3-Methylisoquinoline
- Product Name
- 3-Methylisoquinoline
- CAS No.
- 1125-80-0
- Chemical Name
- 3-Methylisoquinoline
- Synonyms
- 3-METHYLISOQUINOLINE;3-methyl-isoquinolin;ISOQUINOLINE, 3-METHYL-;3-(Bromomethyl)isoquinoline;3-METHYLISOQUINOLINE ISO 9001：2015 REACH
- CBNumber
- CB7289615
- Molecular Formula
- C10H9N
- Formula Weight
- 143.19
- MOL File
- 1125-80-0.mol
3-Methylisoquinoline Property
- Melting point:
- 63-65 °C(lit.)
- Boiling point:
- 251 °C(lit.)
- Density
- 1.0584 (estimate)
- refractive index
- 1.6152 (estimate)
- pka
- 5.66±0.30(Predicted)
- Water Solubility
- 919mg/L(20 ºC)
- CAS DataBase Reference
- 1125-80-0(CAS DataBase Reference)
- NIST Chemistry Reference
- Isoquinoline, 3-methyl-(1125-80-0)
- EPA Substance Registry System
- Isoquinoline, 3-methyl- (1125-80-0)
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.
N-Bromosuccinimide Price
- Product number
- 129895
- Product name
- 3-Methylisoquinoline
- Purity
- 98%
- Packaging
- 1g
- Price
- $26.32
- Updated
- 2024/03/01
- Product number
- M321963
- Product name
- 3-Methylisoquinoline
- Packaging
- 500mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 074749
- Product name
- 3-Methylisoquinoline
- Purity
- 95+%
- Packaging
- 1g
- Price
- $93
- Updated
- 2021/12/16
- Product number
- X9017
- Product name
- 3-methylisoquinoline
- Packaging
- 1g
- Price
- $104
- Updated
- 2021/12/16
- Product number
- 3H32-1-KT
- Product name
- 3-Methylisoquinoline
- Purity
- 98%
- Packaging
- 10g
- Price
- $552
- Updated
- 2021/12/16
3-Methylisoquinoline Chemical Properties,Usage,Production
Description
The metabolites of 3-methylisoquinoline were separated by adsorption and reversed-phase high-performance liquid chromatography (HPLC).
Uses
3-Methylisoquinoline was used to prepare 3-aminoisoquinoline.
Definition
ChEBI: 3-methylisoquinoline is an isoquinoline substituted by a methyl group at position 3. It has a role as a bacterial xenobiotic metabolite.
Preparation
Benzylamine (9.18 mL, 84.0 mmol) and 1,1-dimethoxypropan-2-one (9.95 mL, 84.0 mmol) were added to dichloromethane (350 mL) at room temperature. Sodium triacetoxyborohydride (25 g, 118 mmol) was added to the reaction mixture in one portion. The reaction was stirred at room temperature overnight. The reaction mixture was then diluted with 2.5% sodium bicarbonate (250 mL) and mixed for 30 minutes, becoming biphasic. The organic layer was discarded. The aqueous layer was basified to pH 14 using concentrated sodium hydroxide. The basified aqueous solution was washed three times with ethyl acetate and the organic layers were kept and combined. Then, the resulting solution was washed with 5% sodium chloride solution three times. The organic layers were combined and dried over sodium sulfate. The resulting solution was evaporated to a yellow oil, which was found to be N-benzyl-1,1-dimethoxypropan-2-one. The oil (2.62 g, 12.5 mmol) was added dropwise to chlorosulfonic acid (8.35 mL, 125 mmol) over ice. A few milliliters of dichloromethane was used to rinse the oil from its reaction flask and the oil dissolved in dichloromethane was also added to the chlorosulfonic acid flask over ice. The reaction mixture was placed over boiling water for 5 minutes with a condenser to evaporate the solvent used to rinse the N-benzyl-1,1-dimethoxypropan-2-one out of its previous flask while not letting any water vapor enter the flask before the reaction mixture was fully heated. Then, the reaction mixture was placed in the boiling water for 10 minutes without a condenser to allow methanol, a side-product of the reaction, to evaporate out of the flask and drive the reaction forward. After cooling, the reaction mixture was quenched with ice and then basified to pH 14 with concentrated sodium hydroxide. The mixture was washed with dichloromethane three times. The organic layers were combined and dried using magnesium sulfate. The resulting solution was evaporated to solid 3-methylisoquinoline (average percent yield: 2-5%) and the structure was confirmed with GC-MS and NMR.
Synthesis Reference(s)
Tetrahedron Letters, 26, p. 3959, 1985 DOI: 10.1016/S0040-4039(00)98697-0
Chemical and Pharmaceutical Bulletin, 35, p. 4964, 1987 DOI: 10.1248/cpb.35.4964
3-Methylisoquinoline Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Methylisoquinoline manufacturers
- Product
- 3-METHYLISOQUINOLINE 1125-80-0
- Price
- US $8.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10tons
- Release date
- 2018-12-25