1,3-Dimethoxybenzene

Base Information

• Chemical Name: 1,3-Dimethoxybenzene
• CAS No.: 151-10-0
• Deprecated CAS: 28000-65-9,2104659-85-8
• Molecular Formula: C8H10O2
• Molecular Weight: 138.166
• Hs Code.: 29093090
• European Community (EC) Number: 205-783-4
• NSC Number: 8699
• UNII: 2694Z07HQY
• DSSTox Substance ID: DTXSID2047060
• Nikkaji Number: J5.861K
• Wikipedia: 1,3-Dimethoxybenzene
• Wikidata: Q27162036
• Metabolomics Workbench ID: 43975
• ChEMBL ID: CHEMBL2252486
• Mol file: 151-10-0.mol

Synonyms:1,3-dimethoxybenzene;3-methoxyanisole;dimethyl resorcinol;meta-dimethoxybenzene

Chemical Property of 1,3-Dimethoxybenzene

Chemical Property:

• Appearance/Colour: colorless transparent liquid
• Vapor Pressure: 0.195mmHg at 25°C
• Melting Point: -52 °C
• Refractive Index: n20/D 1.524(lit.)
• Boiling Point: 217.499 °C at 760 mmHg
• Flash Point: 87.778 °C
• PSA: 18.46000
• Density: 1.055 g/cm³
• LogP: 1.70380
• Storage Temp.: Store below +30°C.
• Solubility.: Miscible with toluene.
• Water Solubility.: 1.216g/L(25 oC)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 138.068079557
• Heavy Atom Count: 10
• Complexity: 83.3

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dimethoxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Ethers, Other
• Canonical SMILES: COC1=CC(=CC=C1)OC
• Uses: Organic intermediate, flavoring. 1,3-Dimethoxybenzene is used for the preparation of oxathiane spiroketal donors. It is also used for the formation of pi- and O-ylidic complexes with dichlorocarbene. Further, it acts as a flavoring agent.

Technology Process of 1,3-Dimethoxybenzene

There total 206 articles about 1,3-Dimethoxybenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

1-styryl-2,4-dimethoxybenzene → 2-phenylnaphthalene (612-94-2) + 1,3-Dimethoxybenzene (151-10-0)

Guidance literature:

With trifluoroacetic acid; In water; at 80 ℃; for 0.5h;

DOI:10.1039/c4cc05151c

Reference yield: 85.0%

1,2,3-trimethoxybenzene (634-36-6) → 1,3-dimethoxy-2-hydroxy-benzene (91-10-1) + 2,3-dimethoxyphenol (5150-42-5) + 1,3-Dimethoxybenzene (151-10-0)

Guidance literature:

With potassium; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1039/c39870001549

Reference yield: 33.2%

1-Bromo-2,4-dimethoxybenzene (17715-69-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,4-dimethoxytoluene (38064-90-3) + 2,4-Dimethoxybenzaldehyde (613-45-6) + 1,3-Dimethoxybenzene (151-10-0)

Guidance literature:

With methyllithium; 1.) THF, ether, -65 deg C, 75 min, 2.) -65 deg C, 15 min;

DOI:10.1021/jo00119a036

upstream raw materials:

methanol

O-methylresorcine

3-methoxyphenyldiazonium ion

resorcinol; sodium-compound

Downstream raw materials:

2,4-dimethoxy-phenethyl alcohol

4-(2-hydroxy-4-methoxyphenyl)-4-oxobutanoic acid

3-(2',4'-dimethoxybenzoyl)propionic acid

NSC 79888

Refernces

• 1、 Brutiu, Bogdan R.,Klose, Immo,Maulide, Nuno. "Facile C-S Bond Cleavage of Aryl Sulfoxides Promoted by Bronsted Acid". . p. 488 - 490. Retrieved 2021.
• 2、 Sakurai et al.. "". . p. 993. Retrieved 1970.
• 3、 Snodin, Michael D.,Ould-Moussa, Lynda,Wallmann, Ursula,Lecomte, Sophie,Bachler, Vinzenz,Bill, Eckhard,Hummel, Helga,Weyhermueller, Thomas,Hildebrandt, Peter,Wieghardt, Karl. "The molecular and electronic structure of octahedral tris(phenolato)iron(III) complexes and their phenoxyl radical analogues: A Mossbauer and resonance Raman spectroscopic study". . p. 2554 - 2565. Retrieved 1999.
• 4、 Billek,Ziegler. "". . p. 1430. Retrieved 1962.
• 5、 -. "Method for synthesizing M-hydroxyanisole". Paragraph 0032-0033; 0052-0053; 0056-0057; 0060-0063. . Retrieved 2021/11/03.
• 6、 Kang, Qi-Kai,Li, Ke,Li, Yuntong,Lin, Yunzhi,Shi, Hang,Xu, Lun. "Catalytic SNAr Hydroxylation and Alkoxylation of Aryl Fluorides". supporting information. p. 20391 - 20399. Retrieved 2021/08/13.