1,1-Dimethylindan

Base Information

• Chemical Name: 1,1-Dimethylindan
• CAS No.: 4912-92-9
• Molecular Formula: C11H14
• Molecular Weight: 146.232
• European Community (EC) Number: 610-445-8
• NSC Number: 118941
• DSSTox Substance ID: DTXSID4074304
• Nikkaji Number: J101.403J
• Wikidata: Q82002694
• Mol file: 4912-92-9.mol

Synonyms:1,1-Dimethylindan;1,1-Dimethylindane;4912-92-9;3,3-dimethyl-1,2-dihydroindene;1H-Indene, 2,3-dihydro-1,1-dimethyl-;Indan, 1,1-dimethyl-;1,1-Dimethyl-2,3-dihydro-1H-indene;1,1-Dimethyl-(2,3-dihydroindene);NSC 118941;dimethylindane;dimethyl-indan;Indan,1-dimethyl-;NSC118941;DTXSID4074304;Indan, 1,1-dimethyl- (8CI);3,3-dimethyl-1,2-dihydro-indene;1H-Indene,3-dihydro-1,1-dimethyl-;AKOS006317161;2,3-dihydro-1,1-dimethyl-1H-indene;NSC-118941;A1-06301

Chemical Property of 1,1-Dimethylindan

Chemical Property:

• Vapor Pressure: 0.73mmHg at 25°C
• Refractive Index: 1.5135
• Boiling Point: 191°Cat760mmHg
• Flash Point: 63.6°C
• PSA: 0.00000
• Density: 0.931g/cm³
• LogP: 2.91040
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 146.109550447
• Heavy Atom Count: 11
• Complexity: 146

Purity/Quality:

99%, ^*data from raw suppliers

1H-Indene 2,3-dihydro-1,1-dimethyl-95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC2=CC=CC=C21)C

Technology Process of 1,1-Dimethylindan

There total 27 articles about 1,1-Dimethylindan 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: 86.0%

dimethyldichlorotitanium(IV) (35739-70-9) + inden-1-one (83-33-0) → 1,1-dimethylindan (4912-92-9)

Guidance literature:

In dichloromethane; for 2h; -40 to 0 deg C;

Reference yield: 68.0%

N-n-nonanoyloxyphthalimide + 1-iodo-2-(3-methylbut-3-en-1-yl)benzene (121134-54-1) → 2-methyl-4-phenyl-1-butene (6683-51-8) + 1,1-dimethylindan (4912-92-9) + C19H30 + C22H26

Guidance literature:

With nickel(II) bromide diethylene glycol dimethyl ether; pyridine-2-yl-N-cyanoamidine; zinc(II) iodide; zinc; In tetrahydrofuran; at 40 ℃; for 10h; Reagent/catalyst; Temperature; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b02870

Reference yield: 38.0%

2-chloro-2-methyl-4-phenylbutane (4830-95-9) → 3-methyl-1-phenylbut-2-ene (4489-84-3) + (3-methylbutyl)benzene (2049-94-7) + 1,1-dimethylindan (4912-92-9)

Guidance literature:

In methanol; at 20 ℃; for 65h; electrolysis; Hg cathode, platinum anode; -1.8 V vs SCE; 0.1 mol/l Ba(ClO₄)2;

upstream raw materials:

Isopropylbenzene

ethene

2-chloro-2-methyl-4-phenylbutane

4-phenyl-2-methyl-2-butanol

Downstream raw materials:

6-tert-butyl-1,1-dimethylindane

5-(tert-butyl)-1,1-dimethyl-2,3-dihydro-1H-indene

3,3-dimethylindan-1-one

α,α-dimethylhomophthalic acid

Refernces

• 1、 Armstrong, Brian M.,McKee, Michael L.,Shevlin, Philip B.. "Experimental and computational study of the intramolecular reactivity of free tert-butylphenylmethylene. Modification of the chemistry of tert-butylmethylene by the introduction of a phenyl group". . p. 7408 - 7412. Retrieved 1998.
• 2、 He, Jun,Xue, Yuhang,Han, Bo,Zhang, Chunzhu,Wang, You,Zhu, Shaolin. "Nickel-Catalyzed Asymmetric Reductive 1,2-Carboamination of Unactivated Alkenes". supporting information. p. 2328 - 2332. Retrieved 2020/01/08.
• 3、 Yang, Feiyan,Jin, Youxiang,Wang, Chuan. "Nickel-catalyzed asymmetric intramolecular reductive heck reaction of unactivated alkenes". . p. 6989 - 6994. Retrieved 2019/09/30.