1,3-dimethoxybenzene

• ChemBase ID: 77656
• Molecular Formular: C8H10O2
• Molecular Mass: 138.1638
• Monoisotopic Mass: 138.06807956
• SMILES: O(c1cc(ccc1)OC)C
• Canonical SMILES: COc1cccc(c1)OC
• InChI: InChI=1S/C8H10O2/c1-9-7-4-3-5-8(6-7)10-2/h3-6H,1-2H3
• InChIKey: DPZNOMCNRMUKPS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dimethoxybenzene
• IUPAC Traditional name: M-dimethoxybenzene
• Synonyms: 1,3-Dimethoxybenzene; m-DIMETHOXYBENZENE; Dimethylresorcinol; Resorcinol dimethyl ether; 1,3-Dimethoxybenzene; 二甲基间苯二酚; 间苯二酚二甲醚; 1,3-二甲氧基苯

Database IDs

• CAS Number: 151-10-0
• EC Number: 205-783-4
• MDL Number: MFCD00008384
• Beilstein Number: 878582
• PubChem SID: 24888120; 162042528; 24847714; 24901037
• PubChem CID: 9025
• FEMA ID: 2385
• Council of Europe Number: 189
• Flavis Number: 4.016

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.6579033
• LogD (pH = 7.4): 1.6579033
• Log P: 1.6579033
• Molar Refractivity: 38.9844 cm^3
• Polarizability: 15.360809 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -52°C
• Boiling Point: 217-218°C; 85-87 °C/7 mmHg(lit.); 85-87°C
• Flash Point: 190.4 °F; 87°C(188°F); 88 °C; 88°C
• Density: 1.055 g/mL at 25 °C(lit.); 1.065; 1.067
• Refractive Index: 1.5250; n20/D 1.524(lit.); n20/D 1.525
• Organoleptic: coconut; hazelnut; earthy

Safety Information

• Storage Warning: Irritant
• RTECS: CZ6474000
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 21; R:36/37/38
• Safety Statements: 23-36/37; S:20-25-26-37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H312-H227
• GHS Precautionary statements: P261-P280H
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥96.0% (GC); ≥98%; 98%
• Grade: FG; Halal; Kosher; purum
• Linear Formula: C6H4(OCH3)2

DETAILS

MP Biomedicals - 05207039

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 126306

Packaging
100, 500 g in glass bottle

Sigma Aldrich - W238503

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

REFERENCES

• Is readily metallated at the 2-position by n-BuLi, giving a lithio-derivative which is doubly-stabilized by oxygen coordination. For reviews, see: Org. React., 8, 258 (1954); 26, 1 (1979). The 2-lithio-derivative undergoes silylation, and the resulting silyl derivative reacts with electrophiles to give various 2-substituted products. For examples, see: Tetrahedron, 49, 10843 (1993):
  
• Although direct dilithiation with n-BuLi/TMEDA was unsuccessful, a sequence involving monolithiation, silylation and further lithiation at the 4-position gave the 2,4-disilyl derivative in 47% yield: J. Org. Chem., 49, 4657 (1984). For a review of the use of organosilicon intermediates in unusual electrophilic substitutions, see: Synlett, 171 (1993).