-d;phenyl(H)formaldehyde;(alpha-2H)Benzaldehyde;SCHEMBL1331783;DTXSID50447082;Benzaldehyde-alpha-d1, 98 atom % D

Chemical Property of Deuterio(phenyl)methanone

Chemical Property:

• Melting Point: −26 °C(lit.)
• Refractive Index: n20/D 1.545(lit.)
• Boiling Point: 178-179 °C(lit.)
• Flash Point: 145 °F(lit.)
• PSA: 17.07000
• Density: 1.055 g/mL at 25 °C
• LogP: 1.49910
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 107.048141557
• Heavy Atom Count: 8
• Complexity: 72.5

Purity/Quality:

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

Benzaldehyde-α-d1 98 atom % D ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38-40-42/43
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=O
• Isomeric SMILES: [2H]C(=O)C1=CC=CC=C1
• Uses: Benzaldehyde-alpha-d1 (CAS# 3592-47-0) is a useful isotopically labeled research compound.

Technology Process of Deuterio(phenyl)methanone

There total 113 articles about Deuterio(phenyl)methanone 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: 74.0%

benzyl alcohol-d1 (3481-15-0,4181-90-2,52949-66-3,4546-45-6) → Benzaldehyde-d (3592-47-0) + benzaldehyde (100-52-7)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 ℃; for 0.25h; isotope effects;

DOI:10.1021/jo00179a009

Reference yield: 55.0%

benzaldehyde (100-52-7) → Benzaldehyde-d (3592-47-0) + 1,2-diphenyl-2-oxoethyl benzoate (1459-20-7) + benzil (134-81-6)

Guidance literature:

With water-d2; Mechanism; Rate constant; Quantum yield; Irradiation; effectof the reaction time and solvent; other substituted benzaldehydes are investigated;

DOI:10.1016/S0040-4020(01)96882-6

Reference yield: 48.0%

(R,R)-hydroxybenzoin (52340-78-0) → Benzaldehyde-d (3592-47-0) + benzaldehyde (100-52-7)

Guidance literature:

With water-d2; oxygen; cetyltrimethylammonim bromide; at 20 ℃; for 5h; under 760.051 Torr; Irradiation; Green chemistry;

DOI:10.1039/d0gc01727b

upstream raw materials:

ethanol

hexamethylenetetramine

phenylmethanamine-1,1-d₂-amine hydrochloride

racemic benzyl-α-d₁ bromide

Downstream raw materials:

1-Phenyl-2,2-bis-(phenylthio)-<1-D>-butan-1-ol

α-deutero mandelic acid

(E)-(ethene-1,2-diyl-1-d)dibenzene

(E)-2-Methyl-3-phenyl-<3-D>propenal

Refernces

• 1、 Zhu, Dong-Xing,Xia, Hui,Liu, Jian-Guo,Chung, Lung Wa,Xu, Ming-Hua. "Regiospecific and Enantioselective Arylvinylcarbene Insertion of a C-H Bond of Aniline Derivatives Enabled by a Rh(I)-Diene Catalyst". . p. 2608 - 2619. Retrieved 2021.
• 2、 Najjar et al.. "". . p. 71,75. Retrieved 1978.
• 3、 Xie, Jiahan,Yin, Kehua,Serov, Alexey,Artyushkova, Kateryna,Pham, Hien N.,Sang, Xiahan,Unocic, Raymond R.,Atanassov, Plamen,Datye, Abhaya K.,Davis, Robert J.. "Selective Aerobic Oxidation of Alcohols over Atomically-Dispersed Non-Precious Metal Catalysts". . p. 359 - 362. Retrieved 2017.
• 4、 Kalvin, Douglas M.,Woodard, Ronald W.. "PREPARATION OF 1-DEUTERIOALDEHYDES VIA THE USE OF DIISOBUTYLALUMINUM DEUTERIDE (DIBAL-D)". . p. 3387 - 3392. Retrieved 1984.
• 5、 Pan, Gao-Fei,Wang, Zhe,Chang, Yi-Yuan,Hao, Yue,Wang, Yi-Chen,Xing, Rui-Guang. "An efficient Pd@Pro-GO heterogeneous catalyst for the α, β-dehydrogenation of saturated aldehyde and ketones". supporting information. . Retrieved 2021/12/30.
• 6、 -. "SYNTHESIS OF DEUTERATED ALDEHYDES". Paragraph 0008; 0082. . Retrieved 2021/03/13.