Pentane, 1-chloro-4,4-dimethoxy-

Base Information

• Chemical Name: Pentane, 1-chloro-4,4-dimethoxy-
• CAS No.: 56519-61-0
• Molecular Formula: C7H15ClO2
• Molecular Weight: 166.648
• DSSTox Substance ID: DTXSID6069113
• Nikkaji Number: J429.322C
• Wikidata: Q81995914
• Mol file: 56519-61-0.mol

Synonyms:1-chloro-4,4-dimethoxypentane;Pentane, 1-chloro-4,4-dimethoxy-;56519-61-0;5-Chloro-2-pentanone dimethyl ketal;DTXSID6069113;AKOS006387778

Chemical Property of Pentane, 1-chloro-4,4-dimethoxy-

Chemical Property:

• Vapor Pressure: 1.17mmHg at 25°C
• Boiling Point: 181.2°Cat760mmHg
• Flash Point: 41.5°C
• PSA: 18.46000
• Density: 0.99g/cm³
• LogP: 2.01440
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 166.0760574
• Heavy Atom Count: 10
• Complexity: 81.7

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCCCl)(OC)OC

Technology Process of Pentane, 1-chloro-4,4-dimethoxy-

There total 1 articles about Pentane, 1-chloro-4,4-dimethoxy- 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: 98.0%

5-chloro-2-pentanone (5891-21-4) + trimethyl orthoformate (149-73-5) → 2,2-dimethoxy-5-chloropentane (56519-61-0)

Guidance literature:

With p-toluenesulfonic acid monohydrate; In methanol; for 6h; Ambient temperature;

DOI:10.1002/recl.19921110206

Reference yield: 66.0%

2-<(2)H3>methyl-<3,3,3-(2)H3>propanoic acid (29054-08-8) + 2,2-dimethoxy-5-chloropentane (56519-61-0) → geronic acid-d6 (1584651-49-9)

Guidance literature:

2-<(2)H3>methyl-<3,3,3-(2)H3>propanoic acid; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere; Reflux;

With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; mineral oil; at 0 - 35 ℃; Inert atmosphere;

2,2-dimethoxy-5-chloropentane; In tetrahydrofuran; n-heptane; ethylbenzene; mineral oil; at 0 - 35 ℃; for 2.75h; Inert atmosphere;

DOI:10.1139/cjc-2013-0494

Reference yield:

2,2-dimethoxy-5-chloropentane (56519-61-0) → (2E,4E)-2-(3,3-dimethoxybutyl)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadienenitrile (140169-62-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / potassium iodide / ethanol; H₂O / 72 h / Heating

2: 1a) lithium diisopropylamide, 1b) diethyl chlorophosphate / 1a) THF, hexane, -50 deg C, 20 min, 1b) THF, -50 deg C, 30 min, 2) THF, r.t., 2 h

With diethyl chlorophosphate; potassium iodide; lithium diisopropyl amide; In ethanol; water;

DOI:10.1002/recl.19921110206

upstream raw materials:

5-chloro-2-pentanone

trimethyl orthoformate

Downstream raw materials:

N-Benzyl-5-amino-2-pentanon-dimethylketal

(2E,4E)-3-methyl-2-(3-oxobutyl)-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadienal

2-(3-oxobutyl)-3-<(E)-2-(2,6,6-trimethyl-1-cyclohexenyl)ethenyl>-2-cyclopenten-1-one

5,5-Dimethoxy-2-[(E)-1-methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-hexanal

Refernces

• 1、 Van Beek, Wim E.,Van Stappen, Joren,Franck, Philippe,Abbaspour Tehrani, Kourosch. "Copper(I)-Catalyzed Ketone, Amine, and Alkyne Coupling for the Synthesis of 2-Alkynylpyrrolidines and -piperidines". supporting information. p. 4782 - 4785. Retrieved 2016/10/14.
• 2、 Martin, David P.,Bibart, Richard T.,Drueckhammer, Dale G.. "Synthesis of novel analogs of acetyl coenzyme A: Mimics of enzyme reaction intermediates". . p. 4660 - 4668. Retrieved 2007/10/02.