2-phenyl-1,2,3,4-tetrahydroisoquinoline

Product Name: 2-phenyl-1,2,3,4-tetrahydroisoquinoline
CAS No.: 3340-78-1
Chemical Name: 2-phenyl-1,2,3,4-tetrahydroisoquinoline
Synonyms: 135152;2-phenyl-1,2,3,4-tetrahydroisoquinoline;Isoquinoline, 1,2,3,4-tetrahydro-2-phenyl-
CBNumber: CB83145032
Molecular Formula: C15H15N
Formula Weight: 209.29
MOL File: 3340-78-1.mol

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2-phenyl-1,2,3,4-tetrahydroisoquinoline Property

Melting point:: 45-46 °C
Boiling point:: 198 °C(Press: 16 Torr)
Density: 1.092±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 4.94±0.40(Predicted)
color: White to Off-White
InChI: InChI=1S/C15H15N/c1-2-8-15(9-3-1)16-11-10-13-6-4-5-7-14(13)12-16/h1-9H,10-12H2
InChIKey: ONQBUHWENXKHHP-UHFFFAOYSA-N
SMILES: C1C2=C(C=CC=C2)CCN1C1=CC=CC=C1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: P337025
Product name: 2-Phenyl-1,2,3,4-tetrahydroisoquinoline
Packaging: 500mg
Price: $175
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 48295
Product name: 2-Phenyl-1,2,3,4-tetrahydroisoquinoline
Packaging: 10g
Price: $2120
Updated: 2021/12/16

Ambeed

Product number: A226705
Product name: 2-Phenyl-1,2,3,4-tetrahydroisoquinoline
Purity: 95%
Packaging: 100mg
Price: $118
Updated: 2021/12/16

Ambeed

Product number: A226705
Product name: 2-Phenyl-1,2,3,4-tetrahydroisoquinoline
Purity: 95%
Packaging: 250mg
Price: $189
Updated: 2021/12/16

Alichem

Product number: 3340781
Product name: 2-Phenyl-1,2,3,4-tetrahydroisoquinoline
Packaging: 250mg
Price: $192.6
Updated: 2021/12/16

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2-phenyl-1,2,3,4-tetrahydroisoquinoline Chemical Properties,Usage,Production

Uses

2-Phenyl-1,2,3,4-tetrahydroisoquinoline is a reactant that is used in acetic acid promoted metal-free aerobic carbon-carbon bond forming reactions at α-position of tertiary amines.

Synthesis

91-21-4

591-50-4

3340-78-1

General method for the synthesis of 2-phenyl-1,2,3,4-tetrahydroisoquinoline (1) [3]: copper (I) iodide (0.20 g, 1.0 mmol) and potassium phosphate (4.25 g, 20.0 mmol) were added to a Schlenk tube. The Schlenk tube was evacuated and backfilled three times with nitrogen. 2-Propanol (10.0 mL), ethylene glycol (1.11 mL, 20.0 mmol), 1,2,3,4-tetrahydroisoquinoline (2.0 mL, 15 mmol), and iodobenzene (1.12 mL, 10.0 mmol) were added sequentially via microsyringe. The reaction mixture was heated and stirred at 85-90°C for 24 hours and subsequently cooled to room temperature. Diethyl ether (20 mL) and water (20 mL) were added to the reaction mixture and the organic layer was extracted with ether (2 x 20 mL). The combined organic phases were washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by rotary evaporation and the crude product was purified by silica gel column chromatography (eluent: ethyl acetate/hexane, 1:20, v/v) to afford the target product 2-phenyl-1,2,3,4-tetrahydroisoquinoline (1). The product was a yellow viscous liquid in 75% yield. Thin layer chromatography (TLC) Rf = 0.70 (silica gel plate, ethyl acetate/hexane, 1:20).1H NMR (400 MHz, CDCl3) δ: 7.43-7.19 (m, 6H), 7.08 (d, J = 7.4 Hz, 2H), 6.92 (t, J = 6.5 Hz, 1H), 4.50 (s, 2H), 3.65 (d, J = 6.4 Hz, 2H). = 6.4 Hz, 2H), 3.08 (d, J = 5.7 Hz, 2H).13C NMR (101 MHz, CDCl3) δ: 150.66, 134.99, 134.58, 129.32, 128.64, 126.66, 126.44, 126.14, 118.78, 115.26, 50.85. 46.65, 29.25. High resolution mass spectrometry (HRMS-ESI) m/z: [M + H]+ Calculated value 210.1277, measured value 210.1269. Infrared spectra (IR, KBr) ν: 3063, 3028, 2927, 2813, 1737, 1662, 1601, 1500, 1456, 1386, 1242, 1036, 931, 752. 1036, 931, 752, 695 cm-1.

References

[1] Chemical Communications, 2017, vol. 53, # 93, p. 12536 - 12539
[2] Australian Journal of Chemistry, 2015, vol. 68, # 12, p. 1890 - 1893
[3] Advanced Synthesis and Catalysis, 2017, vol. 359, # 16, p. 2832 - 2846
[4] Journal of Molecular Catalysis A: Chemical, 2017, vol. 426, p. 398 - 406
[5] Monatshefte fur Chemie, 2017, vol. 148, # 1, p. 91 - 104

2-phenyl-1,2,3,4-tetrahydroisoquinoline Preparation Products And Raw materials

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View Lastest Price from 2-phenyl-1,2,3,4-tetrahydroisoquinoline manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: 2-phenyl-1,2,3,4-tetrahydroisoquinoline 3340-78-1
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20T
Release date: 2024-07-18

3340-78-1, 2-phenyl-1,2,3,4-tetrahydroisoquinolineRelated Search:

2-phenyl-1,2,3,4-tetrahydroisoquinoline

135152

Isoquinoline, 1,2,3,4-tetrahydro-2-phenyl-

3340-78-1