Dodecenylsuccinic anhydride

HCID 6433892
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Basic information

CAS
119295-58-8
Standard SMILES
CCCCCCCCCC/C=C/C1CC(=O)OC1=O
InChIKey
WVRNUXJQQFPNMN-VAWYXSNFSA-N
Molecular formula
C16H26O3
Average molar mass
266.38 g/mol
Monoisotopic mass
266.18819469

Names & identifiers

Preferred name
Dodecenylsuccinic anhydride
IUPAC
3-[(E)-dodec-1-enyl]oxolane-2,5-dione
English name
Dodecenylsuccinic anhydride
Molecular formula
C16H26O3
Molecular weight
266.38

Names & synonyms

DODECENYLSUCCINIC ANHYDRIDE25377-73-52,5-Furandione, 3-(dodecenyl)dihydro-Rikacid DDSAK 12 (anhydride)CCRIS 6982-(Dodecyl)succinic anhydrideSuccinic anhydride, dodecenyl-Dodecenylsuccinic acid anhydrideHSDB 4374EINECS 246-917-12,5-Furandione, 3-(dodecen-1-yl)dihydro-
Show more names
N-DDSADODECENYLSUCCINICEpon hardener DDSALUVEAK-DDSA(Hardener)dodecenyl-succinicanhydrid2-(dodecyl)succinicanhydrideDodecylsuccinicAnhydride,~85%
RefChem:590286Succinic anhydride, dodecenyl2(Dodecenyl)succinic anhydride2,5Furandione, 3(dodecenyl)dihydro246-917-1DDSA3-[(E)-dodec-1-enyl]oxolane-2,5-dioneALQ23WB445

Database identifiers

CAS
119295-58-8、25377-73-5
PubChem CID
6433892
DTXSID
DTXSID80893538
UNII
ALQ23WB445
EC Number
246-917-1
Nikkaji
J120.743A

Properties

Computed structural properties

XLogP
5.4
Topological polar surface area
43.4 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
10
Heavy atoms
19

Experimental & physicochemical properties

PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic
Density · 2 items

LIGHT-YELLOW, CLEAR, VISCOUS OIL; BP= 180-182 °C @ 5 MM HG; DENSITY= 1.002 @ 75 °C; FLASH POINT= 352 °F OC; VISCOSITY 400 CENTIPOISES @ 20 °C, 15.5 CENTIPOISES @ 70 °C /BRANCHED CHAIN/

1.002 @25 °C

Physical DescriptionClear, light-yellow viscous liquid; [Hawley] Solid; mp = 30 deg C; [IUCLID] Clear, very deep yellow viscous liquid; [MSDSonline]

Physicochemical properties

Melting point
45 °C · ~45 °C
Boiling point
150 °C3 · 150 °C3 mm Hg(lit.)
Density
1.005 g/mL · 1.005 g/mL at 25 °C(lit.)
vapor pressure
26 hPa · 26 hPa ( 200 °C)
refractive index
20 · n20/D 1.479(lit.)
Flash point
230 °F · >230 °F

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 1.1% (8 of 731) of reports.

Warning

H315 (92.3%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P317, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 731 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: 2,5-Furandione, 3-(dodecenyl)dihydro-

TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Dodecenylsuccinic anhydride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 2,5-Furandione, 3-(dodecenyl)dihydro-: Human health tier I assessment
Hazards SummaryAn irritant; May cause skin sensitization; Effects in high-dose animal studies include lacrimation; [MSDSonline] See ACID ANHYDRIDES.
Hazard Classes and CategoriesSkin Irrit. 2 (92.3%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

0.79 [mg/m3]

8.7 [mg/m3]

52 [mg/m3]

Toxicology

Adverse EffectsLacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.
Toxicity DataLCLo (rat) = 1,220 mg/m3/4h

Safety data

wgk
1
tsca
TSCA listed
rtecs
WN1300000
ridadr
2810
Toxicity
mouse,LD50,intraperitoneal,320mg/kg (320mg/kg),SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYEBEHAVIORAL: MUSCLE WEAKNESSBEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),National Technical Information Service. Vol. AD441-640,
risk_code
36/38-36/37/38

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used in alkyd, epoxy, and other resins; Also used as an anticorrosive agent, plasticizer, and wetting agent for bituminous compounds; [Hawley]

ALKYD, EPOXY, & OTHER RESINS; ANTICORROSION AGENTS; PLASTICIZERS; WETTING AGENTS FOR BITUMINOUS COMPD, & VULCANIZABLE PRODUCTS /DODECENYLSUCCINIC ANHYDRIDES/

General Manufacturing Information · 2 items

2,5-Furandione, 3-(dodecen-1-yl)dihydro-: ACTIVE

THE NORMAL AND AT LEAST TWO BRANCHED-CHAIN DODECENYLS ARE USED COMMERCIALLY. /DODECENYLSUCCINIC ANHYDRIDES/

Applications · 2 items

DescriptionDodecenylsuccinic anhydride, mixture of isomers (DDSA) belongs to the class of long chained aliphatic anhydrides that are used as catalysts and organic acid anhydride based hardeners that find usage in electrical industry.

UsesDodecenylsuccinic anhydride (DDSA) is an age-old modifying agent. DDSA is widely reported as a curing agent for polymers and additives in polymer production. DDSA curing by polymerization with epoxy mixtures is reported to improve flexibility due to the presence of the 12-carbon chain. Moreover, the slow curing property of this organic acid anhydride allows adequate time for impregnation of the substrate. The surface treatment of aluminum hydroxide with DDSA reduces its tendency to nucleate crystallization and improve the filler’s dispersion as the hydrocarbon chains separate the charged aluminum hydroxide from the polymer. At specific concentrations, DDSA increased the growth of β-polypropylene. DDSA could be used as a component of an embedding mixture for electron microscopy[1-2].

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]

Related reactions

6 records
New reaction record

Compound notes

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