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119-65-3 - Isoquinoline, 97% - B21279 - Alfa Aesar

B21279 Isoquinoline, 97%

CAS Number
119-65-3
Synonyms

Size Price ($) Quantity Availability
100g 58.10
500g 186.00
2500g 591.00
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Isoquinoline, 97%

MDL
MFCD00006898
EINECS
204-341-8

Chemical Properties

Formula
C9H7N
Formula Weight
129.16
Melting point
24-27°
Boiling Point
241-243°
Flash Point
107°(225°F)
Density
1.090
Refractive Index
1.6245
Solubility
Soluble in water (5g/L).

Applications

Isoquinoline is used in the manufacture of dyes, paints, antifungal. It is also used as a solvent for the extraction of resins and terpenes.

Notes

Store away from strong oxidizing agents. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.

Literature References

Maria Chrzanowska.; Maria D. Rozwadowska. Asymmetric Synthesis of Isoquinoline Alkaloids. Chem. Rev. 2004, 104, (7), 3341-3370.

Ryoji. Noyori.; Masako. Ohta.; Yi. Hsiao.; Masato. Kitamura.; Tetsuo. Ohta.; Hidemasa. Takaya. Asymmetric synthesis of isoquinoline alkaloids by homogeneous catalysis. J. Am. Chem. Soc. 1986, 108, (22), 7117-7119.

Reacts with various acid halides in the presence of CN- to give "Reissert compounds" (1-cyano-2-acyl 1,2-dihydro derivatives). For reviews, see: Chem. Rev., 55, 511 (1955); Adv. Het. Chem., 9, 1 (1968); 24, 187 (1979). 1-Alkylisoquinolines can be prepared by alkylation of the Li or Na derivatives of Reissert compounds: Org. Synth. Coll., 4, 641 (1963); 6, 115 (1988). For formation of Reissert compounds from a variety of carbonyl, sulfonyl and phosphoryl halides under milder, phase-transfer conditions, see: Synthesis, 497 (1977). For 'direct' cyanation by a modified Reissert procedure in the presence of tosyl chloride followed by DBU, see: J. Org. Chem., 49, 4056 (1984).

A one-step synthesis of 1-nitroisoquinoline has been reported in which isoquinoline reacts with KNO2 in the presence of acetic anhydride and DMSO. The reaction is considered to be analogous to the Pfitzner-Moffatt oxidation (see Dimethyl­ sulfoxide, A13280): J. Chem. Soc., Perkin 1, 1777 (1996).

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H311-H315-H319

Harmful if swallowed. Toxic in contact with skin. Causes skin irritation. Causes serious eye irritation.

Precautionary Statements: P280-P305+P351+P338-P301+P312a-P321-P405-P501a

Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Specific treatment (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,5222
Beilstein
107549
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2933.49
TSCA
Yes
RTECS
NW6825000

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