1481-93-2

Basic information

• Product Name: 4-CHROMANOL
• Synonyms: 4-HYDROXYCHROMAN;4-CHROMANOL;3,4-DIHYDRO-2H-1-BENZOPYRAN-4-OL;2H-1-Benzopyran-4-ol, 3,4-dihydro-;Chroman-4-ol;Chromanol;4-CHROMANOL, 99+%;4-CHROMANOL 96%
• CAS NO: 1481-93-2
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.17
• EINECS: 216-041-4
• Mol File: 1481-93-2.mol
• Article Data: 94

Chemical Properties

• Melting Point: 42-44 °C(lit.)
• Boiling Point: 80 °C (5 mmHg)
• Flash Point: >230 °F
• Appearance: white crystalline low melting solid
• Density: 0.9820 (rough estimate)
• Vapor Pressure: 0.00425mmHg at 25°C
• Refractive Index: 1.5470 (estimate)
• PKA: 14.12±0.20(Predicted)
• BRN: 130800
• CAS DataBase Reference: 4-CHROMANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHROMANOL(1481-93-2)
• EPA Substance Registry System: 4-CHROMANOL(1481-93-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26
• WGK Germany: 3
• Hazardous Substances Data: 1481-93-2(Hazardous Substances Data)

Usage

Description

4-CHROMANOL, also known as 4-Hydroxychroman, is a white crystalline low melting solid with unique chemical properties. It is a naturally occurring compound found in various plants and has been identified for its potential applications in different industries due to its distinctive characteristics.

Uses

Used in Pharmaceutical Industry:
4-CHROMANOL is used as a key intermediate for the synthesis of various pharmaceutical compounds, particularly for the preparation of 4-α-L-rhamnopyranosyloxychromanol, a glycosyl flavonoid. This flavonoid is known for its potential therapeutic properties, including antioxidant and anti-inflammatory activities, which can be beneficial in the development of new drugs for various health conditions.
Used in Chemical Synthesis:
4-CHROMANOL is used as a versatile building block in the synthesis of a wide range of organic compounds, including natural products, pharmaceuticals, and agrochemicals. Its unique chemical properties make it a valuable starting material for the development of new molecules with potential applications in various industries.
Used in Research and Development:
4-CHROMANOL is utilized as a research compound in the field of organic chemistry, where it serves as a model for studying the structure, properties, and reactivity of chromanol-based compounds. This knowledge can be applied to the design and synthesis of new molecules with specific functions and applications.

InChI:InChI=1/C9H10O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-4,8,10H,5-6H2/t8-/m0/s1

Upstream product

• 1481-93-2 (S)-chroman-4-ol 
• 6100-60-3 4-methoxybenzene-1,3-diol 
• 180469-87-8 (-)-(3R,4S)-Epoxychromane 
• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 254-04-6 2H-chromene 
• 85434-18-0 2,3,6,7-tetrahydro-2,2,8,8,10-pentamethyl-4H,8H-benzo<1,2-b:5,4-b'>dipyran-4-one 
• 122-97-4 3-Phenyl-1-propanol 
• 487-26-3 Flavanone 
• 491-38-3 1-benzopyran-4(4H)-one 
• 76-86-8 Triphenylsilyl chloride 
• 766-77-8 Dimethylphenylsilane 
• 574014-04-3 (+)-(3S,4R)-[4-2H]-3-(p-toluenesulfonyloxy)chromane 
• 574014-02-1 (-)-(3S,4R)-[4-2H]-chroman-3-ol 
• 574014-03-2 (+)-(3R,4S)-[4-2H]-chroman-3-ol 

Downstream Products

• 1481-93-2 (S)-chroman-4-ol 
• 120523-16-2 (R)-4-chromanol 
• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 53732-47-1 (S)-1-tetralol 
• 23357-45-1 (R)-1-tetralol 
• 1630952-74-7 8-((S)-chroman-4-yl)-1-phenyl-3-((S)-1-tosylpyrrolidine-2-carbonyl)-1,3,8-triazaspiro[4.5]decan-4-one 
• 1630952-73-6 8-((R)-chroman-4-yl)-1-phenyl-3-((S)-1-tosylpyrrolidine-2-carbonyl)-1,3,8-triazaspiro[4.5]decan-4-one 
• 1630952-75-8 (R)-8-(chroman-4-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one 
• 1630952-76-9 (S)-8-(chroman-4-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one 

Relevant articles and documents

Enantioselective reduction of prochiral ketones by chromium(II) complexes with amino acid ligands as the source of chirality

Prochiral ketones were reduced to enantiomerically enriched secondary alcohols by Cr(II)[L-amino acid] complexes in good yields and moderate enantioselectivity.

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Half-sandwich Ru (II) complexes containing (N, O) Schiff base ligands: Catalysts for base-free transfer hydrogenation of ketones

Two new half-sandwich Ru (II)(p-cymene) complexes (1 and 2) containing dopamine-based (N, O) Schiff base ligands (L1H and L2H) were synthesized and characterized by FT-IR, UV–Visible and 1H & 13C NMR spectral techniques, and elemental analyses. The spectroscopic and analytical data revealed monobasic bidentate coordination of the ligands with Ru ion. The molecular structures of L1H, L2H and 2 were further confirmed by single crystal X-ray diffraction study. Complexes 1 and 2?have been employed as catalysts in the transfer hydrogenation of ketones using 2-propanol as a hydrogen source at 85?°C under base-free condition. Good to the excellent yield of secondary alcohols, gram scale synthesis, and high TON and TOF made this catalytic system interesting.

Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts

A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.

Palladium Complexes Bearing Chiral bis(NHC) Chelating Ligands on a Spiro Scaffold: Synthesis, Characterization, and Their Application in the Oxidative Kinetic Resolution of Secondary Alcohols

A series of chiral bis-N-heterocyclic carbene ligands H2[(S)-1a-d]X2 (X = Br, I) on a spiro scaffold and their palladium complexes (S)-2a-d and (S)-3a,b were prepared and applied in the enantioselective oxidative kinetic resolution of secondary alcohols. The corresponding alcohols can be obtained in high yields with moderate to excellent ee values.