3,3,3',3'-Tetramethyl-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-6,6'-diol

Base Information

• Chemical Name: 3,3,3',3'-Tetramethyl-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-6,6'-diol
• CAS No.: 1568-80-5
• Deprecated CAS: 127379-84-4,138322-26-6,138322-26-6
• Molecular Formula: C21H24 O2
• Molecular Weight: 308.42
• Hs Code.: 2906299090
• DSSTox Substance ID: DTXSID3051753
• Nikkaji Number: J331.891E
• Wikidata: Q81984810
• ChEMBL ID: CHEMBL60955
• Mol file: 1568-80-5.mol

Synonyms:1568-80-5;3,3,3',3'-tetramethyl-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-6,6'-diol;SPIROBIINDANE;HIV-1 integrase inhibitor 8;1,1,1',1'-tetramethyl-3,3'-spirobi[2H-indene]-5,5'-diol;3,3,3',3'-Tetramethyl-1,1'-spirobi(indan)-6,6'-diol;CHEMBL60955;MFCD01412945;2,2',3,3'-Tetrahydro-3,3,3',3'-tetramethyl-1,1'-spirobi(1H-indene)-6,6'-diol;1,1'-Spirobi(1H-indene)-6,6'-diol, 2,2',3,3'-tetrahydro-3,3,3',3'-tetramethyl-;1,1'-Spirobi[1H-indene]-6,6'-diol, 2,2',3,3'-tetrahydro-3,3,3',3'-tetramethyl-;3,3,3',3'-Tetramethyl-1,1'-spirobi[indan]-6,6'-diol;SiC Nanowires;SiC Nanowires CVD Method;1,1'-Spirobi[1H-indene]-6,6'-diol,2,2',3,3'-tetrahydro-3,3,3',3'-tetramethyl-;YSZC096;SCHEMBL169731;DTXSID3051753;EX-A232;BCP19070;BDBM50088253;AKOS024262278;AS-19606;SY116444;3,3'-Spirobis(1,1-dimethylindan-5-ol);3,3/'-Spirobis(1,1-dimethylindan-5-ol);HY-107485;LS-145948;CS-0028610;F50922;SiC Nanowires for Industry(L: ~10mum, Purity:~80%);1,1,1',1'-tetramethyl-3,3'-spirobi[indane]-5,5'-diol;1,1,1',1'-tetramethyl-5,5'-dihydroxy-3,3'-spirobiindane;6,6'-dihydroxy-3,3,3',3'-tetramethyl-1,1'-spirobiindan;SiC Nanowires for Industry(L:10-50mum , Purity: ~96%);3,3,3'',3''-tetramethyl-1,1''-spirobi[2,3-dihydro-1H-indene]-6,6''-diol;3,3,3 inverted exclamation mark ,3 inverted exclamation mark -Tetramethyl-2,2 inverted exclamation mark ,3,3 inverted exclamation mark -tetrahydro-1,1 inverted exclamation mark -spirobi[indene]-6,6 inverted exclamation mark -diol

Chemical Property of 3,3,3',3'-Tetramethyl-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-6,6'-diol

Chemical Property:

• Vapor Pressure: 8.84E-10mmHg at 25°C
• Melting Point: 213-214 °C
• Boiling Point: 478.5°Cat760mmHg
• PKA: 9.98±0.60(Predicted)
• Flash Point: 220.4°C
• PSA: 40.46000
• Density: 1.21g/cm³
• LogP: 4.74650
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 308.177630004
• Heavy Atom Count: 23
• Complexity: 436

Purity/Quality:

99%, ^*data from raw suppliers

SPIROBIINDANE >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Low toxicity by ingestion and skin contact. A mild eye irritant.
• Hazard Codes: Low toxicity by ingestion and skin contact. A mild eye irritant.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC2(CC(C3=C2C=C(C=C3)O)(C)C)C4=C1C=CC(=C4)O)C

Technology Process of 3,3,3',3'-Tetramethyl-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-6,6'-diol

There total 47 articles about 3,3,3',3'-Tetramethyl-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-6,6'-diol 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: 99.0%

BPA (80-05-7) → 6,6'-dihydroxy-3,3,3',3'-tetramethyl-1,1'-spirobiindan (1568-80-5)

Guidance literature:

With methanesulfonic acid; at 20 ℃; for 96h;

Reference yield: 93.0%

(R)-3,3,3′,3′-tetramethyl-2,2′,3,3′-tetrahydro-1,1′-spirobi[indene]-6,6′-diylbis(2-isopropyl-5-methylcyclohexyl)bis(carbonate) → (R)-(+)-2,2',3,3'-Tetrahydro-3,3,3',3'-tetramethyl-1,1'-spirobi<1H-indene>-6,6'-diol (1568-80-5,32507-25-8,121073-41-4,127379-84-4)

Guidance literature:

With potassium hydroxide; In ethanol; for 2h; Reflux;

DOI:10.1002/anie.201909855

Reference yield: 91.0%

BPA (80-05-7) + methanesulfonic acid (75-75-2,98527-29-8) → 6,6'-dihydroxy-3,3,3',3'-tetramethyl-1,1'-spirobiindan (1568-80-5)

Guidance literature:

at 20 ℃; for 72h;

DOI:10.1021/acs.orglett.1c00535

upstream raw materials:

BPA

diphenylether

6,6'-Diamino-3,3,3',3'-tetramethyl-1,1'-spirobi-indan

acetone

Downstream raw materials:

(R)-(+)-2,2',3,3'-Tetrahydro-3,3,3',3'-tetramethyl-1,1'-spirobi<1H-indene>-6,6'-diol

(S)-(-)-2,2',3,3'-Tetrahydro-3,3,3',3'-tetramethyl-1,1'-spirobi<1H-indene>-6,6'-diol

6,6'-bis(benzyloxy)-3,3,3',3'-tetramethyl-5,5'-dinitro-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]

6,6'-bis(benzyloxy)-3,3,3',3'-tetramethyl-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]

Refernces

• 1、 Xu, Changming,Qi, Yinsheng,Yang, Xinshuang,Li, Xiangfan,Li, Zhenpeng,Bai, Lei. "Development of C2-Symmetric Chiral Spirocyclic Phase-Transfer Catalysts: Synthesis and Application to Asymmetric Alkylation of Glycinate Schiff Base". supporting information. p. 2890 - 2894. Retrieved 2021/05/05.
• 2、 Bredenk?tter, Bj?rn,Bultinck, Patrick,Herrebout, Wouter,Kanschat, Lisa,Knippen, Katharina,Kraft, Maryana,Sugimoto, Kunihisa,Vermeyen, Tom,Volkmer, Dirk. "CFA-18: A homochiral metal-organic framework (MOF) constructed from rigid enantiopure bistriazolate linker molecules". . p. 15758 - 15768. Retrieved 2020/11/24.