1,1,6-Trimethyltetralin

Base Information

• Chemical Name: 1,1,6-Trimethyltetralin
• CAS No.: 475-03-6
• Molecular Formula: C13H18
• Molecular Weight: 174.286
• European Community (EC) Number: 207-490-7
• UNII: B2ZN1K7W3Q
• DSSTox Substance ID: DTXSID0052120
• Nikkaji Number: J12.387K
• Wikidata: Q27159767
• RXCUI: 2572112
• Metabolomics Workbench ID: 87111
• Mol file: 475-03-6.mol

Synonyms:1,1,6-Trimethyltetralin;475-03-6;Ionene;alpha-Ionene;.alpha.-Ionene;1,1,6-Trimethyltetraline;4,4,7-trimethyl-2,3-dihydro-1H-naphthalene;Naphthalene, 1,2,3,4-tetrahydro-1,1,6-trimethyl-;1,1,6-Trimethyl-1,2,3,4-tetrahydronaphthalene;1,2,3,4-Tetrahydro-1,1,6-trimethylnaphthalene;UNII-B2ZN1K7W3Q;B2ZN1K7W3Q;EINECS 207-490-7;NAPHTHALENE,1,2,3,4-TETRAHYDRO-1,1,6-TRIMETHYL-;1,1,6-trimethyl-1,2,3,4-tetrahydro-naphthalene;Naphthalene, 1,2,3,4-tetrahydro-1,6,6-trimethyl-;1,1,6-Trimethyl tetralin;.ALPHA.-IONENE [FHFI];DTXSID0052120;FEMA NO. 4264;CHEBI:87604;MFCD00049170;AKOS006280707;CS-0265194;FT-0693419;EN300-96891;1,2,3,4-Tetrahydro-1,1,6-trimethyl-naphthalene;Q27159767

Chemical Property of 1,1,6-Trimethyltetralin

Chemical Property:

• Vapor Pressure: 0.0533mmHg at 25°C
• Melting Point: -7.5°C (estimate)
• Refractive Index: 1.5257
• Boiling Point: 242.3 °C at 760 mmHg
• Flash Point: 97.8 °C
• PSA: 0.00000
• Density: 0.912 g/cm³
• LogP: 3.60890
• Storage Temp.: Room Temperature
• Solubility.: Chloroform, Dichloromethane, Ethylacetate
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 174.140850574
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

1,1,6-Trimethyltetralin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C(CCC2)(C)C
• Uses: 1,1,6-Trimethyltetralin is an intermediate in the synthesis of 1,2-Dihydro-1,1,6-trimethyl-naphthalene which is responsible for a "kerosene note" or "petrol" aromas in aged Riesling wines.

Technology Process of 1,1,6-Trimethyltetralin

There total 29 articles about 1,1,6-Trimethyltetralin 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: 95.0%

(E)-β-ionone (79-77-6,14901-07-6) → 1,2,3,4-tetrahydro-1,1,6-trimethylnaphthalene (475-03-6)

Guidance literature:

toluene-4-sulfonic acid; In benzene; for 8h; Heating; or with iodine in refluxing CCl₄ (15 min);

Reference yield: 47.0%

alpha-ionone (127-41-3,6901-97-9,14398-36-8,24190-29-2,30685-95-1,31798-12-6,52340-45-1,67529-94-6,67529-95-7) → 1,2,3,4-tetrahydro-1,1,6-trimethylnaphthalene (475-03-6)

Guidance literature:

With iodine; a.) 100-120 deg C, b.) 250 deg C;

Reference yield:

→ 1,2,3,4-tetrahydro-1,1,6-trimethylnaphthalene (475-03-6)

Guidance literature:

With iodine; at 130 - 250 ℃;

DOI:10.1021/ja01338a061

upstream raw materials:

methyl magnesium iodide

diethyl ether

(E)-β-ionone

4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one

Downstream raw materials:

1-(5,6,7,8-tetrahydro-3,8,8-trimethyl-2-naphthalenyl)ethanone

1,6-dimethylnaphthalene

4-(1-carboxy-1-methyl-ethyl)-isophthalic acid

4-(2-carboxy-1,1-dimethyl-2-oxo-ethyl)-isophthalic acid

Refernces

• 1、 Buechi et al.. "-". . p. 2622,2624. Retrieved 1956.
• 2、 Elmore,Dodson,Muttucumaru,Halford,Parry,Mottram. "Effects of sulphur nutrition during potato cultivation on the formation of acrylamide and aroma compounds during cooking". body text. p. 753 - 760. Retrieved 2011/11/14.
• 3、 Parlow, John J.. "Selective syntheses of substituted 6-alkyl-1,1-dimethyl-1,2,3,4-tetrahydronaphthalenes". . p. 2577 - 2588. Retrieved 2007/10/02.