ChemicalBook--->CAS DataBase List--->109-02-4

109-02-4

109-02-4 Structure

109-02-4 Structure
IdentificationMore
[Name]

4-Methylmorpholine
[CAS]

109-02-4
[Synonyms]

4-METHYL-1-OXA-4-AZACYCLOHEXANE
4-METHYLMORPHOLINE
AKOS 89985
LUPRAGEN(R) N 105
N-Methyl morphofine
N-METHYLMORPHOLINE
NMM
1-Methylmorpholine
4-Methylmorfolin
4-methyl-morpholin
Methylmorpholine
Morpholine, N-methyl-
Morpholine,4-methyl-
n-methyl-morpholin
p-Methyl morpholine
Texacat NMM
4-METHYLMORPHOLINE, FOR PROTEIN SEQUENCE ANALYSIS
4-METHYLMORPHOLINE, REDISTILLED, 99.5+%
4-METHYLMORPHOLINE REAGENTPLUS(TM) 9&
4-METHYLMORPHOLINE, REAGENTPLUS, 99%
[EINECS(EC#)]

203-640-0
[Molecular Formula]

C5H11NO
[MDL Number]

MFCD00006175
[Molecular Weight]

101.15
[MOL File]

109-02-4.mol
Chemical PropertiesBack Directory
[Appearance]

clear liquid
[Melting point ]

−66 °C(lit.)
[Boiling point ]

115-116 °C750 mm Hg(lit.)
[density ]

0.92 g/mL at 25 °C(lit.)
[vapor density ]

>1 (vs air)
[vapor pressure ]

18 mm Hg ( 20 °C)
[refractive index ]

n20/D 1.435(lit.)
[Fp ]

75 °F
[storage temp. ]

Store at RT.
[solubility ]

Chloroform (Soluble), Ethyl Acetate, Methanol (Slightly)
[form ]

Liquid
[pka]

7.38(at 25℃)
[color ]

Clear
[Specific Gravity]

0.920 (20/4℃)
[PH]

10.6 (50g/l, H2O, 20℃)
[explosive limit]

2.1%(V)
[Water Solubility ]

>500 g/L (20 ºC)
[Detection Methods]

GC,NMR
[Merck ]

14,6277
[BRN ]

102719
[Henry's Law Constant]

5.0×100 mol/(m3Pa) at 25℃, Du et al. (2017)
[Stability:]

Volatile
[InChI]

1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3
[InChIKey]

SJRJJKPEHAURKC-UHFFFAOYSA-N
[SMILES]

CN1CCOCC1
[LogP]

-0.32 at 25℃
[Uses]

Catalyst in polyurethane foams, extraction sol-vent, stabilizing agent for chlorinated hydrocar-bons, self-polishing waxes, oil emulsions, corrosioninhibitors, pharmaceuticals.
[CAS DataBase Reference]

109-02-4(CAS DataBase Reference)
[NIST Chemistry Reference]

Morpholine, 4-methyl-(109-02-4)
[EPA Substance Registry System]

109-02-4(EPA Substance)
[Absorption]

cut-off at 290nm
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Corrosion (GHS05)Exclamation Mark (GHS07)
GHS02,GHS05,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H302-H314
[Precautionary statements ]

P210-P280-P301+P312+P330-P303+P361+P353-P305+P351+P338+P310
[Hazard Codes ]

F,C
[Risk Statements ]

R11:Highly Flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R34:Causes burns.
R10:Flammable.
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S25:Avoid contact with eyes .
[RIDADR ]

UN 2535 3/PG 2
[WGK Germany ]

1
[RTECS ]

QE5775000
[F ]

10-23
[Autoignition Temperature]

165 °C DIN 51794
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

3
[PackingGroup ]

II
[HS Code ]

29349990
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 2
Skin Corr. 1B
[Safety Profile]

Moderately toxic by ingestion and skin contact. Mildly toxic by inhalation. An irritant to skin, eyes, and mucous membranes. Flammable when exposed to heat or flame, can react vigorously with oxidizing materials. When heated to decomposition it emits toxic fumes of NOx.
[Toxicity]

LD50 orally in Rabbit: 1960 mg/kg LD50 dermal Rabbit 1240 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ammonia-->Formaldehyde-->Formic acid-->Methylamine-->Morpholine-->Diethylene glycol-->Glyoxylic acid-->2,2'-Dichlorodiethyl ether-->Ethanamine, N,N-dimethyl-2-[2-(methylamino)ethoxy]- -->4-Formylmorpholine-->4-Methylmorpholine N-oxide-->2-[2-(Dimethylamino)ethoxy]ethanol-->N-Methyldiethanolamine
[Preparation Products]

1-Boc-4-(aminomethyl)piperidine-->3-Aminomethyl-1-N-Boc-piperidine-->3-Amino-5-fluoropyridine-->Azasetron hydrochloride-->Zafirlukast-->Cefpiramide acid-->Tenidap-->4-Methylmorpholine N-oxide monohydrate-->Fosinopril-->4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl morpholinium chloride-->Benazepril-->Alacepril-->1-Hydroxybenzotriazole hydrate
Hazard InformationBack Directory
[General Description]

A water-white liquid with an ammonia-like odor. Less dense than water and insoluble in water. Flash point 75°F. May be moderately toxic by ingestion, inhalation and skin absorption. Very irritating to skin, eyes, and mucous membranes. Used as a solvent and to make pharmaceuticals.
[Reactivity Profile]

Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
[Air & Water Reactions]

Highly flammable. Insoluble in water.
[Hazard]

Flammable, dangerous fire risk. Skin irri-tant.
[Health Hazard]

May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
[Fire Hazard]

Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
[Chemical Properties]

clear liquid
[Preparation]

4-Methylmorpholine preparation method is to slowly add formaldehyde in morpholine drop by drop, under stirring add formic acid reaction, automatic reflux, and release carbon dioxide. After adding formic acid, heating reflux 4 ~ 5h, cooling and adding sodium hydroxide immediately distillation, collect all the fraction before the boiling point of 99 ℃, and then add sodium hydroxide in the fraction to saturation, cooling the oil layer, drying, fractional distillation, to obtain N-methylmorpholine.
[Synthesis Reference(s)]

Tetrahedron Letters, 36, p. 4881, 1995 DOI: 10.1016/0040-4039(95)00875-D
[Flammability and Explosibility]

Flammable
[Purification Methods]

Dry it by refluxing with BaO or sodium, then fractionally distil it through a helices-packed column. The picrate has m 227o, the thiocyanate salt has m 103o (from butanone). [Hall J Phys Chem 60 63 1956, Beilstein 27 I 203, 27 III/IV 22.]
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-Methyl-1-oxa-4-azacyclohexane(109-02-4).msds
Spectrum DetailBack Directory
[Spectrum Detail]

4-Methylmorpholine(109-02-4)MS
4-Methylmorpholine(109-02-4)1HNMR
4-Methylmorpholine(109-02-4)13CNMR
4-Methylmorpholine(109-02-4)IR1
4-Methylmorpholine(109-02-4)IR2
4-Methylmorpholine(109-02-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

N-Methylmorpholine, 99%(109-02-4)
[Alfa Aesar]

4-Methylmorpholine, 99%(109-02-4)
[Sigma Aldrich]

109-02-4(sigmaaldrich)
[TCI AMERICA]

4-Methylmorpholine,>99.0%(GC)(109-02-4)
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