4-(dimethylamino)benzaldehyde

• ChemBase ID: 103642
• Molecular Formular: C9H11NO
• Molecular Mass: 149.18974
• Monoisotopic Mass: 149.08406398
• SMILES: CN(C)c1ccc(C=O)cc1
• Canonical SMILES: O=Cc1ccc(cc1)N(C)C
• InChI: InChI=1S/C9H11NO/c1-10(2)9-5-3-8(7-11)4-6-9/h3-7H,1-2H3
• InChIKey: BGNGWHSBYQYVRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(dimethylamino)benzaldehyde
• IUPAC Traditional name: para-dimethylaminobenzaldehyde
• Synonyms: 4-(dimethylamino)benzaldehyde; 4-(Dimethylamino)benzaldehyde; Ehrlich’s reagent; 4-Dimethylaminobenzaldehyde; 4-Dimethylaminobenzaldehyde, ACS; 4-Dimethylaminobenzaldehyde; Ehrlich's reagent; 4-(Dimethylamino)benzaldehyde; p-DIMETHYLAMINO-BENZALDEHYDE, ACS; p-DIMETHYLAMINOBENZALDEHYDE; p-Dimethylaminobenzaldehyde; 4-Formyl-N,N-dimethylaniline; N,N-Dimethyl-4-formylaniline; Para-Dimethylaminobenzaldehyde; p-Dimethylaminobenzaldehyde; DMAB; 4-(Dimethylamino)benzaldehyde solution; 4-(Dimethylamino)benzaldehyde - hydrochloric acid solution; Ehrlich’s solution; 4-(Dimethylamino)benzaldehyde solution; Indole reagent according to Kovac; Kovac’s reagent for indoles; Ehrlich 试剂; 4-(二甲基氨基)苯甲醛; 4-二甲氨基苯甲醛, ACS; 4-二甲氨基苯甲醛; 对二甲氨基苯甲醛 溶液; 4-(二甲胺基)苯甲醛 - 盐酸 溶液; Ehrlich 溶液; 对二甲氨基苯甲醛 溶液; 按照 Kovac 方法的吲哚试剂; Kovac 吲哚试剂

Database IDs

• CAS Number: 100-10-7
• EC Number: 200-661-7; 202-819-0
• MDL Number: MFCD00003381
• Beilstein Number: 4132845; 606802
• Merck Index: 143230
• PubChem SID: 162090720; 24845615; 24893588; 24845318; 24882019; 24849612; 24864339; 24859949; 24846936
• PubChem CID: 7479
• Chemspider ID: 7199
• Wikipedia Title: Para-Dimethylaminobenzaldehyde

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.7896831
• LogD (pH = 7.4): 1.79374
• Log P: 1.793792
• Molar Refractivity: 47.0706 cm^3
• Polarizability: 17.04478 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.3 g/L in water; alcohol: passes test (APHA ≤60); alcohol: soluble (APHA ≤60); hydrochloric acid: passes test; hydrochloric acid: soluble; Slightly soluble in water. Soluble in alcohol, ether, chloroform, acetic acid
• Apperance: Solid; yellow-white powder
• Melting Point: 70-74 °C; 72-75 °C(lit.); 72-75°C; 73-75 °C; 73-75 °C(lit.); 73-75°C; 73-75°C; 74°C
• Boiling Point: 176-177°C @ 17mm; 176–177 °C; 176-177°C/17mm
• Flash Point: 109.4 °F; 12 °C; 164 °C; 164 °C; 164°C(327°F); 327.2 °F; 36 °C; 43 °C; 53.6 °F; 96.8 °F
• Density: 1.1 g/mL; 1.10 g/mL at 20 °C
• Refractive Index: n20/D 1.417
• Absorption Wavelength: λmax 385 nm; λmin 369 nm

Safety Information

• Storage Condition: Room Temperature (15-30°C), Store Under Nitrogen, Protect from light
• Storage Warning: Air & Light Sensitive; Air Sensitive
• RTECS: CU5775000
• European Hazard Symbols: Corrosive (C); Flammable (F); X; Irritant (Xi); Harmful (Xn)
• UN Number: 1219; 1789; 2920
• German water hazard class: 1
• Hazard Class: 3; 8
• Packing Group: 2
• Risk Statements: 10-20-34-37; 10-22-37/38-41-67; 11-36-67; 22-36/37/38; 36/37/38; R:36/37/38
• Safety Statements: 26; 26-36/37; 26-36/37/39-45; 26-39; 7-16-24/25-26; S:20-25-26-37/39
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06; GHS07
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H225-H319-H336; H226-H302-H315-H318-H335-H336; H226-H314-H332-H335; H301-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P210-P261-P305 + P351 + P338; P261-P280-P305 + P351 + P338; P261-P280-P305 + P351 + P338-P310; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1219 3/PG 2; UN 1789 8/PG 2; UN 2920 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC); ≥99% (perchloric acid titration); ≥99.0%; ≥99.0% (HPLC); 98%; 99%
• Concentration: 10 g/L in isopropanol
• Grade: ACS; ACS reagent; for microbiology; for TLC derivatization; JIS special grade; puriss. p.a.; purum; Reag. Ph. Eur.; REAGENT
• Compostion: 4-(dimethlyamino)benzaldehyde, 50 g/L; 4-dimethylaminobenzaldehyde; hydrochloric acid; hydrochloric acid, 240 g/L; isoamylic alcohol, 710 g/L; n-butanol
• Suitability: suitable for histochemical demonstration of nitro blue tetrazolium reduction in neutrophils
• Ignition Residue: ≤0.1%; ≤0.1% (as SO4)
• Impurities: Color of hydrochloric acid solution, passes test
• Cation Traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤10 mg/kg; Fe: ≤50 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Shelf Life: (limited shelf life, expiry date on the label)
• Loss on Drying: ≤0.5% loss on drying
• Quality: for the determination of hydroxyproline
• Linear Formula: (CH3)2NC6H4CHO
• Empirical Formula (Hill Notation): C9H11NO

DETAILS

MP Biomedicals - 02152517

ACS Reagent Grade
Crystalline

MP Biomedicals - 05208384

MP Biomedicals Rare Chemical collection

Sigma Aldrich - D2004

Application
与吡咯1和伯胺2反应生成有色缩合产物(席夫碱)。

Sigma Aldrich - D8904

Application
与吡咯1和伯胺2反应生成有色缩合产物(席夫碱)。

Sigma Aldrich - 109762

Application
Forms colored condensation products (Schiff bases) with pyrroles1 and primary amines.2
Packaging
100, 500 g in glass bottle

Sigma Aldrich - 03891

Application
reagent for urobilinogen

Sigma Aldrich - 39080

Application
Forms colored condensation products (Schiff bases) with pyrroles1 and primary amines.2

Sigma Aldrich - 02560

Application
spray and plunge reagent for chromatography

Sigma Aldrich - 39070

Application
Forms colored condensation products (Schiff bases) with pyrroles1 and primary amines.2
Other Notes
Analytical reagent for the determination of amino acids and peptides, amines, indoles, hydrazines and hydrogen peroxides; spray reagent for tryptophan3,4; For the determination of tryptophan in proteins5; Used in microbiology as test reagent for the identification of indole-producing microorganisms.; For Kovacs reagent dissolve 10 g 4-dimethylamino-benzaldehyde in 150 mL 1-pentanol and add 50 mL hydrochloric acid conc.

Sigma Aldrich - 60983

Application
In the presence of oxygen, some bacteria, like E. coli, are able to split tryptophan into indole and α-aminopropionic acid. This reagent is for detecting the indole and identifying the indole-positive and indole-negative microorganisms.
General description
Solution of 4-(dimethylamino)benzaldehyde and hydrochloric acid in n-butanol.

Sigma Aldrich - 67309

Application
In the presence of oxygen, some bacteria, like E.coli, are able to split tryptophan into indole and alpha-aminopropionic acid. This reagent is for detecting the indole and identify the indole-positive and indole-negative microorganisms.

Sigma Aldrich - 33130

Application
Forms colored condensation products (Schiff bases) with pyrroles1 and primary amines.2

Sigma Aldrich - 156477

Application
Forms colored condensation products (Schiff bases) with pyrroles1 and primary amines.2
Packaging
25, 100, 250, 500 g in glass bottle

Sigma Aldrich - 07-4130

Application
Forms colored condensation products (Schiff bases) with pyrroles1 and primary amines.2

REFERENCES

• Reagent for conversion of Grignard reagents to the corresponding aldehydes via the carbinol which is cleaved by an aryldiazonium salt to give the aldehyde and the 4-(dimethylamino)azo compound: J. Org. Chem., 25, 1691 (1960); 27, 279 (1962);Org. Synth. Coll., 5, 46 (1973).
• Reagent for determination of amino acids and peptides.
• Color reagent for pyrroles and amines: J. Am. Chem. Soc., 86, 2441 (1964); F. Feigl, Spot Tests, vol. 2, Elsevier, Amsterdam (1954), p. 198.