Tripropyl orthoformate

Base Information

• Chemical Name: Tripropyl orthoformate
• CAS No.: 621-76-1
• Molecular Formula: C10H22 O3
• Molecular Weight: 190.283
• Hs Code.: 29159000
• European Community (EC) Number: 210-704-1
• UNII: Z8F0DF6AF9
• DSSTox Substance ID: DTXSID4044450
• Nikkaji Number: J134.399H
• Wikidata: Q27295144
• ChEMBL ID: CHEMBL3184354
• Mol file: 621-76-1.mol

Synonyms:Tripropyl orthoformate;621-76-1;tri-n-Propyl orthoformate;1-(Dipropoxymethoxy)propane;Orthoformic Acid Tripropyl Ester;tripropylorthoformate;Tripropoxymethane;Propane, 1,1',1''-[methylidynetris(oxy)]tris-;UNII-Z8F0DF6AF9;Z8F0DF6AF9;DTXSID4044450;Propane, 1,1',1''-(methylidynetris(oxy))tris-;EINECS 210-704-1;1,1',1''-(Methylidynetris(oxy))trispropane;EC 210-704-1;1,1',1''-[methylidynetris(oxy)]trispropane;tripropoxy-methane;propyl orthoformate;MFCD00015214;SCHEMBL54730;Tripropyl orthoformate, 97%;1-(dipropoxy-methoxy)-propane;1-(Dipropoxymethoxy)propane #;CHEMBL3184354;DTXCID2024450;RWNXXQFJBALKAX-UHFFFAOYSA-;Tox21_302099;AKOS015840342;NCGC00255921-01;ORTHOFORMIC ACID, TRIPROPYL ESTER;AS-57776;CAS-621-76-1;CS-0197328;FT-0632605;O0259;D86353;EN300-179894;N-Hydroxy-3-methylenecyclobutanecarboximidamide;A833628;J-525120;Q27295144

Chemical Property of Tripropyl orthoformate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.389mmHg at 25°C
• Refractive Index: n20/D 1.407(lit.)
• Boiling Point: 106-108 ºC (40 mmHg)
• Flash Point: 72 ºC
• PSA: 27.69000
• Density: 0.879
• LogP: 2.54980
• Sensitive.: Moisture Sensitive
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 190.15689456
• Heavy Atom Count: 13
• Complexity: 77.2

Purity/Quality:

98% ^*data from raw suppliers

Tripropyl Orthoformate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC(OCCC)OCCC
• Uses: Tripropoxymethane can be used in the lipase-?catalyzed esterification aimed at the kinetic resolution of racemic acids, circumventing the adverse effects of the water formed in the course of the reaction. Tripropyl orthoformate was used as alcohol donor to investigate the activity and enantioselectivity of Novozym 435 in the esterification of rac-fenoprofen in methylcyclohexane. It may be used as a drying agent during the synthesis of squaraine derivatives.

Technology Process of Tripropyl orthoformate

There total 6 articles about Tripropyl orthoformate 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: 85.2%

propan-1-ol (71-23-8) + hydrogen cyanide (74-90-8) → tripropyl orthoformate (621-76-1)

Guidance literature:

hydrogen cyanide; With hydrogenchloride; In propan-1-ol; mineral oil; at -5 - 25 ℃; for 2.75h; Large scale;

propan-1-ol; In mineral oil; at 30 - 55 ℃; for 5h; Large scale;

Reference yield: 53.0%

propan-1-ol (71-23-8) + chloroform (67-66-3,8013-54-5) → tripropyl orthoformate (621-76-1)

Guidance literature:

With sodium hydroxide; 1,8-bis(pyperidin-1-yl)-1,6-dioxaoctane; In dichloromethane;

Reference yield: 11.2%

propan-1-ol (71-23-8) + 4-(Methoxymethylene)-morpholinium methyl sulfate (5780-15-4) → tripropyl orthoformate (621-76-1)

Guidance literature:

With propyl methanoate; 1) 16h, 2) 4h, 40 deg C;

upstream raw materials:

propan-1-ol

chloroform

orthoformic acid triethyl ester

4-(Methoxymethylene)-morpholinium methyl sulfate

Downstream raw materials:

di-1-propyl sulfate

acetaldehyde dipropyl acetal

propyl methanoate

Methandiphosphonsaeuretetrapropylester

Refernces

• 1、 -. "Green preparing orthoformate cleaning process". Paragraph 0050; 0052; 0053. . Retrieved 2016/10/07.
• 2、 Guthrie, J. Peter,Pike, David C.. "Hydration of acylimidazoles: tetrahedral intermediates in acylimidazole hydrolysis and nucleophilic attack by imidazole on esters. The question of concerted mechanisms for acyl transfers". . p. 1951 - 1970. Retrieved 2007/10/02.