EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

morpholine
tetrahydro-2H-1,4-oxazine

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Name:morpholine
CAS Number: 110-91-8Picture of molecule3D/inchi
Other(deleted CASRN):1357848-50-0
ECHA EINECS - REACH Pre-Reg:203-815-1
FDA UNII: 8B2ZCK305O
Nikkaji Web:J2.453H
Beilstein Number:0102549
MDL:MFCD00005972
XlogP3:-0.90 (est)
Molecular Weight:87.12193000
Formula:C4 H9 N O
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:certain adjuvants and production aids
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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NCBI:Search
FDA Mainterm (SATF):110-91-8 ; MORPHOLINE
FDA Regulation:
FDA PART 173 -- SECONDARY DIRECT FOOD ADDITIVES PERMITTED IN FOOD FOR HUMAN CONSUMPTION
Subpart D--Specific Usage Additives
Sec. 173.310 Boiler water additives.


FDA PART 175 -- INDIRECT FOOD ADDITIVES: ADHESIVES AND COMPONENTS OF COATINGS
Subpart B--Substances for Use Only as Components of Adhesives
Sec. 175.105 Adhesives.


FDA PART 176 -- INDIRECT FOOD ADDITIVES: PAPER AND PAPERBOARD COMPONENTS
Subpart B--Substances for Use Only as Components of Paper and Paperboard
Sec. 176.180 Components of paper and paperboard in contact with dry food.


FDA PART 176 -- INDIRECT FOOD ADDITIVES: PAPER AND PAPERBOARD COMPONENTS
Subpart B--Substances for Use Only as Components of Paper and Paperboard
Sec. 176.210 Defoaming agents used in the manufacture of paper and paperboard.


FDA PART 178 -- INDIRECT FOOD ADDITIVES: ADJUVANTS, PRODUCTION AIDS, AND SANITIZERS
Subpart D--Certain Adjuvants and Production Aids
Sec. 178.3300 Corrosion inhibitors used for steel or tinplate.
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:1.00000 to 1.00400 @ 20.00 °C.
Pounds per Gallon - (est).: 8.331 to 8.364
Refractive Index:1.45200 to 1.45600 @ 20.00 °C.
Boiling Point: 128.00 °C. @ 760.00 mm Hg
Vapor Pressure:10.396000 mmHg @ 25.00 °C. (est)
Flash Point: 96.00 °F. TCC ( 35.56 °C. )
logP (o/w): -0.860
Soluble in:
 water, 1000000 mg/L @ 25 °C (exp)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: buffering agents
not used anymore
 
Suppliers:
AquaChemie
For experimental / research use only.
Morpholine
BASF
Morpholine
Charkit Chemical
MORPHOLINE
Covalent Chemical
Morpholine
ECSA Chemicals
MORPHOLINE
ECSA TRADE THE MOST UPDATED FINANCIAL PUBLICATION ON THE WORLD OF CHEMISTRY
OQEMA
Morpholine
Penta International
MORPHOLINE
Shiva Chemicals and Pharmaceuticals
Morpholine
Sigma-Aldrich: Aldrich
For experimental / research use only.
Morpholine purified by redistillation, ≥99.5%
Silver Fern Chemical
Morpholine
Odor: characteristic
Use: Due to morpholine's chemical stability and similar volatility to water, it makes an excellent corrosion inhibitor for steam boilers and water treatment systems. Morpholine is also used as a common emulsifier used in fruit waxes to protect against fungal and insect contamination. Morpholine can be used as a pH modifier for fossil and nuclear fuels, in rubber accelerants, as a descaling agent, antiseptic, textile printing and dyeing agent, antioxidant, deodorizer, and in medicines and pesticides.
TCI AMERICA
For experimental / research use only.
Morpholine >99.0%(GC)(T)
Wedor Corporation
MORPHOLINE
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 1450 mg/kg
Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 10, Pg. 25, 1968.

oral-guinea pig LDLo 100 mg/kg
GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION
Journal of Industrial Hygiene and Toxicology. Vol. 21, Pg. 236, 1939.

oral-mammal (species unspecified) LD50 1220 mg/kg
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 90, 1975.

intraperitoneal-mouse LD50 413 mg/kg
Cancer Vol. 2, Pg. 1055, 1949.

oral-mouse LD50 525 mg/kg
BEHAVIORAL: SLEEP BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Biomedica Biochimica Acta. Vol. 44, Pg. 795, 1985.

oral-rat LD50 1450 mg/kg
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 10, Pg. 25, 1968.

unreported-rat LDLo 1600 mg/kg
"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 662, 1969.

Dermal Toxicity:
skin-rabbit LD50 500 ul/kg
AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.

subcutaneous-mouse LD50 458 mg/kg
United States Patent Document. Vol. #4576951

Inhalation Toxicity:
inhalation-rat LC50 8000 ppm/8H
Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 85, 1974.

inhalation-mammal (species unspecified) LC50 12000 mg/m3
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 90, 1975.

inhalation-mouse LC50 1320 mg/m3/2H
BEHAVIORAL: ATAXIA SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 8, Pg. 60, 1966.

 
Safety in Use Information:
Category:
certain adjuvants and production aids
Recommendation for morpholine usage levels up to:
 not for fragrance use.
 
Recommendation for morpholine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
NIOSH International Chemical Safety Cards:search
NIOSH Pocket Guide:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA Substance Registry Services (TSCA):110-91-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8083
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
morpholine
Chemidplus:0000110918
EPA/NOAA CAMEO:hazardous materials
RTECS:110-91-8
 
References:
 morpholine
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:110-91-8
Pubchem (cid):8083
Pubchem (sid):134974705
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
FDA Indirect Additives used in Food Contact Substances:View
CHEBI:View
CHEMBL:View
UM BBD:Search
KEGG (GenomeNet):C14452
HMDB (The Human Metabolome Database):HMDB31581
FooDB:FDB008207
Export Tariff Code:2934.99.9000
FDA Listing of Food Additive Status:View
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
the compound is marketed under the name of "morpholine". it is distributed as an anhydrous liquid and as 40% and 88% solutions with water.
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
1-oxa-4-azacyclohexane
 diethylene imidoxide
 diethylene oximide
 diethyleneimide oxide
 diethylenimide oxide
4-oxazine; tetrahydro-p-oxazine
 tetrahydro-1,4-isoxazine
 tetrahydro-1,4-oxazine
 tetrahydro-2H-1,4-oxazine
 tetrahydro-p-oxazine
 tetrahydro-para-oxazine
 

Articles:

PubMed:Novel dispersive micro-solid-phase extraction combined with ultrahigh-performance liquid chromatography-high-resolution mass spectrometry to determine morpholine residues in citrus and apples.
PubMed:Effect of granule organisation on the behaviour of starches in the NMMO (N-methyl morpholine N-oxide) solvent system.
PubMed:Development and validation of a standardized method for the determination of morpholine residues in fruit commodities by liquid chromatography-mass spectrometry.
PubMed:Evaluation of volatile metabolites as markers in Lycopersicon esculentum L. cultivars discrimination by multivariate analysis of headspace solid phase microextraction and mass spectrometry data.
PubMed:Two 6-(propan-2-yl)-4-methyl-morpholine-2,5-diones as new non-purine xanthine oxidase inhibitors and anti-inflammatory agents.
PubMed:6-(Propan-2-yl)-3-methyl-morpholine-2,5-dione, a novel cyclodidepsipeptide with modulatory effect on rat thymocytes.
PubMed:Stimulatory effect on rat thymocytes proliferation and antimicrobial activity of two 6-(propan-2-yl)-4-methyl-morpholine-2,5-diones.
PubMed:4-[(2'-Cyano-biphen-yl-4-yl)meth-yl]morpholin-4-ium tetra-fluoridoborate.
PubMed:Gas chromatography-mass spectrometry assessment of amines in Port wine and grape juice after fast chloroformate extraction/derivatization.
PubMed:Solvent effects on starch dissolution and gelatinization.
PubMed:Connections between structure and performance of four cationic copolymers used as physically adsorbed coatings in capillary electrophoresis.
PubMed:Selective hydrolysis of the 3,6-anhydrogalacotosidic linkage in red algal galactan: a combination of reductive acid hydrolysis and anhydrous mercaptolysis.
PubMed:Risk assessment of domestic and industrial effluents unloaded into a freshwater environment.
PubMed:Cytotoxic and genotoxic effects of some substituted tetrazolo[1,5-c]quinazolines.
PubMed:Final report on the safety assessment of Cetethyl Morpholinium Ethosulfate.
PubMed:Shellac formulations to reduce epiphytic survival of coliform bacteria on citrus fruit postharvest.
PubMed:[Teratogenicity study of morpholine salts of fatty acids (oleic acid, 50% water solution) in rats by oral administration].
PubMed:Gas chromatographic-mass spectrometric method for the analysis of dimethomorph fungicide in dried hops.
PubMed:In vitro inhibition studies of phytoene desaturase by bleaching ketomorpholine derivatives.
PubMed:Chemopreventive effects of S-methylcysteine on rat hepatocarcinogenesis induced by concurrent administration of sodium nitrite and morpholine.
PubMed:Carcinogenicity of methylurea or morpholine in combination with sodium nitrite in rat multi-organ carcinogenesis bioassay.
PubMed:Potential nitrosamine formation and its prevention during biological denitrification of red beet juice.
PubMed:Dietary secondary amines and liver hepatoma in Port Harcourt, Nigeria.
PubMed:Comparison of the therapeutic effects of a new arotinoid, Ro 40-8757, and all-trans- and 13-cis-retinoic acids on rat breast cancer.
PubMed:Inhibitory effect of diet related sulphydryl compounds on the formation of carcinogenic nitrosamines.
PubMed:Macrophages produce nitrite, nitrate and nitrosamines after addition of catalase.
PubMed:The formation, disposition, and hepatic metabolism of dimethylnitrosamine in the pig.
PubMed:[The effect of lysine-enriched bread on the formation of N-nitrosamines from their precursors in the stomach of dogs].
PubMed:Mutagenicity of N-nitrosomorpholine biosynthesized from morpholine in the presence of nitrate and its inhibition by ascorbic acid.
PubMed:Antiarrhythmic activity of the local anaesthetic fomocaine and some of its analogues.
PubMed:Effects of lysosomotropic detergents on the human malarial parasite Plasmodium falciparum in in vitro culture.
PubMed:[Assessment of the degree of carcinogenicity of small doses of nitrites].
PubMed:Combined chronic toxicity and carcinogenicity studies of morpholine oleic acid salt in B6C3F1 mice.
PubMed:Determination of volatile nitrosamines in cheese and cured meat products. Model study of a temperature- and pH-dependent artefact formation phenomenon in alkaline medium.
PubMed:Nitrate as a precursor of the in-vivo formation of N-nitrosomorpholine in the stomach of guinea-pigs.
PubMed:Effects of phenol and 2,6-dimethoxyphenol (syringol) on in vivo formation of N-nitrosomorpholine in rats.
PubMed:Analysis of the genotoxic activity of four N-nitroso compounds by the Drosophila mosaic test.
PubMed:Tissue specificity of N-nitrosomorpholine metabolism in Sprague-Dawley rats.
PubMed:[Mutagenicity of food additive morpholine (fatty acid salt)].
PubMed:Nitrosating properties of bis-methylthio-diiron-tetranitrosyl (Roussin's red methyl ester), a nitroso compound isolated from pickled vegetables consumed in northern China.
PubMed:No volatile N-nitrosamines detected in blood and urine from patients ingesting daily large amounts of ammonium nitrate.
PubMed:Mutagenicity of pyrolysates from guanidine, ureide, secondary amines and polyamines found by the Salmonella/mammalian-microsome test.
PubMed:Inhibition by an antioxidant of the carcinogenic effect of nitrosomorpholine formed in vivo.
PubMed:Discriminative stimulus properties of phencyclidine and five analogues in the squirrel monkey.
PubMed:The sequential determination of nitrite, N-nitroso compounds and nitrate and its application.
PubMed:Significance of in vivo formation of N-nitroso compounds.
PubMed:Effect of sodium ascorbate on tumor induction in rats treated with morpholine and sodium nitrite, and with nitrosomorpholine.
PubMed:Dose-response study of the carcinogenicity of dietary sodium nitrite and morpholine in rats and hamsters.
PubMed:Induction of mouse lung adenomas by amines or ureas plus nitrite and by N-nitroso compounds: effect of ascorbate, gallic acid, thiocyanate, and caffeine.
PubMed:Factors influencing the rate of formation of nitrosomorpholine from morpholine and nitrite. II. Rate enhancement in frozen solution.
PubMed:Induction of liver and lung tumours in rats by the simultaneous administration of sodium nitrite and morpholine.
PubMed:Factors influencing the rate of formation of nitrosomorpholine from morpholine and nitrite: acceleration by thiocyanate and other anions.
 
Notes:
Permitted (FDA) in edible coatings for fruit and vegetables. Food contaminant arising from its use as a boiler water additive Morpholine is a common additive, in ppm concentrations, for pH adjustment in both fossil fuel and nuclear power plant steam systems. Morpholine is used because its volatility is about the same as water, so once it is added to the water, its concentration becomes distributed rather evenly in both the water and steam phases. Its pH adjusting qualities then become distributed throughout the steam plant to provide corrosion protection. Morpholine is often used in conjunction with low concentrations of hydrazine or ammonia to provide a comprehensive all-volatile treatment chemistry for corrosion protection for the steam systems of such plants. Morpholine decomposes reasonably slowly in the absence of oxygen even at the high temperatures and pressures in these steam systems.; Morpholine is an organic chemical compound having the chemical formula O(CH2CH2)2NH. This heterocycle, pictured at right, features both amine and ether functional groups. Because of the amine, morpholine is a base; its conjugate acid is called morpholinium. For example, when morpholine is neutralized by hydrochloric acid, one obtains the salt morpholinium chloride.; Morpholine is widely used in organic synthesis. For example, it is a building block in the preparation of the antibiotic linezolid and the anticancer agent gefitinib (Iressa).
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