- Product Name:
- 1 Methyl Napthalene
- FEMA 3193
- Product Categories:
- Bioactive Small Molecules
- Building Blocks
- Alpha Sort
- Chemical Class
- Cell Biology
- Chemical Synthesis
- META - METHAnalytical Standards
- NaphthalenesChemical Class
- Volatiles/ Semivolatiles
- Alphabetical Listings
- Flavors and Fragrances
- Building Blocks
- Organic Building Blocks
- Organic Building Blocks
- Mol File:
1-Methylnaphthalene Chemical Properties
- Melting point:
- −22 °C(lit.)
- Boiling point:
- 240-243 °C(lit.)
- 1.001 g/mL at 25 °C(lit.)
- vapor pressure
- 2 hPa (25 °C)
- 3193 | 1-METHYLNAPHTHALENE
- refractive index
- n20/D 1.615(lit.)
- Flash point:
- 180 °F
- storage temp.
- Store below +30°C.
- 37(at 25℃)
- Clear colorless to yellow
- explosive limit
- Water Solubility
- 0.026 g/L (25 ºC)
- JECFA Number
- Exposure limits
- ACGIH: TWA 0.5 ppm (Skin)
- Stable. Combustible. Incompatible with strong oxidizing agents, oxygen.
- CAS DataBase Reference
- 90-12-0(CAS DataBase Reference)
- NIST Chemistry Reference
- Naphthalene, 1-methyl-(90-12-0)
- EPA Substance Registry System
- 1-Methylnaphthalene (90-12-0)
- Hazard Codes
- Risk Statements
- Safety Statements
- UN 3082 9/PG 3
- WGK Germany
- Autoignition Temperature
- 984 °F
- HS Code
- Hazardous Substances Data
- 90-12-0(Hazardous Substances Data)
- LD50 orally in Rabbit: 1840 mg/kg
1-Methylnaphthalene Usage And Synthesis
1-methylnaphthalene is a methylnaphthalene carrying a methyl substituent at position. It is a polycyclic aromatic hydrocarbon (PAH). It is present in cigarette smoke, wood smoke, tar, asphalt, and at some hazardous waste sites. The main use of 1-methylnaphthalene is as a raw material for naphthoic acid, fluorescent whitening agents, and surfactants. It is also used as a raw material for dyestuff dispersants and heat transfer oils, and as a solvent for agricultural chemical.
1-methylnaphthalene is a colorless, bluefluorescing liquid with an earthy, phenolic odor. Insoluble in water; soluble in alcoholand ether. Denser than water. Combustible. Derived from coal tar and used in organic synthesis. It has a role as a carcinogenic agent and a plant metabolite.
Reported found in apple, grape, peach, strawberry, onion, peas, bell pepper, Gruyere and parmesan cheese, milk, white wine, cocoa, coffee, tea, filberts, peanuts, oats, soybeans, Japanese plum, beans, starfruit, trassi, tamarind, rice, buckwheat, wild rice, endive, nectarine, lamb’s lettuce, okra, crayfish, rooibus tea (Aspalathus linearis), capsicum peppers and milk products. Methylnaphthalene was identified as a volatile component of cassava, roasted filberts and nectarines. Assorted types of lima, pinto, red kidney, black, navy and mung beans, soybeans, split peas and lentils were found to contain 1-methylnaphthalene at concentrations ranging from 2.8 to 49.2 ppb.
The main uses of methylnaphthalene are as a raw material for dyestuff dispersants and heat transfer oils, and as a solvent for agricultural chemical. It is used in insecticide manufacturing; manufacture of phthalic anhydride; solvent in organic synthesis; asphalt and naptha constituent. It is also used as a test substance for the determination of the cetane number of diesel fuels. Further, it is employed in the preparation of 1-methylnaphthalene-d10 using deuterium oxide, sodium deuteroxide.
1-Methylnaphthale is a colorless liquid or oil. It can be used in:
The synthesis of various polycyclic aromatic hydrocarbons (PAHs), including naphtho[a]carbazoles and naphthopyrones.
The preparation of 1-methylnaphthalene based tocainide analog as skeletal muscle voltage-gated sodium channel blocker.
The synthesis of aminobenzoyl-2-hydroxy-1-naphthyl hydrazine, a potential HIV reverse-transcriptase-DNA-polymerase inhibitor(RTI).
ChEBI: 1-methylnaphthalene is a methylnaphthalene carrying a methyl substituent at position 1. It has a role as a carcinogenic agent and a plant metabolite.
1-Methylnaphthalene is generally obtained from coal tar and petroleum oils. It is present in high-temperature coal tar in a concentration of 0.5% and is produced industrially from the methylnaphthalene fraction, which boils between 240 and 245 °C, by redistillation of the 2-methylnaphthalene filtrate following crystallization and separation of 2-methylnaphthalene.
Aroma threshold values
Detection: 7.5 to 20 ppb.
Taste threshold values
Taste characteristics at 1 ppm: naphthyl-like with a medicinal nuance.
Journal of the American Chemical Society, 65, p. 295, 1943 DOI: 10.1021/ja01242a503
The Journal of Organic Chemistry, 53, p. 4466, 1988 DOI: 10.1021/jo00254a009
Tetrahedron Letters, 29, p. 97, 1988 DOI: 10.1016/0040-4039(88)80026-1
1-methylnaphthalene is a colorless liquid. Freezing point -22 °C (7.6 °F). Boiling point 240-243 °C (464-469 °F). Flash point 82 °C (180 °F). Denser than water. Derived from coal tar and used in organic synthesis.
Air & Water Reactions
Insoluble in water.
1-Methylnaphthalene is sensitive to heat. Reacts with strong oxidizing agents. Incompatible with oxygen and peroxides .
Moderate fire risk. Lower respiratory tractirritant and lung damage. Questionable carcinogen.
Harmful if inhaled. Liquid causes irritation of the eyes and skin and skin photosensitization. Harmful if swallowed. Chronic exposure may cause liver or kidney damage.
1-Methylnaphthalene is combustible.
The carcinogenic potential of 1- and 2-methyl was investigated in B6C3F1 mice. Female and male mice were given methylnaphthalene in their diets for 81 weeks. The results indicated that 1-methyl was a possible weak carcinogen in the lung of male but not female mice whereas 2-methyl did not possess unequivocal carcinogenic potential in these mice.
Dry 1-methylnaphthalene for several days with CaCl2 or by prolonged refluxing with BaO. Fractionally distil it through a glass helices-packed column from sodium. Purify it further by solution in MeOH and precipitation of its picrate complex by adding to a saturated solution of picric acid in MeOH. The picrate, after crystallisation to constant melting point (m 140-141o) from MeOH, is dissolved in *benzene and extracted with aqueous 10% LiOH until the extract is colourless. Evaporation of the *benzene solution under vacuum gives 1-methylnaphthalene [Kloetzel & Herzog J Am Chem Soc 72 1991 1950]. However, neither the picrate nor the styphnate complexes satisfactorily separate 1-and 2-methylnaphthalenes. To achieve this, 2-methylnaphthalene (10.7g) in 95% EtOH (50mL) has been precipitated with 1,3,5-trinitrobenzene (7.8g) and this complex has been crystallised from MeOH to m 153-153.5o (m of the 2-methyl isomer is 124o). [Alternatively, 2,4,7-trinitrofluorenone in hot glacial acetic acid could be used, and the derivative (m 163-164o) is recrystallised from glacial acetic acid]. The 1-methylnaphthalene is regenerated by passing a soution of the complex in dry *benzene through a 15-in column of activated alumina and washing with *benzene/pet ether (b 35-60o) until the coloured band of the nitro compound had moved down near the end of the column. The complex can also be decomposed using tin and acetic-hydrochloric acids, followed by extraction with diethyl ether and *benzene; the extracts are washed successively with dilute HCl, strongly alkaline sodium hypophosphite, water, dilute HCl and water. [Soffer & Stewart J Am Chem Soc 74 567 1952.] It can be freed from anthracene by zone melting [Beilstein 5 IV 1687.]
1-Methylnaphthalene Preparation Products And Raw materials
- 0571-28950939 13336170678
- 010-82848833 400-666-7788
- 021-58432009 400-005-6266
- Methylnaphthalene, 2-,2-METHYLNAPHTHALENE (SS-),2-Methylnaphthalene, 95-97%,2-methylnaphthalene solution
- 1-Chloro-5-isoquinolinesulfonic Acid
- Fasudil Impurity 13
- Fasudil Impurity 8
- HYDROXYFASUDIL MONOHYDROCHLORIDE
- 1-(p-Toluenesulfonyl)hoMopiperazine, 95%
- Fasudil IMpurity 3
- 2-METHYLQUINOLINE-6-SULFONIC ACID
- Fasudil Impurity
- quinoline-5-sulphonic acid
- Fasudil Impurity 6
- 5-Quinolinesulfonic acid, 2-methyl-
- Fasudil diMer