PRODUCTS

DIMETHYL SEBACATE

CAS NO:106-79-6
EC NO:203-431-4

SYNONYMS:
DIMETHYL SEBACATE; Dimethyl decanedioate; 106-79-6; Sebacic acid dimethyl ester; Decanedioic acid, dimethyl ester; Methyl sebacate; Sebacic acid, dimethyl ester; Dimethyl octane-1,8-dicarboxylate; Decanedioic Acid Dimethyl Ester; UNII-G87745M355; MFCD00008472; Decanedioic acid, 1,10-dimethyl ester; G87745M355; dimethyl decane-1,10-dioate; NSC 9415; EINECS 203-431-4; AI3-00662; Dimethyl sebacate, 99%; DSSTox_CID_6740; ACMC-2098mb; EC 203-431-4; Dimethyl sebacate, >=95%; DSSTox_RID_78206; DSSTox_GSID_26740; SCHEMBL35275; CHEMBL3186083; DTXSID1026740; NSC9415; ACN-S002413; NSC-9415; ZINC1699974; Tox21_200178; ANW-15441; BBL009825; SBB060773; Sebacic acid, dimethyl ester (8CI); STK018255; Dimethyl sebacate, analytical standard; AKOS005378294; MCULE-8633671524; NCGC00248552-01; NCGC00257732-01; CAS-106-79-6; I811; 1,8-Octanedicarboxylic Acid Dimethyl Ester; FT-0653197; S0027; ST50307409; 1,8-Octanedicarboxylic acid, bis-methyl ester; J-001650

DMS can be used in the synthesis of decanedihydrazide which can be used as a precursor for isocyanates for the synthesis of thermoplastic polyurethanes.Transesterification of DMS with 2-ethylhexanol can be used to synthesize bis(2-ethylhexyl)sebacate for further use in petroleum based lubricants.Dimethyl sebacate (DMS) is a plasticizer that can be synthesized by esterification of sebacic acid.Dimethyl Sebacate can be used as an intermediate to produce light stabilizers. It can also be employed as a plasticizer, softening agent and solvent for cellulosic resins, synthetic resins and rubbers.The invention belongs to the field of chemical product preparation and particularly relates to a preparation method for dimethyl sebacate. A production method for the dimethyl sebacate comprises the following steps of esterification reaction and rectification process and has the concrete steps that: sebacic acid is mixed with methanol, then, solid catalysts are added, the esterification reaction is carried out, and then, products are purified through a rectification process. The method has the beneficial effect that the consumption mol ratio of the sebacic acid to the methanol is 1/0.9 to 1.2. Compared with the prior art, the method has the advantages that the consumption of the methanol is greatly saved, about 3 percent of the cost is saved, the solid acid is used as catalysts, the reaction efficiency is greatly improved, in addition, compared with the prior art adopting concentrated sulfuric acid as catalysts, the method has the advantage that the solid catalysts adopted by the method can be cyclically utilized, and compared with the method adopting liquid catalysts, the method has the advantage that about 5 percent of the cost is saved.The invention belongs to the Chemicals preparation field, be specifically related to a kind of method of dimethyl sebacate preparation.The method that prepare at present dimethyl sebacate mainly is that sebacic acid and methyl alcohol are mixed with certain proportion, under the effect of catalyzer, treat that sebacic acid dissolves fully after, carry out esterification, treat that temperature reduces to after the solution formation separation surface, isolate water; And then add sebacic acid and carry out second with methyl alcohol and go on foot the esterification esterification, in above esterification, the general catalyzer that uses is the vitriol oil; With liquid as catalyzer; Can't reclaim, not only cost is higher, and operator also have certain danger when work.
CN1025916C discloses a kind of preparation method of dimethyl sebacate; This method be with sebacic acid, methyl alcohol is thick is raw material, is catalyzer with the vitriol oil, in the esterification dehydration of following minute three step of the condition of heating, dealcoholysis; Through washing, neutralization, washing, underpressure distillation, make dimethyl sebacate again.This method adopts three step esterifications, and its step is more numerous and diverse, and the amount ratio of methyl alcohol is bigger, and the amount ratio that sebacic acid and methyl alcohol are thick is 1:2-3, and in real reaction, the amount of methyl alcohol is excessive, so the cost of this method generation dimethyl sebacate is higher; In addition, its catalyzer that uses is the vitriol oil, and cost is higher, and the staff operates and also has certain danger.In addition, adopt the vitriol oil to make catalyzer, the product color that obtains is bad, while vitriol oil corrosive equipment, and produce a large amount of acid waste liquid contaminate environment.In order to solve above-mentioned technical problem, the invention provides a kind of method of dimethyl sebacate preparation, this method adopts solid catalyst, compares with the liquid catalyst that adopts before, has not only shortened the reaction times, has also practiced thrift cost.Dimethyl Sebacate (DMSEB) is a widely used chemical intermediate and building block for several chemical production processes. It is a main intermediate for the synthesis of light stabilizers and also used directly as plasticizer for various polymer applications.DMS is a white crystal below 26°C and a colorless o ily liquid above 26°C.Dimethyl sebacate (DBS). Acts as a plasticizer. It is oily, colorless and transparent liquid. Is compatible with benzyl cellulose, cellulose acetate, cellulose acetobutyrate, cellulose acetopropionate, chlorinated rubber, ethyl cellulose, polystyrene, polyvinyl butyral and vinyl chloride-vinyl, acetate copolymers.Dimethyl sebacate Is used as a plasticizer and solvent for resins and rubbers. It is used as an intermedite to produce other organic compounds including UV stabilizers, pharmaceutical and colorants.There are almost infinite esters obtained from thousands of potential starting materials. Esters are formed by removal of water from an acid and an alcohol, e.g., carboxylic acid esters, phosphoric acid esters, and sulfonic acid esters. Carboxylic acid esters are used as in a variety of direct and indirect applications. Lower chain esters are used as flavouring base materials, plasticizers, solvent carriers and coupling agents. Higher chain compounds are used as components in metalworking fluids, surfactants, lubricants, detergents, oiling agents, emulsifiers, wetting agents textile treatments and emollients, They are also used as intermediates for the manufacture of a variety of target compounds. The almost infinite esters provide a wide range of viscosity, specific gravity, vapor pressure, boiling point, and other physical and chemical properties for the proper application selections.Dimethyl sebacate (DMS) is used as a plasticizer, softening agent, solvent for cellulosic resin, polyethylene resin and synthetic rubber and especially as a major raw material to produce Light Stabilizers such as UV-770, UV-765 and UV-123.Dimethyl Sebacate (DMS) is a plasticizer for nitrocellulose, rubber, and vinyl resins. Dimethyl sebacate is a large component used in the production of light stabilizers.Typically, Dimethyl Sebacate is used in Hindered Amines Light Stabilizers (HALS), which are considered the best performing light stabilizers on the market today. Dimethyl sebacate can also be used as a solvent for resins and rubbers. Along with these uses, Dimethyl Sebacate is also used as a paint additive.Dimethyl Sebacate (DMS) is a dimethyl ester of sebacic acid. Oleris® DMS has a vegetal origin since it is processed from castor oil.Dibasic acid ester; good solubility and penetration; light feel; penetrating agent for topical drugforms. Dimethyl sebacate (DMS) is an organic compound with the formula C12H22O4. It can be used in the synthesis of decanedihydrazide which can be used as a precursor for isocyanates for the synthesis of thermoplastic polyurethanes. According to Gen Consulting Company, global dimethyl sebacate market is projected to grow at a CAGR of 5.1% during the forecast period 2021-2027.DMS, a colorless and transparent oil, is compatible with benzyl cellulose,cellulose aclate, cellulose acetobutyrate, cellulose acetopropionate, chlorinated rubber, ethyl cellulose, polystyrene, polyvinyl butyral and vinyl plasticizer, softening agent and solvent for cellulose resin, polyethylene resin and synthetic rubber.Dimethyl Sebacate (DMS) is a plasticizer for nitrocellulose, rubber, and vinyl resins. Dimethyl sebacate is a large component used in the production of light stabilizers.Typically, Dimethyl Sebacate is used in Hindered Amines Light Stabilizers (HALS), which are considered the best performing light stabilizers on the market today. Dimethyl sebacate can also be used as a solvent for resins and rubbers. Along with these uses, Dimethyl Sebacate is also used as a paint additive.Dimethyl Sebacate uses and applications include: Solvent, plasticizer, softener for cellulosic resins, nitrocellulose, vinyl resins, PE, synthetic rubber; intermediate; raw material for manufacturing of light stabilizers.Suggested storage of Dimethyl Sebacate: Store in cool, dry place; keep tightly closed.Diethyl Sebacate is a derivative of Dibutyl Sebacate, a dibutyl ester of Sebacic Acid. Diethyl Sebacate similarly is used in plastics manufacturing and engineering, as well as drug delivery procedures through the use of biodegradable encapsulations.It can be used as a plasticizer, softener and solvent for cellulose resin, vinyl resin and synthetic rubber. It is widely used as the main raw material for producing light stabilizers UV-770, UV-750, UV-123, etc. Solvents and plasticizers for metals and vinyl resins.Used as an intermediate in organic synthesis.

Melting point:29-31 °C(lit.)
Boiling point:158 °C10 mm Hg(lit.)
Density 0.988 g/mL at 25 °C(lit.)
refractive index 1.4355 (estimate)
Flash point:293 °F
Water Solubility Insoluble in water.
BRN 1785523
Stability:Stable. Incompatible with oxidizing agents, bases. Combustible.
CAS DataBase Reference106-79-6(CAS DataBase Reference)
Indirect Additives used in Food Contact SubstancesDIMETHYL SEBACATE
FDA UNIIG87745M355
NIST Chemistry ReferenceDecanedioic acid, dimethyl ester(106-79-6)

Industries
Plastics , Other Industries , Chemical Manufacturing , Lab Material
Applications
Plasticizers , Organic Intermediates
Substance details
IUPAC name
1,10-dimethyl decanedioate
Molecular formula
C12H22O4
Molar Weight [g/mol]
230.301

Dimethyl Sebacate (DMS) is widely used as a synthesis intermediate to produce HALS (Hindered Amines Light Stabilizer) which are light stabilizers additives:

HALS are used in plastics and coatings to protect surfaces and pigments against photo degradation by deactivation of free radicals.
HALS enable to avoid surface defects, loss of mechanical properties, loss of water impermeability and pigment fading.
HALS are generally recognized as the highest-performance stabilizers on the market.

Related Categories   Biochemicals and Reagents, Fatty Acyls, Fatty Esters, Lipids, Materials Science,
More...
Quality Level     100
assay     99%
bp     158 °C/10 mmHg (lit.)
mp     29-31 °C (lit.)
density     0.988 g/mL at 25 °C (lit.)
SMILES string     COC(=O)CCCCCCCCC(=O)OC
InChI     1S/C12H22O4/c1-15-11(13)9-7-5-3-4-6-8-10-12(14)16-2/h3-10H2,1-2H3
InChI key     ALOUNLDAKADEEB-UHFFFAOYSA-N

Dimethyl sebacate
Agent Name
Dimethyl sebacate
CAS Number
106-79-6
Formula
C12-H22-O4
Major Category
Other Classes
Dimethyl sebacate formula graphical representation
Synonyms
Sebacic acid dimethyl ester; Dimethyl decanedioate; Dimethyl octane-1,8-dicarboxylate; Methyl sebacate; Decanedioic acid, 1,10-dimethyl ester; Decanedioic acid, dimethyl ester; Sebacic acid, dimethyl ester; [ChemIDplus]
Category
Esters, Other
Description
White solid; mp = 25-28 deg C; [Alfa Aesar MSDS]
Sources/Uses
Used as a plasticizer and to make large scale and fine chemicals and other chemical substances; [ECHA REACH Registrations]
Comments
Category members and supporting chemicals demonstrated effects including histopathological changes of the kidney and liver, changes in enzyme activities, lesions of heart, kidney, and liver in repeated-dose oral and dermal studies; Developmental toxicity at or below doses maternally toxic; No effects to gonads; No evidence of mutagenicity; [EPA ChAMP: Screening Level Hazard Characterization: Diesters] May cause serious eye injury; [ECHA REACH Registrations] May cause irritation; [Alfa Aesar MSDS]

Synonyms: 1,10-Decanedioic acid dimethyl ester Sebacic acid dimethyl ester
CAS Number: 106-79-6
MDL Number: MFCD00008472
Molecular Formula: C12H22O4
Molecular Weight: 230.30
Purity/Analysis Method: 98.0% (GC)
Form: Crystal
Color: White
Boiling point (°C): 158
Flash Point (°C): 145
Freezing point (°C): 26

Product Categories: Materials Chemistry, Resin Additives
Other Product Names / Synonyms: Decanedioic Acid Dimethyl Ester, Sebacic Acid Dimethyl Ester, Dimethyl Decanedioate
Formula: C₁₂H₂₂O₄
MW: 230.3 g/mol
Boiling Pt: 158 °C
Melting Pt: 38 °C
Density: 1.0989 g/cm³ (20 °C)
Flash Pt: 145 °C
Storage Temperature: Ambient
MDL Number: MFCD00008472
CAS Number: 106-79-6
EINECS: 203-431-4

Chemical name: Dimethyl Sebacate
CAS NO.: 106-79-6
Molecular weight: 230
Properties
DMS, a colorless and transparent oil, is compatible with benzyl cellulose,cellulose aclate, cellulose acetobutyrate, cellulose acetopropionate, chlorinated rubber, ethyl cellulose, polystyrene, polyvinyl butyral and vinyl plasticizer, softening agent and solvent for cellulose resin, polyethylene resin and synthetic rubber.
Specification
Appearance: Clear liquid
Relative density (g/cm3): 0.99(25°C)
Freezing point: 24.5°C
Boiling point: 294°C
Flashing point: 145°C
Water solubility: 0.3%(V/V, 25°C)
Color(APHA): Max. 10
Acid value (mg/KOH/g): Max. 0.2
Purity (GC): Min. 99.0%
Specific gravity (28℃): 0.990±0.002
Refractive index(28°C): 1.4355±0.002
Package
In new galvanized iron drum of 200kgs net each.

Ⅰ Chemical formula and molecular weight
●Chemical formula:C12H22O4
●Molecular weight:230.30
●CAS No.:106-79-6
Ⅱ Properties and uses
●Colourless transparent oily liquid,b.p. 294℃,freezing point 24.5℃,refractive index 1.4355（28℃）.
●It possesses good solubility with various cellulosic resins,ethylenic resins and polymethyl acrylate resins etc.
●Used as a plasticizer,softener and solvent for cellulosic,ethylenic resins and synthetic rubbers.
●Also used as an intermediate for the purpose of organic synthesis and fixing agent in gas chromatography.
Ⅲ Quality standard

Specification
First Grade

Qualified Grade

Colourity（Pt-Co）,code No. ≤

Acid value,mgKOH/g ≤

0.15

0.2

Density（28℃),g/cm3

0.990±0.002

Ester content,% ≥

99.0

98.5

Flash point,℃ ≥

145

140

Refractive index,28℃

1.435±0.002

Ⅳ Package and storage
●Packed in 200 liter galvanized iron drum,net weight 200 kg/drum.
●Stored at dry,shady,ventilated place. Prevented from collision and sunrays,rain-attack during handling and shipping.
●Met the high hot and clear fire or contact the oxidizing agent,caused the burning danger.