3-Dimethylamino-propenal

Base Information

• Chemical Name: 3-Dimethylamino-propenal
• CAS No.: 927-63-9
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• Hs Code.: 29223990
• DSSTox Substance ID: DTXSID001308522
• Nikkaji Number: J2.332.663I
• Mol file: 927-63-9.mol

Synonyms:3-dimethylamino-propenal;3-(Dimethylamino)-acrolein;(E)-3-(Dimethylamino)acrolein;N,N-Dimethylamino-2-propen-3-al;3-dimethylaminopropenal;3-dimethylaminoacroleine;3-dimethylaminoprop-2-en-1-one;DTXSID001308522;SB85335;D4092;FT-0613766;1,1-Dimethyl-1-azonia-1,3-butadiene-4-olate

Chemical Property of 3-Dimethylamino-propenal

Chemical Property:

• Vapor Pressure: 0.00643mmHg at 25°C
• Refractive Index: n20/D 1.584(lit.)
• Boiling Point: 271.5 °C at 760 mmHg
• PKA: 6.79±0.70(Predicted)
• Flash Point: 128.9 °C
• PSA: 20.31000
• Density: 0.907 /cm³
• LogP: 0.26060
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 76.1

Purity/Quality:

99.9% ^*data from raw suppliers

3-(Dimethylamino)acrolein ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C=CC=O
• Description: 3-Dimethylaminoacrolein?is an organic compound with the formula Me2NC(H)=CHCHO. It is a pale yellow water-soluble liquid. The compound has a number of useful and unusual properties, e.g. it causes a reversal of the?hypnotic effect?of?morphine?in miceand has astimulating effect in humans.
• Uses: 3-Dimethylaminoacrolein was used in synthesis of:benzochlorins, benzoisobacteriochlorins and benzobacteriochlorinsstyryl-substituted Z/E-chlorin derivatives with chlorophyll-a skeletonY shaped cyanines having dimethylamino end groups

Technology Process of 3-Dimethylamino-propenal

There total 16 articles about 3-Dimethylamino-propenal 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: 80.0%

isobutyl vinyl ether (109-53-5,9003-44-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (E)-3-(dimethylamino)acrolein (927-63-9,692-32-0)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; In 1,2-dichloro-ethane; at 5 - 20 ℃; for 1h;

isobutyl vinyl ether; In 1,2-dichloro-ethane; at 60 - 70 ℃; for 5h;

Reference yield: 49.0%

cycloactanone (502-49-8) + acetal-aminal of β-dimethylaminoacrolein (5043-86-7) → 2-[(E)-3-Dimethylamino-prop-2-en-(Z)-ylidene]-cyclooctanone (75143-08-7) + 3-dimethylaminoacrolein (927-63-9)

Guidance literature:

With silica gel; 1,) 80 deg C to 90 deg C, 1.5 h, 2.) CHCl₃, 1 h;

DOI:10.1007/BF00958822

Reference yield: 45.0%

N-(4-Nitrophenyl)acetamide (104-04-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N1,N1-dimethyl-N2-(4-nitro-phenyl)-formamidine (1205-59-0) + (E)-3-Dimethylamino-2-formyl-N-(4-nitro-phenyl)-acrylamide (78708-10-8) + 4-nitro-aniline (100-01-6,104810-17-5) + 3-dimethylaminoacrolein (927-63-9)

Guidance literature:

With trichlorophosphate; at 75 ℃; for 1.5h;

DOI:10.1039/P19810001520

upstream raw materials:

Propargylic aldehyde

dimethyl amine

diethyl acetal

phosgene

Downstream raw materials:

Malondialdehyde

2-(furan-2-yl)pyrimidine

3-dimethylamino-2-bromo-2-propenal

(4-Chloro-phenyl)-[(E)-3-dimethylamino-prop-2-en-(E)-ylidene]-amine

Refernces

• 1、 Keller, Max,Erdmann, Daniela,Pop, Nathalie,Pluym, Nikola,Teng, Shangjun,Bernhardt, Günther,Buschauer, Armin. "Red-fluorescent argininamide-type NPY Y1 receptor antagonists as pharmacological tools". scheme or table. p. 2859 - 2878. Retrieved 2011/06/22.
• 2、 Bacher, Erwin,Gompper, Rudolf,Mertz, Ronald,Wagner, Hans-Ulrich. "1-Acceptor Substituted Vinamidinium Salts: Stability and Reactivity". . p. 839 - 850. Retrieved 2007/10/02.