N,N-dimethylaniline

• ChemBase ID: 104936
• Molecular Formular: C8H11N
• Molecular Mass: 121.17964
• Monoisotopic Mass: 121.08914936
• SMILES: CN(C)c1ccccc1
• Canonical SMILES: CN(c1ccccc1)C
• InChI: InChI=1S/C8H11N/c1-9(2)8-6-4-3-5-7-8/h3-7H,1-2H3
• InChIKey: JLTDJTHDQAWBAV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N-dimethylaniline
• IUPAC Traditional name: dimethylaniline
• Synonyms: DMA; Dimethylaminobenzene; Dimethylaniline; (Dimethylamino)Benzene; N,N-Dimethylbenzeneamine; Dimethylphenylamine; Versneller NL 63110; N,N-DIMETHYLANILINE; N,N-Dimethylaniline; N,N-二甲基苯胺

Database IDs

• CAS Number: 121-69-7
• EC Number: 204-493-5
• MDL Number: MFCD00008304
• Beilstein Number: 507140
• Merck Index: 143234
• PubChem SID: 162092037; 24873795; 24864585; 24865440; 24864592
• PubChem CID: 949
• CHEBI ID: 16269
• CHEMBL: 371654
• Chemspider ID: 924
• KEGG ID: C02846
• Wikipedia Title: Dimethylaniline

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.9560472
• LogD (pH = 7.4): 2.0794654
• Log P: 2.0812898
• Molar Refractivity: 40.4866 cm^3
• Polarizability: 15.19029 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colorless liquid
• Melting Point: 1.5-2.5 °C(lit.); 2°C; 2°C; ca. 2 °C
• Boiling Point: 193°C; 193-194 °C(lit.); 194 - 195 °C; 194°C
• Flash Point: 167 °F; 62°C(143°F); 63°C (145.4°F); 75 °C (closed cup and DIN 51758)); 75 °C
• Auto Ignition Point: 370 °C (DIN 51794)
• Density: .96 g/cm^3 at 20 °C; 0.956; 0.956 g/mL; 0.956 g/mL at 20 °C; 0.956 g/mL at 25 °C(lit.)
• Refractive Index: 1.5580; n20/D 1.557; n20/D 1.557(lit.); n20/D 1.558
• Vapor Pressure: .53 hPa at 20 °C
• Vapor Density: 4.17 (air = 1)

Safety Information

• Storage Condition: Room Temperature (15-30°C), Store Under Nitrogen, Protect from light
• RTECS: BX4725000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 2253; UN2253
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; II
• Australian Hazchem: 3X
• Risk Statements: 23/24/25-40-51/53; R:23/24/25-40-51/53
• Safety Statements: 28-36/37-45-61; S:28-45-61-36/37
• EU Classification: T1
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 153
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331-H351-H227-H401-H411; H301-H311-H331-H351-H411
• GHS Precautionary statements: P261-P273-P280-P301 + P310-P311; P280H-P273-P302+P352-P309-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2253 6.1/PG 2

Product Information

• Purity: ≥98.0% (GC); ≥99.0%; ≥99.5%; ≥99.5% (GC); 99%
• Grade: puriss. p.a.; purum; ReagentPlus®; SAJ first grade
• Impurities: aniline and monomethyl aniline, in accordance; substances darkened by HCl, in accordance
• Cation Traces: Al: ≤5 mg/kg; Ba: ≤1 mg/kg; Bi: ≤1 mg/kg; Ca: ≤1 mg/kg; Cd: ≤1 mg/kg; Co: ≤1 mg/kg; Cr: ≤1 mg/kg; Cu: ≤1 mg/kg; Fe: ≤1 mg/kg; K: ≤50 mg/kg; Li: ≤1 mg/kg; Mg: ≤1 mg/kg; Mn: ≤1 mg/kg; Mo: ≤1 mg/kg; Na: ≤100 mg/kg; Ni: ≤1 mg/kg; Pb: ≤1 mg/kg; Sr: ≤1 mg/kg; Zn: ≤1 mg/kg
• Purified By: glass distillation; redistillation
• Linear Formula: C6H5N(CH3)2

DETAILS

MP Biomedicals - 02157801

Light yellow liquid
1 ml = approx. 0.96 g

Sigma Aldrich - 407275

Packaging
100, 800 mL in Sure/Seal™

Sigma Aldrich - 515124

Packaging
1, 2, 4 L in glass bottle
100 mL in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 515124.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - D145750

Application
Reagent in new methodology for symmetrical and unsymmetrical photoconductor squaranes.1
Legal Information
DuPont product

REFERENCES

• Base for acylation reactions; see, e.g.: Org. Synth. Coll., 3, 142 (1955), 4, 263 (1963); 5, 171 (1973).
• For an example of ortho-lithiation, followed by Pd-catalyzed coupling wth a vinyl bromide, see: Org. Synth. Coll., 7, 172 (1990).
• The AlCl₃ complex with has been used to cleave benzyl and allyl ethers: Tetrahedron Lett.,32,1321(1991).