Dimethyl sebacate

HCID 7829CAS 106-79-6
Substructure searchFind similar structures

Basic information

Standard SMILES
COC(=O)CCCCCCCCC(=O)OC
InChIKey
ALOUNLDAKADEEB-UHFFFAOYSA-N
Molecular formula
C12H22O4
Average molar mass
230.3 g/mol
Monoisotopic mass
230.15180918

Names & identifiers

Preferred name
Dimethyl sebacate
IUPAC
dimethyl decanedioate
English name
Dimethyl sebacate
Molecular formula
C12H22O4
Molecular weight
230.3

Names & synonyms

DIMETHYL SEBACATEDimethyl decanedioate106-79-6Methyl sebacateSebacic acid dimethyl esterDecanedioic acid, dimethyl esterSebacic acid, dimethyl esterDimethyl octane-1,8-dicarboxylateDecanedioic acid, 1,10-dimethyl esterDTXSID1026740NSC-9415DTXCID206740
Show more names
DimethylsebacaNSC 9415DimethylsebacatDimethyl sebacate,98%Dimethyl Sebacate >1,8-Dimethyl sebacate
G87745M355203-431-4RefChem:134270Decanedioic Acid Dimethyl EsterDimethyldecanedioateMFCD00008472dimethyl decane-1,10-dioate1,8-Octanedicarboxylic acid, bis-methyl ester

Database identifiers

CAS
106-79-6
PubChem CID
7829
DTXSID
DTXSID1026740
ChEMBL
CHEMBL3186083
ChEBI
CHEBI:194205
UNII
G87745M355
EC Number
203-431-4
Nikkaji
J3.246H

Properties

Computed structural properties

XLogP
3
Topological polar surface area
52.6 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
11
Heavy atoms
16

Experimental & physicochemical properties

Physical DescriptionWhite solid; mp = 25-28 deg C; [Alfa Aesar MSDS]
Kovats Retention Index · 3 items

1611；1612；1611；1619；1631；1620；1619；1613；1613；1613；1614；1645；1627；1646；1616；1615；1621.4；1616；1645；1634

1650.5；1649；1650；1647.6；1638；1644.4；279.26

2212；2220；2195

Collision Cross Section159.71 Ų [M+Na]+

Physicochemical properties

Melting point
29 · 29-31 °C (lit.)
Boiling point
158 °C/10 · 158 °C/10 mmHg (lit.)
Density
0.988 g/mL · 0.988 g/mL at 25 °C (lit.)
vapor pressure
0.08 Pa · 0.08Pa at 25℃
refractive index
1.4355 · 1.4355 (estimate)
Flash point
293 °F · 293 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 89.4% (195 of 218) of all reports.

Danger

H318 (10.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H412 (10.1%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P264+P265, P273, P280, P305+P354+P338, P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 218 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 195 of 218 reports by companies.；There are 3 notifications provided by 23 of 218 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 3 items

Chemical: Decanedioic acid, dimethyl ester

Status: Active Update: 24-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/14977；Status: Active Update: 29-05-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/6007

Decanedioic acid, dimethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazards Summary · 1 item

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]

Hazard Classes and CategoriesEye Dam. 1 (10.1%)；Aquatic Chronic 3 (10.1%)

Toxicology

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

Regulatory information

Regulatory Information · 3 items

Chemical: Decanedioic acid, dimethyl ester

Status: Active Update: 24-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/14977；Status: Active Update: 29-05-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/6007

Decanedioic acid, dimethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE
Eyeshields, Gloves
wgk
1
tsca
TSCA listed
hs_code
29171310
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as a plasticizer and to make large scale and fine chemicals and other chemical substances; [ECHA REACH Registrations]

Plastics -> Typical concentration range in plastic materials -> 10.0 - 35.0%

Use Classification · 2 items

Plastics -> Polymer Type -> PUR; PVC (soft)

Plastics -> Plasticisers

General Manufacturing InformationDecanedioic acid, 1,10-dimethyl ester: ACTIVE
Applications · 2 items

UsesPolytetramethylene sebacate was prepared from dimethyl sebacate. Dimethyl sebacate was used in the biosynthesis of oligomeric sebacates as lubricant oils. Dimethyl sebacate was a convenient starting material for cyclization of N-Succinylglycine dimethyl ester.

General DescriptionDimethyl sebacate (DMS) is a plasticizer that can be synthesized by esterification of sebacic acid. It is from vegetable origin since it is processed from castor oil.

Preparation methods

PreparationBy direct estenfication of Sebacic acid and Methanol, usually under azeotropic conditions.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [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]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Dimethyl sebacate is a fatty acid methyl ester that is sebacic acid in which both carboxy groups are replaced by methoxycarbonyl groups. It has a role as a plasticiser and a plant metabolite. It is a fatty acid methyl ester and a diester. It is functionally related to a sebacic acid.

Related reactions

9 records
New reaction record

Linked notes

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