Methyl Stearate

HCID 8201CAS 112-61-8

Basic information

Standard SMILES
CCCCCCCCCCCCCCCCCC(=O)OC
InChIKey
HPEUJPJOZXNMSJ-UHFFFAOYSA-N
Molecular formula
C19H38O2
Average molar mass
298.5 g/mol
Monoisotopic mass
298.28718046

Overview

Methyl stearate appears as white crystals or chunky solid. (NTP, 1992)

Names & identifiers

Preferred name
Methyl Stearate
IUPAC
methyl octadecanoate
English name
Methyl stearate
Molecular formula
C19H38O2
Molecular weight
298.5

Names & synonyms

METHYL STEARATE112-61-8Methyl octadecanoateStearic acid methyl esterStearic acid, methyl esterKemester 9718Methyl n-octadecanoateMetholene 2218Kemester 9018Emery 2218n-Octadecanoic acid methyl esterNSC 9418
Show more names
OCTADECANOIC ACID METHYL ESTERMethyl stearate CRSMETHYL N-OCTANDECANOATEemery2218kemester9018kemester9718Methylstearat
EINECS 203-990-4HSDB 2901UNII-8D4NXF3ZH78D4NXF3ZH7BRN 1786213DTXSID2047640AI3-07960NSC-9418

Database identifiers

CAS
112-61-8
PubChem CID
8201
DTXSID
DTXSID2047640
ChEBI
CHEBI:69188
UNII
8D4NXF3ZH7
EC Number
203-990-4
Nikkaji
J1.997F

Properties

Computed structural properties

XLogP
9
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
17
Heavy atoms
21

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Stearates
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710]
CosmeticsEmollient; Skin conditioning
FragrancesFragrance Ingredient (Methyl octadecanoate) -> IFRA transparency List
LogP · 2 items

log Kow= 8.35

8.35

Density · 2 items

0.8498 at 104 °F (NTP, 1992) - Less dense than water; will float

0.8498 @ 40 °C/4 °C

Physicochemical properties

Melting point
37 · 37-41 °C(lit.)
Boiling point
215 °C · 215 °C
Density
0 · 0,84 g/cm3
refractive index
1.4241 · 1.4241 (estimate)
FLAVIS Number
9.651 · 09.651 | Methyl octadecanoate
Flash point
230 °F · >230 °F

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 99.5% (186 of 187) of all reports.

Not Classified

Aggregated GHS information provided per 187 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 5 items

Chemical: Octadecanoic acid, methyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Octadecanoic acid, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octadecanoic acid, methyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 04-12-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/21230

Methyl stearate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Octadecanoic acid, methyl ester: Human health tier I assessment
Fire HazardsThis chemical is combustible. (NTP, 1992)
Fire PotentialCOMBUSTIBLE WHEN EXPOSED TO HEAT OR FLAME ...
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992)
Hazards SummaryAn irritant; [MSDSonline] See STEARATES.

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Fire Fighting Procedures · 2 items

TO FIGHT FIRE, USE CARBON DIOXIDE, DRY CHEMICAL.

WATER OR FOAM MAY CAUSE FROTHING.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Threshold Limit Values (TLV) · 3 items

8 hr Time Weighted Avg (TWA): 10 mg/cu m. /Stearates; does not include stearates of toxic metals/

Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded. /Stearates; does not include stearates of toxic metals/

A4; Not classifiable as a human carcinogen. /Stearates; does not include stearates of toxic metals/

Toxicology

Body BurdenMethyl stearate was detected in thrombogenic coronary plaque in 2 of 2 human aorta samples at 3 and 20 ppb(1).
Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 62,000(SRC), determined from a structure estimation method(2), indicates that methyl stearate is expected to be immobile in soil(SRC). Volatilization of methyl stearate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.016 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Methyl stearate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.36X10-5 mm Hg(4). Methyl stearate is expected to rapidly biodegrade in aerobic soils as suggested by biodegradation in an aqueous biodegradation screening test(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 62,000(SRC), determined from a structure estimation method(2), indicates that methyl stearate is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.016 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Volatilization half-lives for a model river and model lake are 5 and 164 hours, respectively(SRC), using an estimation method(3). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). The volatilization half-life from a model pond is estimated to be about 61 hours ignoring adsorption; when considering maximum adsorption the volatilization half-life increases to 17 months(5). According to a classification scheme(5), a /an estimated BCF of W29(SRC), from a log Kow of 8.35(10) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low. Methyl stearate is expected to rapidly biodegrade in aerobic waters based on screening study results(8). An estimated base-catalyzed second-order hydrolysis rate constant of 0.030 L/mole-sec(9,SRC) corresponds to half-lives of 7.3 years and 266 days at pH values of 7 and 8, respectively(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), methyl stearate, which has a vapor pressure of 1.36X10-5 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase methyl stearate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 18 hours(SRC) from its estimated rate constant of 2.1X10-11 cu cm/molecule-sec at 25 °C(3). Particulate-phase methyl stearate may be removed from the air by wet and dry deposition(SRC).

Food Survey Values · 1 item

Methyl stearate was identified in raw beef samples, concn not provided(1). It was detected as a flavoring constituent of cassava, gari, and farine(2). Methyl stearate was identified as a volatile flavor componenent of clove essential oil(3).

Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc for methyl stearate can be estimated to be about 62,000(SRC). According to a classification scheme(2), this estimated Koc value suggests that methyl stearate is expected to be immobile in soil.

Natural Pollution SourcesMethyl stearate is a component of raw beef(1) and a flavoring constituent of cassava, gari, farine, and clove(2,3).
Atmospheric ConcentrationsURBAN/SUBURBAN: Methyl stearate was qualitatively detected in ambient air particulate samples collected in Upland CA, Lake Charles, LA, Elizabeth, NJ, and Houston, TX, in 1978(1).

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
1
tsca
TSCA listed
rtecs
WI4460000
hs_code
2915 70 50
risk_code
40

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Uses & manufacturing

Uses · 4 items

Found in raw beef and as flavoring component of cassava, gari, farine, and clove; Used to make stearic acid detergents, emulsifiers, wetting agents, stabilizers, resins, and plasticizers; Also used as a lubricant in textile and molding trades and in lipstick, nail varnishes, and ointments; [HSDB]

Molding and Core Making [Category: Foundry]

Intermediate for stearic acid detergents, emulsifiers, wetting agents, stabilizers, resins, lubricants, plasticizers.

LUBRICATING OIL COMPONENT; LUBRICANT IN TEXTILE & MOLDING TRADE; COMPONENT IN LIPSTICK, NAIL VARNISHES, & OINTMENTS; CHEMICAL INTERMEDIATE FOR DETERGENTS & EMULSIFIERS

U.S. Production · 3 items

2023: 1,000,000 - <2,500,000 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesNot Known or Reasonably Ascertainable
Methods of Manufacturing · 2 items

Method of purification: vacuum fraction distillation.

Esterification of stearic acid with methanol or stearin with methanol.

Formulations/PreparationsGrades: Distilled; Pressed; Technical; Pure (99.8+%). Most technical methyl stearate is 55% stearate and 45% methyl palmitate.
Applications · 3 items

UsesMethyl stearate is used as a nonionic surfactant, thereby enhancing the solubility of chemicals by dissociating aggregates and unfolding proteins. It is a fatty acid ester, which is used as an emulsifier and stabilizer.

UsesMethyl Stearate is used as a nonionic surfactant in various experiments in helping solubilize a variety of chemical species by dissociating aggregates and unfolding proteins.

General DescriptionWhite crystals or chunky solid.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]

Additional notes

DefinitionChEBI: A natural product found in Neolitsea daibuensis.

Related reactions

21 records

Linked notes

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