2,2-Dimethyl-4-isopropyl-1,3-benzodioxole

Base Information

• Chemical Name: 2,2-Dimethyl-4-isopropyl-1,3-benzodioxole
• CAS No.: 201166-22-5
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Hs Code.: 2932999099
• UNII: IA7O19V7ZY
• DSSTox Substance ID: DTXSID30173933
• Wikidata: Q27280631
• Mol file: 201166-22-5.mol

Synonyms:201166-22-5;4-Isopropyl-2,2-dimethylbenzo[d][1,3]dioxole;2,2-DIMETHYL-4-ISOPROPYL-1,3-BENZODIOXOLE;2,2-Dimethyl-4-(1-methylethyl)-1,3-benzodioxole;1,3-Benzodioxole, 2,2-dimethyl-4-(1-methylethyl)-;2,2-dimethyl-4-propan-2-yl-1,3-benzodioxole;IA7O19V7ZY;2,2-Dimethyl-4-isopropyl-1,3-benzodioxole (Propofol Impurity L);UNII-IA7O19V7ZY;Propofol specified impurity L [EP];SCHEMBL7745010;DTXSID30173933;MFCD12024638;AKOS015999225;DS-1998;PROPOFOL IMPURITY L [EP IMPURITY];DB-302112;CS-0154294;A879826;4-ISOPROPYL-2,2-DIMETHYL-1,3-BENZODIOXOLE;Q-101527;2,2-dimethyl-4-(propan-2-yl)-2H-1,3-benzodioxole;Q27280631;4-Isopropyl-2 pound not2-dimethylbenzo[d][1 pound not3]dioxole;Propofol Imp. L (EP);Propofol Impurity L

Chemical Property of 2,2-Dimethyl-4-isopropyl-1,3-benzodioxole

Chemical Property:

• Boiling Point: 240.507 °C at 760 mmHg
• Flash Point: 104.109 °C
• PSA: 18.46000
• Density: 1.017 g/cm³
• LogP: 3.31730
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

2,2-Dimethyl-4-isopropyl-1,3-benzodioxole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C2C(=CC=C1)OC(O2)(C)C
• Uses: Propofol impurity L 2,2-Dimethyl-4-isopropyl-1,3-benzodioxole (Propofol EP Impurity L).

Technology Process of 2,2-Dimethyl-4-isopropyl-1,3-benzodioxole

There total 4 articles about 2,2-Dimethyl-4-isopropyl-1,3-benzodioxole 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: 71.0%

3-isopropylbenzene-1,2-diol (2138-48-9) → 2,2-dimethyl-4-(1-methylethyl)-1,3-benzodioxole (201166-22-5)

Guidance literature:

With boron trifluoride diethyl etherate; In acetone; at 0 - 20 ℃; for 16h;

DOI:10.1021/op400300t

Reference yield:

2-(1-methylethyl)phenol (88-69-7) → 2,2-dimethyl-4-(1-methylethyl)-1,3-benzodioxole (201166-22-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydroxide / N,N-dimethyl-formamide / 0.25 h / 20 °C

1.2: 1.17 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: acetic acid / 0.5 h / 0 °C

3.2: 4 h / 0 - 20 °C

4.1: toluene-4-sulfonic acid / methanol / 6 h / 20 °C

5.1: boron trifluoride diethyl etherate / acetone / 16 h / 0 - 20 °C

With n-butyllithium; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; acetic acid; sodium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;

DOI:10.1021/op400300t

Reference yield:

C15H25BO4 → 2,2-dimethyl-4-(1-methylethyl)-1,3-benzodioxole (201166-22-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid / 0.5 h / 0 °C

1.2: 4 h / 0 - 20 °C

2.1: toluene-4-sulfonic acid / methanol / 6 h / 20 °C

3.1: boron trifluoride diethyl etherate / acetone / 16 h / 0 - 20 °C

With boron trifluoride diethyl etherate; toluene-4-sulfonic acid; acetic acid; In methanol; acetone;

DOI:10.1021/op400300t

upstream raw materials:

2-(1-methylethyl)phenol

1-isopropyl-2-methoxymethyloxybenzene

3-isopropylbenzene-1,2-diol

Refernces