Diethyl trans-crotyl phosphonate

Base Information

• Chemical Name: Diethyl trans-crotyl phosphonate
• CAS No.: 682-34-8
• Molecular Formula: C8H17O3P
• Molecular Weight: 192.19
• Hs Code.: 2931900090
• European Community (EC) Number: 623-536-2
• DSSTox Substance ID: DTXSID40449217
• Nikkaji Number: J1.134.384H,J726.256F
• Wikidata: Q76416277
• Mol file: 682-34-8.mol

Synonyms:682-34-8;Diethyl trans-crotyl phosphonate;(E)-1-diethoxyphosphorylbut-2-ene;DIETHYL 2-BUTENYLPHOSPHONATE;26327-86-6;Diethyl 2-butenylphosphonate, predominantly trans;Diethyl (E)-but-2-en-1-ylphosphonate;SCHEMBL4609885;SCHEMBL11341590;DTXSID40449217;(E)-Diethyl(2-Butenyl)phosphonate;2-Butenylphosphonic acid diethyl ester;AKOS015915848;DIETHYL 2-BUTENYLPHOSPHONATE 95;(E)-2-Butenylphosphonic acid diethyl ester;Diethyl 2-butenylphosphonate, predominantly trans, 95%

Chemical Property of Diethyl trans-crotyl phosphonate

Chemical Property:

• Vapor Pressure: 0.045mmHg at 25°C
• Refractive Index: n20/D 1.4400(lit.)
• Boiling Point: 245.385°C at 760 mmHg
• Flash Point: 219 °F
• PSA: 45.34000
• Density: 1.014 g/mL at 25 °C(lit.)
• LogP: 2.82860
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 192.09153140
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

Diethyl 2-butenylphosphonate, predominantly trans 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOP(=O)(CC=CC)OCC
• Isomeric SMILES: CCOP(=O)(C/C=C/C)OCC
• Uses: Olefinic partner for Pauson-Khand reaction with alkyne cobalt complexReactant for: Synthesis of di-Et 1-substituted vinylphosphonates via decarboxylative condensationSequential lithiation and silylationPalladium catalyzed allylic acetoxylationPreparation of building blocks of retinoid chemistry

Technology Process of Diethyl trans-crotyl phosphonate

There total 6 articles about Diethyl trans-crotyl phosphonate 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:

(E/Z)-crotyl bromide (4784-77-4,29576-14-5,39616-19-8) + Diethyl phosphonate (762-04-9,123-22-8) → crotyl phosphonate de diethyle (682-34-8)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/ja00224a029

Reference yield:

(E/Z)-crotyl bromide (4784-77-4,29576-14-5,39616-19-8) + triethyl phosphite (122-52-1) → crotyl phosphonate de diethyle (682-34-8)

Guidance literature:

for 3h; Heating;

DOI:10.1021/ja00224a029

Reference yield:

triethyl phosphite (122-52-1) → crotyl phosphonate de diethyle (682-34-8)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1002/hlca.19860690733

upstream raw materials:

2-chloro-3-butene

sodium diethyl phosphite

1-chloro-2-butene

(E/Z)-crotyl bromide

Downstream raw materials:

diethyl 3-oxobutylphosphonate

1-Benzyl-2-butenphosphonsaeurediethylester