1-Hydroxyisoquinoline

Base Information

• Chemical Name: 1-Hydroxyisoquinoline
• CAS No.: 118-31-0
• Molecular Formula: C11H11N
• Molecular Weight: 157.215
• Hs Code.: 29214990
• European Community (EC) Number: 204-244-0
• DSSTox Substance ID: DTXSID4059469
• Nikkaji Number: J17E
• Wikidata: Q72493489
• ChEMBL ID: CHEMBL128633
• Mol file: 118-31-0.mol

Synonyms:1-Naphthalenemethylamine(6CI,7CI,8CI);(Naphthalen-1-ylmethyl)amine;1-(1-Naphthyl)methanamine;1-(1-Naphthyl)methylamine;1-(Aminomethyl)naphthalene;1-Naphthylmethylamine;NSC 210425;Naphthalen-1-ylmethanamine;a-Naphthylmethylamine;

Chemical Property of 1-Hydroxyisoquinoline

Chemical Property:

• Appearance/Colour: Clear light yellow to yellow liquid
• Vapor Pressure: 0.00162mmHg at 25°C
• Melting Point: 262-269 °C
• Refractive Index: n20/D 1.643(lit.)
• Boiling Point: 294.5 °C at 760 mmHg
• PKA: 9.06±0.30(Predicted)
• Flash Point: 148.3 °C
• PSA: 26.02000
• Density: 1.095 g/cm³
• LogP: 2.99880
• Storage Temp.: Store below +30°C.
• Solubility.: Miscible with ethanol, ether and carbon disulfide.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 157.089149355
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

1-Naphthylmethylamine >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S36/37/39:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2CN
• Uses: 1-Naphthalenemethylamine is used to increase the induced circular dichroism (ICD) magnitude exhibited by poly[(4-carboxyphenyl)acetylene]. Further, it reacts with monomethoxypoly(ethylene glycol) succinimido carbonate to prepare carbamate.

Technology Process of 1-Hydroxyisoquinoline

There total 60 articles about 1-Hydroxyisoquinoline 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%

1-(azidomethyl)naphthalene (55210-79-2) → (naphth-1-yl)methylamine (118-31-0)

Guidance literature:

1-(azidomethyl)naphthalene; With 9-phenyl-9-phosphafluorene; phenylsilane; In 1,4-dioxane; at 101 ℃; for 16h; Inert atmosphere;

With water; In 1,4-dioxane; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201100967

Reference yield: 98.0%

1-naphtylaldehyde oxime (13504-46-6,51873-97-3,57207-33-7) → (naphth-1-yl)methylamine (118-31-0)

Guidance literature:

With (pyridine)(tetrahydroborato)zinc; In tetrahydrofuran; for 0.4h; Heating;

DOI:10.1002/jccs.200500016

Reference yield: 98.0%

1-Cyanonaphthalene (86-53-3) → (naphth-1-yl)methylamine (118-31-0)

Guidance literature:

With C₁₉H₃₄Cl₂CoN₂P; hydrogen; sodium ethanolate; sodium triethylborohydride; In benzene; at 135 ℃; for 36h; under 22502.3 Torr; Autoclave;

DOI:10.1021/jacs.5b04879

upstream raw materials:

2-naphthamide

hexamethylenetetramine

1-Chloromethylnaphthalene

1-Cyanonaphthalene

Downstream raw materials:

4-methyl-N-(naphthalen-1-ylmethyl)benzenesulfonamide

1-naphthaldehyde

(1-naphthylmethyl)guanidine

1-naphthalene methanol

Refernces

• 1、 Luo, Xiu-Jin,Beddard, Godfrey S.,Porter, George,Davidson, R. Stephen,Whelan, Terence D.. "Conformational Effects in Fluorescent Excited Charge-transfer Complex Formation". . p. 3467 - 3476. Retrieved 1982.
• 2、 Katritzky, Alan R.,Xie, Linghong,Zhang, Guifen,Griffith, Michael,Watson, Karen,Kiely, John S.. "Synthesis of primary amines via nucleophilic addition of organometallic reagents to aldimines on solid support". . p. 7011 - 7014. Retrieved 1997.
• 3、 Chandross,Thomas. "". . p. 393. Retrieved 1971.
• 4、 Hügle, Martin,Lucas, Xavier,Ostrovskyi, Dmytro,Regenass, Pierre,Gerhardt, Stefan,Einsle, Oliver,Hau, Mirjam,Jung, Manfred,Breit, Bernhard,Günther, Stefan,Wohlwend, Daniel. "Beyond the BET Family: Targeting CBP/p300 with 4-Acyl Pyrroles". . p. 12476 - 12480. Retrieved 2017.
• 5、 Fischli. "Cob(I)alamin as catalyst. IV. Reduction of α,β-unsaturated nitriles". . p. 882 - 893. Retrieved 1979.
• 6、 Kunitake et al.. "-". . p. 1109,1111. Retrieved 1970.
• 7、 Gu, Zhenghua,Guo, Zitao,Shao, Jun,Shen, Chen,Shi, Yi,Tang, Mengwei,Xin, Yu,Zhang, Liang. "Recreating the natural evolutionary trend in key microdomains provides an effective strategy for engineering of a thermomicrobial N-demethylase". . . Retrieved 2022/03/09.
• 8、 Utsumi, Tatsuki,Noda, Kenta,Kawauchi, Daichi,Ueda, Hirofumi,Tokuyama, Hidetoshi. "Nitrile Synthesis by Aerobic Oxidation of Primary Amines and in situ Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst". . p. 3583 - 3588. Retrieved 2020/08/05.