2-Cyclohexen-1-one, 6-hydroxy-2-(hydroxymethyl)- (9CI)

Base Information

• Chemical Name: 2-Cyclohexen-1-one, 6-hydroxy-2-(hydroxymethyl)- (9CI)
• CAS No.: 114908-85-9
• Molecular Formula: C7H10 O3
• Molecular Weight: 142.1525
• Mol file: 114908-85-9.mol

Synonyms:2-Cyclohexen-1-one,6-hydroxy-2-(hydroxymethyl)-, (?à)-

Chemical Property of 2-Cyclohexen-1-one, 6-hydroxy-2-(hydroxymethyl)- (9CI)

Chemical Property:

• Boiling Point: 349.2±42.0 °C(Predicted)
• PKA: 12.59±0.40(Predicted)
• PSA: 57.53000
• Density: 1.294±0.06 g/cm3(Predicted)
• LogP: -0.37110

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Cyclohexen-1-one, 6-hydroxy-2-(hydroxymethyl)- (9CI)

There total 3 articles about 2-Cyclohexen-1-one, 6-hydroxy-2-(hydroxymethyl)- (9CI) 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: 62.0%

4,6,7,8-tetrahydro-8-hydroxy-5H-1,3-benzodioxin-5-one (114908-82-6) → 6-hydroxy-2-(hydroxymethyl)-2-cyclohexenone (114908-85-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1021/jo00253a024

Reference yield:

1,3-cylohexanedione (504-02-9) → 6-hydroxy-2-(hydroxymethyl)-2-cyclohexenone (114908-85-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / BF₃*Et₂O / CH₂Cl₂ / 16 h / Ambient temperature

2: 1.) sodium bis(trimethylsilyl)amide (NaHMDS), 2.) 2-(phenylsulfonyl)-3-phenyloxaziridine / 1.) THF, -78 deg C, 1 h, 2.) -78 deg C, 1.5 h

3: 62 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; N-(benzenesulfonyl)-3-phenyloxaziridine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00253a024

Reference yield:

4,6,7,8-tetrahydro-5H-benzo[d][1,3]dioxin-5-one (114908-48-4) → 6-hydroxy-2-(hydroxymethyl)-2-cyclohexenone (114908-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium bis(trimethylsilyl)amide (NaHMDS), 2.) 2-(phenylsulfonyl)-3-phenyloxaziridine / 1.) THF, -78 deg C, 1 h, 2.) -78 deg C, 1.5 h

2: 62 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

With lithium aluminium tetrahydride; sodium hexamethyldisilazane; N-(benzenesulfonyl)-3-phenyloxaziridine; In tetrahydrofuran;

DOI:10.1021/jo00253a024

upstream raw materials:

4,6,7,8-tetrahydro-8-hydroxy-5H-1,3-benzodioxin-5-one

1,3-cylohexanedione

4,6,7,8-tetrahydro-5H-benzo[d][1,3]dioxin-5-one

Refernces