sodium 4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzene-1-sulfonate

• ChemBase ID: 102613
• Molecular Formular: C14H14N3NaO3S
• Molecular Mass: 327.33403
• Monoisotopic Mass: 327.0653566
• SMILES: [Na+].CN(C)c1ccc(cc1)/N=N/c1ccc(cc1)S(=O)(=O)[O-]
• Canonical SMILES: CN(c1ccc(cc1)/N=N/c1ccc(cc1)S(=O)(=O)[O-])C.[Na+]
• InChI: InChI=1S/C14H15N3O3S.Na/c1-17(2)13-7-3-11(4-8-13)15-16-12-5-9-14(10-6-12)21(18,19)20;/h3-10H,1-2H3,(H,18,19,20);/q;+1/p-1
• InChIKey: STZCRXQWRGQSJD-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzene-1-sulfonate; sodium 4-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzene-1-sulfonate
• IUPAC Traditional name: potassium 4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzenesulfonate; sodium 4-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzenesulfonate; sodium methyl orange
• Synonyms: METHYL ORANGE, REAGENT GRADE; C.I. 13025; C.I. Acid Orange 52; Diazoben; 4-Dimethylaminoazobenzene-4'-sulphonic acid sodium salt; p-((p-(Dimethylamino)phenyl)azo)benzenesulfonic acid sodium salt; Eniamethyl Orange; Gold Orange;Helianthin; Orange III; METHYL ORANGE; Methyl orange - bromocresol green solution; Methyl Orange mixed indicator solution; Methyl Orange, ACS; Methyl Orange solution; 4-[4-(Dimethylamino)phenylazo]benzenesulfonic acid sodium salt; Acid Orange 52; Methyl Orange; Gold Orange; Helianthin; METHYL ORANGE, ACS; Sodium 4-[(4-dimethylamino)phenylazo]benzenesulfonate; 甲基橙 - 溴甲酚绿 溶液; 甲基橙混合指示剂 溶液; 甲基橙钠盐; 甲基橙, ACS; 甲基橙 溶液; 4-[4-(二甲氨基)苯基偶氮基]苯磺酸 钠盐; 半日花素 B; 橙黄 III; 酸性橙 52; 甲基橙

Database IDs

• CAS Number: 547-58-0
• EC Number: 231-791-2; 208-925-3
• MDL Number: MFCD00007502
• Beilstein Number: 3659741; 4732884
• Merck Index: 146105
• PubChem SID: 24854020; 162088711; 24885717; 24859575; 24861347; 24859786; 24847177
• PubChem CID: 23673835
• Chemspider ID: 16736152
• Wikipedia Title: Methyl_orange
• Color Index Number: 13025

CALCULATED PROPERTIES

• Acid pKa: -2.8613095
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 1.3865063
• LogD (pH = 7.4): 1.2930391
• Log P: 2.609665
• Molar Refractivity: 84.3064 cm^3
• Polarizability: 30.892021 Å^3
• Polar Surface Area: 85.16 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Soluble in 500 parts water. More soluble in hot water; Soluble in hot water
• Apperance: Crystalline; Liquid
• Melting Point: >300 °C (Not precisely defined.); >300°C
• Boiling Point: Decomposes.
• Flash Point: 102.2 °F; 39 °C
• Density: ≥0.999 g/mL at 20 °C; 0.987; 1.28 g/cm^3, solid
• Absorption Wavelength: λmax 505 nm; λmax 507 nm
• pH: 3.1-4.4

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: DB6327000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; 3143; UN3143
• German water hazard class: 1; 2; 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: 10; 25; R:25
• Safety Statements: 36-45-60; 45; S:28-29-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H226; H301
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A; P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3143 6.1/PG 3

Product Information

• Purity: 0.1%; 0.1% w/v aq. soln.; Dye Content ~85%
• Grade: acid-base indicator; ACS; ACS reagent; certified by the Biological Stain Commission; for microscopy (Hist.); indicator; indicator (pH 3.0-4.4); JIS special grade; Reag. Ph. Eur.; REAGENT; SAJ first grade
• Compostion: Dye content, ≥85%; Dye content, 85%
• Suitability: complies for sensitivity; passes test for test of sensitivity
• pH Range: 3.0 - 4.4, pink to yellow
• Visual Transition Interval: 3.0 - 4.4; 3.0 - 4.4 (corresponds); 3.2 - 4.4, red to yellow
• Empirical Formula (Hill Notation): C14H14N3NaO3S

DETAILS

MP Biomedicals - 02102338

Sodium Salt
Crystalline
Dye Content: ~ 85%
Indicator pH range: 3.1-4.4

MP Biomedicals - 05210553

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02152544

ACS Reagent Grade
Sodium Salt

Sigma Aldrich - 32940

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 34576

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 32624

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 114510

Packaging
25, 100, 500 g in glass bottle

Sigma Aldrich - 234109

Packaging
25 g in glass bottle
Suitability
Certified for use in the Wilson-Ezrin method for pituitary acidophils; Kreyberg′s method for keratin and mucus; as a counterstain following Heidenhain′s or Weigert′s hematoxylin on paraffin sections; as a substitute for orange G in Flemming′s triple stain.

Sigma Aldrich - 40-2013

Suitability
pH indicator

Sigma Aldrich - 40-1008

Suitability
for titration

REFERENCES

• Acid-base indicator: pH 3.2 - 4.4.