3,4-dihydro-2H-chromen-3-ylmethanol

Base Information

• Chemical Name: 3,4-dihydro-2H-chromen-3-ylmethanol
• CAS No.: 76727-28-1
• Molecular Formula: C10H12O2
• Molecular Weight: 164.2
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40383682
• Nikkaji Number: J592.365D
• Mol file: 76727-28-1.mol

Synonyms:3,4-dihydro-2H-chromen-3-ylmethanol;76727-28-1;CHROMAN-3-YLMETHANOL;(3,4-Dihydro-2h-1-benzopyran-3-yl)methanol;3-hydroxymethylchroman;chroman-3-yl-methanol;SCHEMBL2247241;ACETYLPHOSPHATELITHIUMSALT;DTXSID40383682;UPDSWAQIQZFOLF-UHFFFAOYSA-N;MFCD04972641;AKOS005217342;SDCCGMLS-0066063.P001;MS-22187;3,4-Dihydro-2H-1-benzopyran 3-methanol;CS-0214600;FT-0691981;EN300-1826560;3,4-Dihydro-2H-chromen-3-ylmethanol, AldrichCPR

Chemical Property of 3,4-dihydro-2H-chromen-3-ylmethanol

Chemical Property:

• Vapor Pressure: 0.000795mmHg at 25°C
• Melting Point: 61.5℃
• Refractive Index: 1.546
• Boiling Point: 293.2 °C at 760 mmHg
• Flash Point: 133.9 °C
• PSA: 29.46000
• Density: 1.125 g/cm³
• LogP: 1.23000
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

98%min ^*data from raw suppliers

Chroman-3-ylmethanol 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(COC2=CC=CC=C21)CO

Technology Process of 3,4-dihydro-2H-chromen-3-ylmethanol

There total 16 articles about 3,4-dihydro-2H-chromen-3-ylmethanol 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: 83.0%

2-(2-bromobenzyl)propane-1,3-diol (1493853-65-8) → hydroxymethyl-3 chromanne (76727-28-1)

Guidance literature:

With (4,4′-di-tert-butyl-2,2′-dipyridyl)Ni(o-tolyl)(Br); 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 80 ℃; for 24h; Inert atmosphere; Sealed tube; UV-irradiation;

DOI:10.1002/anie.202003359

Reference yield: 74.0%

(2H-chromen-3-yl)methanol (115822-61-2) → hydroxymethyl-3 chromanne (76727-28-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol;

DOI:10.1021/jo4003097

Reference yield: 66.0%

3,4-dihydro-2H-1-benzopyran-3-carboxylic acid (115822-57-6) → hydroxymethyl-3 chromanne (76727-28-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 4h;

DOI:10.1016/0223-5234(87)90294-7

upstream raw materials:

2-(2-fluorophenylmethyl)propane-1,3-diol

3,4-dihydro-2H-1-benzopyran-3-carboxylic acid

2H-chromene-3-carbonitrile

2H-chromene-3-carboxylic acid

Downstream raw materials:

toluene-4-sulfonic acid Chroman-3-ylmethyl ester

chromane-3-carbaldehyde

chroman-3-carboxylic acid methyl ester

chloromethyl-3 chromanne

Refernces

• 1、 Knaus, Tanja,Mutti, Francesco G.,Humphreys, Luke D.,Turner, Nicholas J.,Scrutton, Nigel S.. "Systematic methodology for the development of biocatalytic hydrogen-borrowing cascades: Application to the synthesis of chiral α-substituted carboxylic acids from α-substituted α,β-unsaturated aldehydes". supporting information. p. 223 - 233. Retrieved 2015/02/19.
• 2、 Brenna, Elisabetta,Gatti, Francesco G.,Malpezzi, Luciana,Monti, Daniela,Parmeggiani, Fabio,Sacchetti, Alessandro. "Synthesis of robalzotan, ebalzotan, and rotigotine precursors via the stereoselective multienzymatic cascade reduction of α,β-unsaturated aldehydes". . p. 4811 - 4822. Retrieved 2013/07/05.