4-isocyanato-N,N-dimethylaniline

Base Information

• Chemical Name: 4-isocyanato-N,N-dimethylaniline
• CAS No.: 16315-59-6
• Molecular Formula: C9H10N2O
• Molecular Weight: 162.191
• Hs Code.: 29291090
• European Community (EC) Number: 626-663-1
• DSSTox Substance ID: DTXSID90369870
• Nikkaji Number: J2.164.453F
• Mol file: 16315-59-6.mol

Synonyms:16315-59-6;4-isocyanato-N,N-dimethylaniline;4-(Dimethylamino)phenyl isocyanate;4-DIMETHYLAMINOPHENYL ISOCYANATE;4-Dimethlaminophenyl isocyanate;Benzenamine, 4-isocyanato-N,N-dimethyl-;4-Dimethlaminophenylisocyanate;4-isocyanato-N,N-dimethyl-aniline;MFCD00673054;Benzenamine,4-isocyanato-N,N-dimethyl-;4-Dimethaminophenyl isocyanate;4-dimethylaminophenylisocyanate;SCHEMBL163992;4-dimethylamino-phenylisocyanate;4-(dimethylamino)phenylisocyanate;4-dimethylamino phenyl isocyanate;4-dimethylamino-phenyl-isocyanate;DTXSID90369870;YZEHDFBYSOKBED-UHFFFAOYSA-N;4-(dimethylamino)-phenylisocyanate;4-(dimethylamino) phenyl isocyanate;4-(dimethylamino)-phenyl isocyanate;4-(N,N-dimethyamino)phenylisocyanate;GEO-01150;(4-isocyanato-phenyl)-dimethyl-amine;4-(N,N-dimethylamino)phenylisocyanate;AKOS009157241;4-(N,N-dimethyl amino)phenylisocyanate;4-(Dimethylamino)phenyl isocyanate, 97%;AS-80482;FT-0637352;A810450;J-640262;J-800269;W-200152

Chemical Property of 4-isocyanato-N,N-dimethylaniline

Chemical Property:

• Appearance/Colour: Beige to brown crystalline low melting solid
• Vapor Pressure: 0.0193mmHg at 25°C
• Melting Point: 36-40 °C(lit.)
• Refractive Index: 1.524
• Boiling Point: 252.5 °C at 760 mmHg
• PKA: 4.34±0.24(Predicted)
• Flash Point: 106.5 °C
• PSA: 32.67000
• Density: 1.01 g/cm³
• LogP: 1.71990
• Storage Temp.: 0-6°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 162.079312947
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Dimethylamino)phenyl isocyanate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)N=C=O

Technology Process of 4-isocyanato-N,N-dimethylaniline

There total 13 articles about 4-isocyanato-N,N-dimethylaniline 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:

p-N,N-dimethylaminobenzoic acid (619-84-1) → N,N-dimethylaminophenyl isocyanate (16315-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diphenyl phosphoryl azide; triethylamine / 1,4-dioxane / 0.5 h / 20 °C

2: 1,4-dioxane / 2 h / 100 °C

With diphenyl phosphoryl azide; triethylamine; In 1,4-dioxane; 2: Curtius rearrangement;

DOI:10.1016/j.bmcl.2012.02.029

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + 4-amino-N,N-dimethylaniline (99-98-9) → N,N-dimethylaminophenyl isocyanate (16315-59-6)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;

Reference yield:

3-(dimethylamino)benzoic acid (99-64-9) → N,N-dimethylaminophenyl isocyanate (16315-59-6)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In toluene; at 20 - 120 ℃; for 2.5h;

upstream raw materials:

azido(4-(dimethylamino)phenyl)methanone

toluene

4-amino-N,N-dimethylaniline

trichloromethyl chloroformate

Downstream raw materials:

C₃₄H₄₅N₇O₅

benzyl (6-(dimethylamino)pyridin-3-yl)carbamate

C₂₉H₃₄N₄O₂

1,3,5-tris(4-(dimethylamino)phenyl)-1,3,5-triazinane-2,4,6-trione

Refernces

• 1、 -. "METHOD FOR PRODUCING TRIAZOLIDINEDIONE COMPOUND". Paragraph 0072-0073. . Retrieved 2021/08/20.
• 2、 Ogawa, Shoujiro,Ooki, Satoshi,Morohashi, Misato,Yamagata, Kenichiro,Higashi, Tatsuya. "A novel Cookson-type reagent for enhancing sensitivity and specificity in assessment of infant vitamin D status using liquid chromatography/tandem mass spectrometry". . p. 2453 - 2460. Retrieved 2013/10/22.