5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbonyl chloride

Base Information

• Chemical Name: 5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbonyl chloride
• CAS No.: 104224-50-2
• Molecular Formula: C15H19 Cl O
• Molecular Weight: 250.768
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID00383688
• Nikkaji Number: J1.351.019I
• Wikidata: Q82175477
• Mol file: 104224-50-2.mol

Synonyms:104224-50-2;5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbonyl chloride;5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRO-2-NAPHTHALENECARBONYL CHLORIDE;5,5,8,8-tetramethyl-6,7-dihydronaphthalene-2-carbonyl chloride;SCHEMBL1022234;DTXSID00383688;MFCD04115383;BP-10067;FT-0763763;5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthoyl chloride;5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthoyl chloride;5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphtoyl chloride;5,6,7,8-tetrahydro-5,5,8,8-tetramethyl -2-naphthoyl chloride;5,6,7,8-tetrahydro-5,5,8,8-tetramethyl- 2-naphthoyl chloride;5, 6, 7, 8-tetrahydro-5, 5, 8, 8-tetramethyl-2-naphtoyl chloride;5,5,8,8-tetramethyl-5,6,7,8-tetra hydronaphthalene-2-carbonyl chloride;5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-2-naphthalencarbonyl chloride;5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbonylchloride;5,6,7, 8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carbonyl chloride;5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carbonyl chloride;5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid chloride

Chemical Property of 5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.000212mmHg at 25°C
• Refractive Index: 1.512
• Boiling Point: 326.7°Cat760mmHg
• Flash Point: 152.4°C
• PSA: 17.07000
• Density: 1.047g/cm³
• LogP: 4.41460
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 250.1124429
• Heavy Atom Count: 17
• Complexity: 319

Purity/Quality:

98%min ^*data from raw suppliers

5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRO-2-NAPHTHALENECARBONYL CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:Causes burns.
• Hazard Codes: C:Corrosive
• Statements: R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC(C2=C1C=CC(=C2)C(=O)Cl)(C)C)C

Technology Process of 5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbonyl chloride

There total 4 articles about 5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbonyl chloride 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:

5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxylic acid (103031-30-7) → 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphtholyl chloride (104224-50-2)

Guidance literature:

With thionyl chloride; In dichloromethane; for 8h; Heating;

DOI:10.1021/jm00002a004

Reference yield:

2,5-dichloro-2,5-dimethyl hexane (6223-78-5) → 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphtholyl chloride (104224-50-2)

Guidance literature:

Multi-step reaction with 3 steps

1: aluminum (III) chloride

2: potassium permanganate / Alkaline conditions

3: thionyl chloride / benzene / 5 h / Reflux

With aluminum (III) chloride; potassium permanganate; thionyl chloride; In benzene;

DOI:10.1016/j.ejmech.2010.11.021

Reference yield:

1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene (6683-48-3) → 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphtholyl chloride (104224-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium permanganate / Alkaline conditions

2: thionyl chloride / benzene / 5 h / Reflux

With potassium permanganate; thionyl chloride; In benzene;

DOI:10.1016/j.ejmech.2010.11.021

upstream raw materials:

5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxylic acid

2,5-dimethyl-2,5-hexanediol

2,5-dichloro-2,5-dimethyl hexane

1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene

Downstream raw materials:

2-(4-Carbomethoxyphenyl)-1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)ethanone

Benzyl 4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthoyloxymethyl)benzoate

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl phenyl ketone

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl-N-methoxy-N-methylamide

Refernces

• 1、 Ohgane, Kenji,Dodo, Kosuke,Hashimoto, Yuichi. "Retinobenzaldehydes as proper-trafficking inducers of folding-defective P23H rhodopsin mutant responsible for Retinitis Pigmentosa". . p. 7022 - 7028. Retrieved 2010.
• 2、 -. "Synthetic method of retinoic acid derivative Am580". Paragraph 0041-0043. . Retrieved 2021/03/13.