3,5-Dihydroxy-4-acetyltoluene

Base Information

• Chemical Name: 3,5-Dihydroxy-4-acetyltoluene
• CAS No.: 1634-34-0
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• Hs Code.: 2914501900
• DSSTox Substance ID: DTXSID30439541
• Nikkaji Number: J12.268H
• Wikidata: Q72466443
• ChEMBL ID: CHEMBL3274357
• Mol file: 1634-34-0.mol

Synonyms:1634-34-0;3,5-Dihydroxy-4-acetyltoluene;1-(2,6-dihydroxy-4-methylphenyl)ethanone;2',6'-Dihydroxy-4'-methylacetophenone;Ethanone, 1-(2,6-dihydroxy-4-methylphenyl)-;MFCD06656138;1-(2,6-dihydroxy-4-methylphenyl)ethan-1-one;p-Orcacetophenone;2-Acetyl-5-methyl-resorcine;2-acetyl-5-methylresorcinol;SCHEMBL1682172;1,1-Biadamantane-3,3-diamine;CHEMBL3274357;DTXSID30439541;CUYUORWXJSURNV-UHFFFAOYSA-N;AMY20145;AKOS006294840;AC-2933;TS-7382;2`,6`-Dihydroxy-4`-methylacetophenone;SY003375;FT-0600092;A20796;2 inverted exclamation mark ,6 inverted exclamation mark -Dihydroxy-4 inverted exclamation mark -methylacetophenone

Chemical Property of 3,5-Dihydroxy-4-acetyltoluene

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 142-144 °C
• Boiling Point: 288.7°Cat760mmHg
• PKA: 9.76±0.15(Predicted)
• Flash Point: 142.6°C
• PSA: 57.53000
• Density: 1.239g/cm³
• LogP: 1.60880
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

97% ^*data from raw suppliers

p-Orcacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)O)C(=O)C)O
• Uses: 3,5-DIHYDROXY-4-ACETYLTOLUENE is an acetophenone derivative used in the preparation of sodium glucose co-transporter 2 inhibitors as antidiabetic agents. p-Orcacetophenone is an acetophenone derivative used in the preparation of sodium glucose co-transporter 2 inhibitors as antidiabetic agents.

Technology Process of 3,5-Dihydroxy-4-acetyltoluene

There total 14 articles about 3,5-Dihydroxy-4-acetyltoluene 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: 94.0%

orcinol (504-15-4) + acetyl chloride (75-36-5) → 2',6'-dihydroxy-4'-methylacetophenone (1634-34-0)

Guidance literature:

With aluminum (III) chloride; In chlorobenzene; at 40 - 70 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/ja110698n

Reference yield: 84.3%

→ 2',6'-dihydroxy-4'-methylacetophenone (1634-34-0)

Guidance literature:

With aluminum (III) chloride; In 1,2-dichloro-ethane; at 50 ℃; for 1h;

Reference yield: 74.0%

5-methylbenzene-1,3-diyl diacetate (20982-28-9) → 2',6'-dihydroxy-4'-methylacetophenone (1634-34-0)

Guidance literature:

With aluminium trichloride; In chlorobenzene; at 90 ℃; for 1h;

DOI:10.1021/jm990175n

upstream raw materials:

2,4-diacetyl-5-methyl-resorcinol

orcinol

acetic anhydride

acetic acid

Downstream raw materials:

5-hydroxy-3,4,7-trimethylcoumarin

C21H25O10F

1-[2-(cyclopropylmethoxy)-6-hydroxy-4-methylphenyl]ethanone

(1S,2S)-1-hydroxymethyl-2-[(2S)-2-(5-methoxy-2,7-dimethyl-2H-chromen-2-yl)ethyl]-3,3-dimethylcyclohexanol

Refernces

• 1、 Br?se, Stefan,Br?hmer, Manuel C.,Gl?ser, Franziska,Hurrle, Thomas,Nieger, Martin. "The Diels-Alder Approach towards Cannabinoid Derivatives and Formal Synthesis of Tetrahydrocannabinol (THC)". . p. 587 - 592. Retrieved 2021.
• 2、 Wu, Jie,Mu, Ran,Sun, Mingna,Zhao, Nan,Pan, Miaomiao,Li, Hongshuang,Dong, Yi,Sun, Zhaogang,Bai, Jie,Hu, Minwan,Nathan, Carl F.,Javid, Babak,Liu, Gang. "Derivatives of Natural Product Agrimophol as Disruptors of Intrabacterial pH Homeostasis in Mycobacterium tuberculosis". . p. 1087 - 1104. Retrieved 2019/05/22.