1634-34-0

Basic information

• Product Name: 3,5-DIHYDROXY-4-ACETYLTOLUENE
• Synonyms: 3,5-DIHYDROXY-4-ACETYLTOLUENE;2,6-DIHYDROXY-4'-METHYLACETOPHENONE;ETHANONE, 1-(2,6-DIHYDROXY-4-METHYLPHENYL)-;4-acetyl-3,5-dihydroxytoluene;4-ACETYL-3,5-DIHYDROXYTOLUENE,98.5+%;1-(2,6-Dihydroxy-4-methylphenyl)ethanone;p-Orcacetophenone;1-(2,6-dihydroxy-4-Methylphenyl)ethan-1-one
• CAS NO: 1634-34-0
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• EINECS: 200-589-5
• Product Categories: Alcohols and Derivatives;Carbonyl Compounds;Aromatic Acetophenones & Derivatives (substituted);Aromatics;Intermediates;Thiazines ,Thiazoles
• Mol File: 1634-34-0.mol

Chemical Properties

• Melting Point: 142-144 °C
• Boiling Point: 288.7°Cat760mmHg
• Flash Point: 142.6°C
• Appearance: /
• Density: 1.239g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.584
• PKA: 9.76±0.15(Predicted)
• CAS DataBase Reference: 3,5-DIHYDROXY-4-ACETYLTOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIHYDROXY-4-ACETYLTOLUENE(1634-34-0)
• EPA Substance Registry System: 3,5-DIHYDROXY-4-ACETYLTOLUENE(1634-34-0)

Safety Data

• Hazardous Substances Data: 1634-34-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,5-DIHYDROXY-4-ACETYLTOLUENE is used as a key intermediate in the synthesis of sodium glucose co-transporter 2 (SGLT2) inhibitors. These inhibitors are crucial for the development of antidiabetic agents, which help regulate blood sugar levels in patients with diabetes. The compound plays a significant role in the pharmaceutical industry by contributing to the creation of life-saving medications for diabetes management.
Used in Chemical Synthesis:
As an acetophenone derivative, 3,5-DIHYDROXY-4-ACETYLTOLUENE can be utilized in various chemical synthesis processes. Its unique molecular structure allows it to be a versatile building block for the development of new compounds with potential applications in different industries, such as materials science, agrochemicals, and more. The compound's reactivity and functional groups make it a valuable asset in the field of organic chemistry.

Preparation

Preparation by reaction of acetic anhydride on orcinol, ? with concentrated sulfuric acid at 130° (65%) ; ? with Amberlite IR-120 or Zeokarb-225, cation exchange resins (sulfonic acid type) at 160° (20%).

InChI:InChI=1/C9H10O3/c1-5-3-7(11)9(6(2)10)8(12)4-5/h3-4,11-12H,1-2H3

Upstream product

• 504-15-4 orcinol 
• 64-19-7 acetic acid 
• 7446-70-0 aluminium trichloride 
• 98-95-3 nitrobenzene 
• 75-36-5 acetyl chloride 
• 1257655-53-0 2,6-bis(trimethylsilyloxy)-4-methylacetophenone 
• 141-78-6 ethyl acetate 
• 889140-51-6 orcinol monoacetate 
• 20982-28-9 5-methylbenzene-1,3-diyl diacetate 
• 97066-60-9 2-Acetyl-3-dimethylamino-5-hydroxy-5-methyl-2-cyclohexenon 
• 108-24-7 acetic anhydride 
• 13444-19-4 2,4-diacetyl-5-methyl-resorcinol 

Downstream Products

• 209746-55-4 2',6'-dihydroxy-4'-methylacetophenone 2'-O-(2,3,4,6-O-tetraacetyl)-β-D-glucopyranoside 
• 701936-27-8 1-(2,6-bis-benzyloxy-4-methyl-phenyl)-ethanone 
• 107057-96-5 5-hydroxy-3,4,7-trimethylcoumarin 
• 27465-63-0 2-ethyl-5-methylresorcinol 

Relevant articles and documents

Vinylogous addition of siloxyfurans to benzopyryliums: A concise approach to the tetrahydroxanthone natural products

A concise approach to the tetrahydroxanthone natural products employing vinylogous addition of siloxyfurans to benzopyryliums and a late-stage Dieckmann cyclization has been developed. With this methodology, chiral, racemic forms of the natural products blennolides B and blennolide C have been synthesized in a maximum of four steps from a 5-hydroxychromone substrate. The regio- and diastereoselectivity of the vinylogous additions was probed using computational studies, which suggested the involvement of Diels-Alder-like transition states.

The Diels-Alder Approach towards Cannabinoid Derivatives and Formal Synthesis of Tetrahydrocannabinol (THC)

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Novel diphenylmethyl compounds having mycobacterium tuberculosis inhibitory activity

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Potent inhibitors of Chk1 have the structure formula (I) below. Pharmaceutical compositions comprising the Chk1 inhibitors, uses thereof and their preparation process.

Rapid synthesis of polyprenylated acylphloroglucinol analogs via dearomative conjunctive allylic annulation

Polyprenylated acylphloroglucinols (PPAPs) are structurally complex natural products with promising biological activities. Herein, we present a biosynthesis-inspired, diversity-oriented synthesis approach for rapid construction of PPAP analogs via double decarboxylative allylation (DcA) of acylphloroglucinol scaffolds to access allyl-desoxyhumulones followed by dearomative conjunctive allylic alkylation (DCAA).

HYDANTOIN DERIVATIVES USEFUL AS KV3 INHIBITORS

The invention provides compounds of formula (I): Said compounds being inhibitors of Kv3 channels and of use in the prophylaxis or treatment of related disorders.

HYDANTOIN DERIVATIVES USEFUL AS KV3 INHIBITORS

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Synthesis, structural elucidation and DFT studies of ortho-hydroxy acetophenones

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