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7742-73-6

Basic Information
CAS No.: 7742-73-6
Name: 1,3-Dichloroisoquinoline
Article Data: 21
Molecular Structure:
Molecular Structure of 7742-73-6 (1,3-Dichloroisoquinoline)
Formula: C9H5Cl2N
Molecular Weight: 198.051
Synonyms: NSC 170843;
EINECS: 627-814-4
Density: 1.407 g/cm3
Melting Point: 121-122 °C(lit.)
Boiling Point: 328.7 °C at 760 mmHg
Flash Point: 182.6 °C
Appearance: white to brown crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 12.89000
LogP: 3.54160
Synthetic route
6627-91-4

2-cyanomethylbenzoic acid

7742-73-6

1,3-dichloroisoquinoline

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate In 2-cyanomethylbenzoic acid at 20 - 70℃; for 17.5h;84.5%
4456-77-3

4H-isoquinolin-1,3-dione

7742-73-6

1,3-dichloroisoquinoline

Conditions
ConditionsYield
With P,P-dichlorophenylphosphine oxide at 130℃; for 2h;79%
With P,P-dichlorophenylphosphine oxide In tetrahydrofuran; water at 20 - 160℃;74%
With P,P-dichlorophenylphosphine oxide at 160℃; for 3h; neat;6.75 g
With P,P-dichlorophenylphosphine oxide9.30 g
With P,P-dichlorophenylphosphine oxide at 160℃; for 4h;
89-51-0

Homophthalic acid

7742-73-6

1,3-dichloroisoquinoline

Conditions
ConditionsYield
Stage #1: Homophthalic acid With ammonium hydroxide Heating;
Stage #2: With P,P-dichlorophenylphosphine oxide at 160℃; for 3h;
75%
Multi-step reaction with 2 steps
1.1: aq. NH3 / Heating
1.2: 1,2-dichloro-benzene / 3 h / 200 °C
2.1: 6.75 g / dichlorophenylphosphine oxide / 3 h / 160 °C / neat
View Scheme
86-94-2

isoquinoline-1,3-diol

7742-73-6

1,3-dichloroisoquinoline

Conditions
ConditionsYield
With P,P-dichlorophenylphosphine oxide at 160℃;
53558-67-1

2-phenethyl-4H-isoquinoline-1,3-dione

7742-73-6

1,3-dichloroisoquinoline

Conditions
ConditionsYield
at 140 - 150℃;
1.3-dioxy-isoquinoline

1.3-dioxy-isoquinoline

A

53093-78-0

1-chloroisoquinolin-3-ol

B

7742-73-6

1,3-dichloroisoquinoline

Conditions
ConditionsYield
With trichlorophosphate at 150 - 170℃;
4456-77-3

4H-isoquinolin-1,3-dione

A

7742-73-6

1,3-dichloroisoquinoline

B

1-chloro-3-oxy-isoquinoline

1-chloro-3-oxy-isoquinoline

Conditions
ConditionsYield
With trichlorophosphate at 150 - 170℃; im Rohr;
86-94-2

isoquinoline-1,3-diol

A

7742-73-6

1,3-dichloroisoquinoline

B

1-chloro-3-oxy-isoquinoline

1-chloro-3-oxy-isoquinoline

Conditions
ConditionsYield
at 150 - 170℃;
824-72-6

P,P-dichlorophenylphosphine oxide

isoquinoline-13 (2H4H)-dione

isoquinoline-13 (2H4H)-dione

7742-73-6

1,3-dichloroisoquinoline

Conditions
ConditionsYield
In tetrahydrofuran; water
824-72-6

P,P-dichlorophenylphosphine oxide

4456-77-3

4H-isoquinolin-1,3-dione

7742-73-6

1,3-dichloroisoquinoline

Conditions
ConditionsYield
In tetrahydrofuran; water
In tetrahydrofuran; water
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Specification

The Isoquinoline,1,3-dichloro- is an organic compound with the formula C9H5Cl2N. The IUPAC name of this chemical is 1,3-dichloroisoquinoline and the CAS registry number is 7742-73-6. In addition, the product's categories are Heterocyclic Series; Quinoline & Isoquinoline; Heterocycle Intermediates; Halogenated Heterocycles; Heterocyclic Building Blocks; Isoquinolines; Isoquinolines Building Blocks. Besides, this chemical is white to brown crystalline powder.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.50; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.499; (4)ACD/LogD (pH 7.4): 3.499; (5)ACD/BCF (pH 5.5): 268.453; (6)ACD/BCF (pH 7.4): 268.453; (7)ACD/KOC (pH 5.5): 1906.294; (8)ACD/KOC (pH 7.4): 1906.294; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.661; (13)Molar Refractivity: 51.977 cm3; (14)Molar Volume: 140.674 cm3; (15)Polarizability: 20.605×10-24 cm3; (16)Surface Tension: 51.579 dyne/cm; (17)Enthalpy of Vaporization: 54.841 kJ/mol; (18)Vapour Pressure: 0 mmHg at 25°C; (19)Exact Mass: 196.979905; (20)MonoIsotopic Mass: 196.979905; (21)Topological Polar Surface Area: 12.9; (22)Heavy Atom Count: 12; (23)Complexity: 163.

Uses of Isoquinoline,1,3-dichloro-: It can react with p-tolyl-boronic acid to get 3-chloro-1-(4-tolyl)isoquinoline. This reaction needs reagent CsF, catalytic agent Pd(PPh3)4 and solvent 1,2-dimethoxy-ethane by heating. The reaction time is 6 hours. The yield is 87%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES:c1ccc2c(c1)cc(nc2Cl)Cl
2. InChI:InChI=1/C9H5Cl2N/c10-8-5-6-3-1-2-4-7(6)9(11)12-8/h1-5H 
3. InChIKey:BRGZEQXWZWBPJH-UHFFFAOYAU