ChemicalBook > CAS DataBase List > 1-Chloroisoquinoline

1-Chloroisoquinoline

Product Name: 1-Chloroisoquinoline
CAS No.: 19493-44-8
Chemical Name: 1-Chloroisoquinoline
Synonyms: chloroisoquinoline;1-Chloroisoquinone;1-CHLOROISOQUINOLINE;Isoquinoline, 1-chloro-;1-Chloroisoquinoline,95%;1-Chloroisoquinoline 95%;1-Chloroisoquinoline >1-Chloroisoquinoline, 97+%;1-Chloroisoquinoline, 97+% 5GR;1-CHLOROISOQUINOLINE, 98.0+%(GC)
CBNumber: CB1362127
Molecular Formula: C9H6ClN
Formula Weight: 163.6
MOL File: 19493-44-8.mol

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1-Chloroisoquinoline Property

Melting point:: 31-36 °C (lit.)
Boiling point:: 274-275 °C/768 mmHg (lit.)
Density: 1.2108 (rough estimate)
refractive index: 1.6342 (estimate)
Flash point:: >230 °F
storage temp.: Inert atmosphere,2-8°C
form: Low Melting Solid, Crystals and/or Chunks
pka: 2.03±0.30(Predicted)
color: White to yellow
Water Solubility: Insoluble in water.
BRN: 2996
InChIKey: MSQCQINLJMEVNJ-UHFFFAOYSA-N
CAS DataBase Reference: 19493-44-8(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 29334900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

Sigma-Aldrich

Product number: 156744
Product name: 1-Chloroisoquinoline
Purity: 95%
Packaging: 1g
Price: $36.4
Updated: 2025/07/31

Sigma-Aldrich

Product number: 156744
Product name: 1-Chloroisoquinoline
Purity: 95%
Packaging: 5g
Price: $135
Updated: 2023/06/20

TCI Chemical

Product number: C2097
Product name: 1-Chloroisoquinoline
Purity: >98.0%(GC)
Packaging: 5g
Price: $87
Updated: 2025/07/31

TCI Chemical

Product number: C2097
Product name: 1-Chloroisoquinoline
Purity: >98.0%(GC)
Packaging: 25g
Price: $265
Updated: 2025/07/31

TRC

Product number: C428600
Product name: 1-Chloroisoquinone
Packaging: 2.5g
Price: $120
Updated: 2021/12/16

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1-Chloroisoquinoline Chemical Properties,Usage,Production

Chemical Properties

white to yellow low melting solid, crystals and/or

Uses

Used in a Mn-catalyzed cross-coupling with aryl- and alkylmagnesium halides.1 Also used in a Pd-catalyzed cross-coupling with heteroaryl boronic acids and esters.2

Uses

1-Chloroisoquinone is used in the preparation of new aminoisoquinolinylurea derivatives which show antiproliferative activity against melanoma cell lines. It can also be applied to the control of stor age and stability of unstable boronic acids.

Uses

The product has been used in a Mn-catalyzed cross-coupling with aryl- and alkylmagnesium halides. It has also been used in a Pd-catalyzed cross-coupling with heteroaryl boronic acids and esters. Furthermore, it has been used in a homocoupling reaction to yield bis-isoquinoline, each enantiomer of which might be very useful as a chiral ligand for asymmetric synthesis. 1-Chloroisoquinone is used in the preparation of new aminoisoquinolinylurea derivatives which show antiproliferative activity against melanoma cell lines. It can also be applied to the control of storage age and stability of unstable boronic acids.

Synthesis

1532-72-5

19493-44-8

The general procedure for the synthesis of 1-chloroisoquinoline from isoquinoline-N-oxide was as follows: phosphoryl chloride (200 mL) was slowly added dropwise to isoquinoline-N-oxide (20.0 g) under ice bath cooling conditions. Subsequently, the reaction mixture was heated to 105 °C and refluxed overnight. Upon completion of the reaction, the excess phosphoryl chloride was removed by distillation under reduced pressure. The residue was quenched with ice water and extracted with dichloromethane. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by silica gel column chromatography using a mixed solvent of ethyl acetate and petroleum ether as eluent to afford the target product 1-chloroisoquinoline (21.0 g, 85% yield). The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 8.25-8.31 (m, 2H), 8.08 (d, J = 8.0 Hz, 1H), 7.88-7.91 (m, 2H), 7.80-7.84 (m, 1H). Mass spectrometry (ESI+) showed a molecular ion peak m/z 164.0. HPLC analysis (Method A) showed a retention time (Rt) of 8.29 min and a purity of 96.0%.

References

[1] Organic Letters, 2015, vol. 17, # 12, p. 2948 - 2951
[2] European Journal of Organic Chemistry, 2016, vol. 2016, # 8, p. 1606 - 1611
[3] Patent: WO2013/92979, 2013, A1. Location in patent: Page/Page column 54
[4] Journal of Organic Chemistry, 1998, vol. 63, # 20, p. 6886 - 6890
[5] Tetrahedron: Asymmetry, 1993, vol. 4, # 4, p. 743 - 756

1-Chloroisoquinoline Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1-Chloroisoquinoline manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: 1-Chloroisoquinoline 19493-44-8
Price: US $9.80/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 tons
Release date: 2024-11-27

Henan Aochuang Chemical Co.,Ltd.

Product: 1-Chloroisoquinoline 19493-44-8
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-29

Kindchem(Nanjing)Co.,Ltd

Product: 1-Chloroisoquinoline 19493-44-8
Price: US $0.00-0.00/G
Min. Order: 10G
Purity: 0.98
Supply Ability: 500kg
Release date: 2024-01-05

19493-44-8, 1-ChloroisoquinolineRelated Search:

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19493-44-8

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