2,2-Dihydroxy-1-phenylethanone

Base Information

• Chemical Name: 2,2-Dihydroxy-1-phenylethanone
• CAS No.: 1075-06-5
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 2914400090
• European Community (EC) Number: 626-958-5
• NSC Number: 249825
• DSSTox Substance ID: DTXSID501032251
• Nikkaji Number: J888.400E
• Wikidata: Q81987821
• Mol file: 1075-06-5.mol

Synonyms:1075-06-5;2,2-Dihydroxy-1-phenylethanone;Acetophenone, dihydroxy-;2,2-Dihydroxy-1-phenylethan-1-one;2,2-Dihydroxy-1-phenyl-ethanone;Ethanone, 2,2-dihydroxy-1-phenyl-;Acetophenone, 2,2-dihydroxy-;28631-86-9;alpha,alpha-Dihydroxyacetophenone;BRN 2437741;Phenylglyoxalhydrate;2,2-Dihydroxyacetophenone;SCHEMBL157066;alpha,alpha-dihydroxy-acetophenone;DTXSID501032251;2,2-Dihydroxy-1-phenylethanone #;NSC249825;s5425;.alpha.,.alpha.-Dihydroxyacetophenone;AKOS006293453;CCG-266223;NSC 249825;NSC-249825;28604-78-6;AC-20890;LS-67368;HY-128407;CS-0099611;D70386;EN300-310852;3-07-00-03443 (Beilstein Handbook Reference)

Chemical Property of 2,2-Dihydroxy-1-phenylethanone

Chemical Property:

• Vapor Pressure: 0.00469mmHg at 25°C
• Melting Point: 76-79 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 265.1 °C at 760 mmHg
• PKA: 10.97±0.41(Predicted)
• Flash Point: 128.4 °C
• PSA: 43.37000
• Density: 1.307 g/cm³
• LogP: 1.00390
• Storage Temp.: 2-8°C
• Solubility.: 95% ethanol: soluble5%, clear to very slightly hazy, colorless t
• Water Solubility.: Partly miscible with water.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

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

Phenylglyoxal monohydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22-36/37/38:
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C(O)O
• Uses: Phenylglyoxal monohydrate was used to modify pig muscle carbonic anhydraseIII and as a specific reagent for arginine groups. It was also used to prepare pyrrolinone and furan derivatives and as as a chemiluminescent reagent for the determination of purines.

Technology Process of 2,2-Dihydroxy-1-phenylethanone

There total 24 articles about 2,2-Dihydroxy-1-phenylethanone 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%

phenylglyoxal hydrate (1074-12-0) → 2,2-dihydroxy-1-phenyl-ethanone (1075-06-5)

Guidance literature:

With water;

DOI:10.1021/acs.joc.1c01476

Reference yield: 100.0%

2-diazo-acetophenone (3282-32-4) → 2,2-dihydroxy-1-phenyl-ethanone (1075-06-5)

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; Ambient temperature; other α-diazoketones;

DOI:10.1016/0040-4039(91)80792-5

Reference yield: 99.0%

acetophenone (98-86-2) → 2,2-dihydroxy-1-phenyl-ethanone (1075-06-5)

Guidance literature:

With water; iodine; In dimethyl sulfoxide; at 100 ℃; Sealed tube;

DOI:10.1016/j.tet.2019.130756

upstream raw materials:

2-diazo-acetophenone

phenylglyoxal hydrate

(Phenylglyoxal)-butylthiohalbacetal

(S)-2-Amino-4-[(R)-1-(carboxymethyl-carbamoyl)-2-(1-hydroxy-2-oxo-2-phenyl-ethylsulfanyl)-ethylcarbamoyl]-butyric acid

Downstream raw materials:

MANDELIC ACID

3-morpholin-4-yl-5-phenyl-[1,2,4]triazine

2-Hydroxy-1-phenyl-2-(pyridin-2-ylamino)-ethanone

2-phenyl-1H-imidazo<1,2-a>pyridinium-3-olate

Refernces

• 1、 Brahmachari, Goutam,Nayek, Nayana,Karmakar, Indrajit,Nurjamal, Khondekar,Chandra, Swapan K.,Bhowmick, Anindita. "Series of Functionalized 5-(2-Arylimidazo[1,2-a]pyridin-3-yl)pyrimidine-2,4(1 H,3 H)-diones: A Water-Mediated Three-Component Catalyst-Free Protocol Revisited". . p. 8405 - 8414. Retrieved 2020.
• 2、 Khalafy, Jabbar,Majidi Arlan, Fatemeh,Poursattar Marjani, Ahmad,Sarchami, Vahid. "One-pot, three-component synthesis of polyfunctionalized benzo[h]pyrazolo[3,4-b][1,6]naphthyridine and benzo[g]pyrazolo[3,4-b]quinoline derivatives in the presence of silver nanoparticles (AgNPs)". . p. 3961 - 3969. Retrieved 2020.
• 3、 Maity, Subhendu,Kundu, Ashis,Pramanik, Animesh. "Synthesis of biologically important, fluorescence active 5-hydroxy benzo[g]indoles through four-component domino condensations and their fluorescence "Turn-off" sensing of Fe(iii) ions". . p. 52852 - 52865. Retrieved 2015.
• 4、 Javahershenas, Ramin,Khalafy, Jabbar. "A Green Synthesis of 7-amino-5-(4-aroyl)-1,3-dimethyl-2,4-dioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-6-carbonitrile Derivatives by a One-pot Three-component Reaction". . p. 3163 - 3168. Retrieved 2017.
• 5、 Khalafy, Jabbar,Etivand, Nasser,Khalillou, Neda. "An efficient synthesis of imidazo[2,1-b][1,3,4]thiadiazol-7-ium hydroxides by a one-pot, three-component reaction in water". . p. 297 - 302. Retrieved 2018.
• 6、 Khodabakhshi, Saeed,Karami, Bahador,Eskandari, Khalil. "Molybdate sulfuric acid-catalyzed one-pot synthesis of substituted coumarins under solvent-free conditions". . p. 7263 - 7272. Retrieved 2015.
• 7、 Khalafy, Jabbar,Arlan, Fatemeh Majidi,Chalanchi, Shahin Soleimani. "One-pot, Three-component Synthesis of a New Series of 2-Amino-4-aroyl-5-oxo-5,6-dihydro-2H-pyrano[3,2-c]quinoline-3-carbonitrile in the Presence of SBA-15 as a Nanocatalyst". . p. 149 - 153. Retrieved 2018.
• 8、 Vahabinia, Hamid Reza,Karami, Bahador,Khodabakhshi, Saeed. "One-pot synthesis of benzamidonaphtho[2,1-b]furans and benzamidobenzo[b] furans as novel polycyclic heteroaromatic compounds". . p. 1323 - 1327. Retrieved 2013.
• 9、 Marjani, Ahmad Poursattar,Khalafy, Jabbar,Arlan, Fatemeh Majidi,Eyni, Elham. "A simple protocol for the green synthesis of a new series of pyrimido[4,5b][1,6]naphthyridines in the presence of silver nanoparticles (AgNPs)". . p. 1 - 9. Retrieved 2019.
• 10、 Masoudi, Mozhgan,Anary-Abbasinejad, Mohammad,Maleki, Alireza. "A facile and effective procedure for synthesis of polyfunctionalized pyrrolines from simultaneously stirring of carbon disulfide, aniline, arylglyoxals and β-enaminocarbonyls". . p. 2299 - 2304. Retrieved 2017.