1,3,3-Trimethyl-2-methyleneindoline

Base Information

• Chemical Name: 1,3,3-Trimethyl-2-methyleneindoline
• CAS No.: 118-12-7
• Molecular Formula: C12H15N
• Molecular Weight: 173.258
• Hs Code.: 29339990
• European Community (EC) Number: 204-235-1
• NSC Number: 66176
• DSSTox Substance ID: DTXSID8051596
• Nikkaji Number: J131.403C
• Wikidata: Q72514138
• Mol file: 118-12-7.mol

Synonyms:1,3,3-Trimethyl-2-methyleneindoline;118-12-7;Fischer's base;Fischer base;2-Methylene-1,3,3-trimethylindoline;1H-Indole, 2,3-dihydro-1,3,3-trimethyl-2-methylene-;Fischer's methylene base;NSC 66176;1,3,3-trimethyl-2-methylideneindole;Fischers Base;CCRIS 6608;Indoline, 1,3,3-trimethyl-2-methylene-;Indoline, 2-methylene-1,3,3-trimethyl-;EINECS 204-235-1;BRN 0131162;1,3,3-trimethyl-2-methyleneindole;1,3-Dihydro-1,3,3-trimethyl-2-methyleneindoline;5-20-07-00141 (Beilstein Handbook Reference);1,3,3-trimethyl-2-methylidene-2,3-dihydro-1H-indole;Fischer''''s base;1,3,3-trimethyl-2-methylene-indoline;Indoline,3,3-trimethyl-;Fischer''''s methylene base;SCHEMBL918366;SCHEMBL8397425;DTXSID8051596;AMY3795;1,3-Trimethyl-2-methyleneindoline;2-Methylene-1,3-trimethylindoline;1,3,3-trimetil-2-metilenoindolina;2-metileno-1,3,3-trimetilindolina;NSC66176;MFCD00005813;NSC-66176;STK802332;1 3 3-Trimethyl-2-methyleneindoline;2-methylene 1,3,3-trimethylindoline;2-Methylene-1 3 3-trimethylindoline;AKOS000119124;1,3,3-trimethyl-2-methylidene-indole;Indolina, 1,3,3-trimetil-2-metilen-;LS-14079;LS-83461;1,3,3-Trimethyl-2-methyleneindoline, 95%;1,3,3-Trimethyl-2-methyleneindoline, 97%;12-Dihydro-133-trimethyl-2-methyleneindole;FT-0613040;T0879;WLN: T56 BNY DHJ B1 CU1 D1 D1;1,3,3-trimetil-2-metileno-2,3-dihidroindol;EN300-16764;1,2-dihidro-1,3,3-trimetil-2-metilenoindole;E78126;T-6680;1 3 3-Trimethyl-2-methylene-2 3-dihydroindole;1,3-dihidro-1,3,3-trimetil-2-metilenoindolina;2 3-Dihydro-1 3 3-trimethyl-2-methyleneindole;2,3-dihidro-1, 3,3--trimetil-2-metilenoindol;1 3-Dihydro-1 3 3-trimethyl-2-methyleneindoline;A803883;Indoline133-trimethyl-2-methylene-(6CI7CI8CI);1H-indol, 2,3-dihidro-1,3,3-trimetil-2-metilen-;J-013592;Z56769766;F0001-0295;Indoline, 1,3,3-trimethyl-2-methylene- (6CI,7CI,8CI);1,3,3-Trimethyl-2-methyleneindoline, liquid, for paper chromatography, >=96.0%

Chemical Property of 1,3,3-Trimethyl-2-methyleneindoline

Chemical Property:

• Appearance/Colour: clear red liquid
• Vapor Pressure: 0.0249mmHg at 25°C
• Melting Point: -8 °C
• Refractive Index: n20/D 1.577(lit.)
• Boiling Point: 248 °C at 760 mmHg
• PKA: 2.19±0.40(Predicted)
• Flash Point: 101.7 °C
• PSA: 3.24000
• Density: 1 g/cm³
• LogP: 2.99270
• Storage Temp.: Store below +30°C.
• Solubility.: negligible
• Water Solubility.: negligible
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

1,3,3-Trimethyl-2-methyleneindoline >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-38-50/53
• Safety Statements: 28-60-61-57-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(=C)N(C2=CC=CC=C21)C)C
• Uses: Reactant for:Cycloaddition reactionsPreparation of red photochromic dyesSynthesis of photochromic homopolymers via ring-opening metathesis polymerization

Technology Process of 1,3,3-Trimethyl-2-methyleneindoline

There total 37 articles about 1,3,3-Trimethyl-2-methyleneindoline 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: 100.0%

2-(1,3,3-tri-methylindolin-2-ylidene)acetonitrile (5114-82-9) → 1,3,3-Trimethyl-2-methyleneindoline (118-12-7)

Guidance literature:

With hydrogenchloride; for 6h; Heating;

DOI:10.1007/BF00473933

Reference yield: 100.0%

spiro-1,3,3-trimethylindoline<2:3'>-3',4'-dihydroisoxazole (144598-21-0) → 1,3,3-Trimethyl-2-methyleneindoline (118-12-7)

Guidance literature:

With hydrogenchloride; for 6h; Heating;

DOI:10.1007/BF00473933

Reference yield: 100.0%

1,3,3-trimethyl-2-methyleneacetamidoindoline (301673-89-2) → 1,3,3-Trimethyl-2-methyleneindoline (118-12-7)

Guidance literature:

With hydrogenchloride; for 6h; Heating;

DOI:10.1007/BF00473933

upstream raw materials:

indole

methyl iodide

2-methyl-1H-indole

methanol

Downstream raw materials:

8-methoxy-1',3',3'-trimethylspiro(2H-1-benzopyran-2,2'-indoline)

2,3,3-trimethyl-2,3-dihydro-1H-indole

methyl iodide

1',3',3'-trimethylspiro(2H-1-benzopyran-2,2'-indoline)

Refernces

• 1、 Ajiro, Hiroharu,Ando, Tsuyoshi,Murase, Nobuo. "Synthesis of spiropyran with methacrylate at the benzopyran moiety and control of the water repellency and cell adhesion of its polymer film". . p. 1489 - 1495. Retrieved 2020.
• 2、 Natali, Manuel,Giordani, Silvia. "Interaction studies between photochromic spiropyrans and transition metal cations: The curious case of copper". . p. 1162 - 1171. Retrieved 2012.
• 3、 Abdullah, Ayse,Nevell, Thomas G.,Sammes, Peter G.,Roxburgh, Craig J.. "Unusual thermo(photo)chromic properties of some mononitro- and dinitro- substituted 3′-alkyl indolospirobenzopyrans This paper is dedicated to the memory of Dr Thomas G. Nevell.". . p. 57 - 72. Retrieved 2015.
• 4、 -. "NOVEL SQUARYLIUM COMPOUNDS, AND COMPOSITIONS COMPRISING SAME". Paragraph 0107; 0113-0115. . Retrieved 2021/04/29.
• 5、 -. "Methylation synthesis method of N-heterocyclic compound". Paragraph 0013. . Retrieved 2021/02/06.