2,6-dimethylphenol

• ChemBase ID: 69982
• Molecular Formular: C8H10O
• Molecular Mass: 122.1644
• Monoisotopic Mass: 122.07316494
• SMILES: c1(c(cccc1C)C)O
• Canonical SMILES: Cc1cccc(c1O)C
• InChI: InChI=1S/C8H10O/c1-6-4-3-5-7(2)8(6)9/h3-5,9H,1-2H3
• InChIKey: NXXYKOUNUYWIHA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dimethylphenol
• IUPAC Traditional name: 2,6-dimethylphenol
• Synonyms: 2-Hydroxy-m-xylene; vic.-m-Xylenol; 2,6-Dimethylphenol; 4-Hydroxy-o-xylene; 3,4-Xylenol; 2-Hydroxy-m-xylene; 2,6-Xylenol; 2,6-Xylenol; 2,6-Dimethylphenol; 2,6-Dimethylphenol; 2,6-Xylenol; 2-羟基间二甲苯; 连间二甲苯酚; 2,6-二甲基苯酚; 2,6-二甲基苯酚; 2,6-二甲苯酚

Database IDs

• CAS Number: 576-26-1; 95-65-8
• EC Number: 209-400-1
• MDL Number: MFCD00002240
• Beilstein Number: 1446677
• Merck Index: 1410082
• PubChem SID: 162035707; 24893531; 24867802; 24901585; 24893533; 24862396
• PubChem CID: 11335
• Chemspider ID: 13839174; 6979
• FEMA ID: 3249
• Unique Ingredient Identifier: 4L479F5JU6; I8N0RO87OV
• Wikipedia Title: 3,4-Xylenol; 2,6-Xylenol
• Council of Europe Number: 11261
• Flavis Number: 4.042

CALCULATED PROPERTIES

• Acid pKa: 10.732211
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.6965208
• LogD (pH = 7.4): 2.6963222
• Log P: 2.6965232
• Molar Refractivity: 38.1213 cm^3
• Polarizability: 14.47257 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 43-45 °C(lit.); 43–45 °C; 43-48 °C; 44-48°C; 44-48°C; ca. 45.6 °C with sublimation
• Boiling Point: 203 °C(lit.); 203°C; 203°C; 227°C; ca. 201 °C at 1013.2 hPa
• Flash Point: 110 °C; 186.8 °F; 187 °F; 73 °C (closed cup); 78°C(172°F); 86 °C; 86 °C
• Auto Ignition Point: 1110 °F
• Density: 1.132 g/cm^3 at 25 °C; 1.15
• Vapor Pressure: .2 hPa at 20 °C
• Organoleptic: medicinal

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: TOXIC
• RTECS: ZE6125000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 2261; 2811; UN2261
• German water hazard class: 2
• Hazard Class: 6.1
• Packing Group: 2; II; III
• Australian Hazchem: 2X
• Risk Statements: 24/25-34-51/53; R:24/25-34-51/53
• Safety Statements: 26-36/37/39-45-61; S:26-45-61-36/37/39
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: false; 是
• GHS Pictograms: GHS05; GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H314-H318-H411-H401; H301-H311-H314-H411
• GHS Precautionary statements: P260-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A; P273-P280-P301 + P310-P305 + P351 + P338-P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P2 (EN 143) respirator cartridges, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2261 6.1/PG 2

Pharmacology Properties

• Gene Information: human ... GABRA1(2554)

Product Information

• Purity: ≥98.0% (GC); ≥99%; ≥99.5%; 95+%; 98%; 99%
• Grade: analytical standard; NI; PESTANAL®, analytical standard; purum
• Packaging: ampule of 1000 mg
• Linear Formula: (CH3)2C6H3OH

DETAILS

MP Biomedicals - 02157837

Crystalline

MP Biomedicals - 05205117

MP Biomedicals Rare Chemical collection

Sigma Aldrich - W324906

Packaging
1 kg in glass bottle
1 sample in glass bottle
5, 10 kg in poly drum

Sigma Aldrich - D175005

Packaging
100, 500 g in poly bottle

Sigma Aldrich - D174904

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 36715

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

REFERENCES

• O-Alkylation of this hindered phenol by alkyl halides has been achieved using NaOH with micellar catalysis by (1-Hexadecyl)trimethylammonium bromide, A15235: Tetrahedron, 44, 6677 (1988). Alkylation of the Li salt with MeI occurs preferentially on carbon to give the dimer of 2,6,6-trimethyl-2,4-cyclohexadienone: Org. Synth. Coll., 5, 1092 (1973).
• Addition of lithiated 2,6-dimethylphenyl esters of alkanoic acids to carbonyl compounds has been used in a highly diastereoselective synthesis of ?-hydroxy acids. In some cases, only one of the two possible diastereomers is formed. For list of examples, see: Org. Synth. Coll., 7, 190 (1990).