3-Morpholinobenzaldehyde

Base Information

• Chemical Name: 3-Morpholinobenzaldehyde
• CAS No.: 446866-87-1
• Molecular Formula: C11H13 N O2
• Molecular Weight: 191.23
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80428182
• Wikidata: Q72492924
• Mol file: 446866-87-1.mol

Synonyms:3-morpholinobenzaldehyde;446866-87-1;3-morpholin-4-ylbenzaldehyde;3-(Morpholin-4-yl)benzaldehyde;MFCD07772811;4-(3-Formylphenyl)morpholine;3-morpholin-4-yl-benzaldehyde;3-Mmorpholinobenzaldehyde;SCHEMBL1443605;AMY4755;DTXSID80428182;LQORKFSMUOSSQM-UHFFFAOYSA-N;AKOS002391968;AC-2799;CS-11021;SY002950;CS-0199138;FT-0601644;A826666;J-512942

Chemical Property of 3-Morpholinobenzaldehyde

Chemical Property:

• Vapor Pressure: 2.64E-05mmHg at 25°C
• Melting Point: 68-70 ºC
• Boiling Point: 357.9°C at 760 mmHg
• PKA: 3.80±0.40(Predicted)
• Flash Point: 170.3°C
• PSA: 29.54000
• Density: 1.163g/cm³
• LogP: 1.40070
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 190

Purity/Quality:

98%min ^*data from raw suppliers

3-Morpholinobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 21/22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=CC=CC(=C2)C=O

Technology Process of 3-Morpholinobenzaldehyde

There total 8 articles about 3-Morpholinobenzaldehyde 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: 73.0%

3-formylphenyl morpholine-4-carboxylate → 3-morpholin-4-ylbenzaldehyde (446866-87-1)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In toluene; at 160 ℃; for 14h; Inert atmosphere; Sealed tube; Glovebox;

DOI:10.1021/jacs.9b02751

Reference yield: 63.0%

N-methoxy-N-methyl-3-morpholin-4-yl-benzamide (1000895-68-0) → 3-morpholin-4-ylbenzaldehyde (446866-87-1)

Guidance literature:

Schwartz's reagent; In tetrahydrofuran; at 18 - 25 ℃; for 0.25h;

Reference yield: 15.0%

morpholine (110-91-8,99108-56-2) + m-bromobenzoic aldehyde (3132-99-8) → 3-morpholin-4-ylbenzaldehyde (446866-87-1)

Guidance literature:

With copper(l) iodide; potassium carbonate; L-proline; In dimethyl sulfoxide; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2011.10.061

upstream raw materials:

N-methoxy-N-methyl-3-morpholin-4-yl-benzamide

morpholine

m-bromobenzoic aldehyde

3-(1,3-dioxolan-2-yl)-phenylbromide

Downstream raw materials:

(E)-2-cyano-N-cyclopropyl-3-(3-morpholin-4-ylphenyl)acrylamide

(3-morpholinophenyl)methanol

Refernces

• 1、 Nishizawa, Akihiro,Takahira, Tsuyoshi,Yasui, Kosuke,Fujimoto, Hayato,Iwai, Tomohiro,Sawamura, Masaya,Chatani, Naoto,Tobisu, Mamoru. "Nickel-Catalyzed Decarboxylation of Aryl Carbamates for Converting Phenols into Aromatic Amines". supporting information. p. 7261 - 7265. Retrieved 2019/05/16.
• 2、 Orsi, Douglas L.,Easley, Brandon J.,Lick, Ashley M.,Altman, Ryan A.. "Base Catalysis Enables Access to α,α-Difluoroalkylthioethers". supporting information. p. 1570 - 1573. Retrieved 2017/04/13.