CAS 2156-97-0 Lauryl acrylate (HCID 75084)

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Basic information

CAS: 2156-97-0
Standard SMILES: C=CC(=O)OCCCCCCCCCCCC
InChIKey: PBOSTUDLECTMNL-UHFFFAOYSA-N
Molecular formula: C15H28O2
Average molar mass: 240.38 g/mol
Monoisotopic mass: 240.20893014

Overview

Lauryl acrylate is an acrylate ester obtained by the formal condensation of the hydroxy group of dodecan-1-ol with the carboxy group of acrylic acid. It has a role as a pheromone and an animal metabolite. It is functionally related to an acrylic acid and a dodecan-1-ol.

Names & identifiers

Preferred name: Lauryl acrylate
IUPAC: dodecyl prop-2-enoate
English name: Dodecyl acrylate
Molecular formula: C15H28O2
Molecular weight: 240.38

Names & synonyms

Dodecyl acrylateLauryl acrylatedodecyl prop-2-enoate2-Propenoic acid, dodecyl esterAcrylic Acid Lauryl EsterAcrylic Acid Dodecyl Esterdodecyl propenoate90IK36WGVRAgeflex FA-12EINECS 218-463-4NSC-24177LIGHT ACRYLATE L-A

Show more names

LAMonomerSR-335218-463-4L-61018 LADodecylacrylatF6-BISPHENOL A

UNII-90IK36WGVRPHOTOMER 4812N-Lauryl acrylate (monomer)2-propenoic acid dodecyl esterAI3-03198DTXSID7022178CHEBI:1919512-Propenoic acid, n-dodecyl ester

Database identifiers

CAS: 2156-97-0
PubChem CID: 75084
DTXSID: DTXSID7022178
ChEBI: CHEBI:191951
UNII: 90IK36WGVR
EC Number: 218-463-4
Nikkaji: J107.540C

Properties

Computed structural properties

XLogP: 6.2
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 13
Heavy atoms: 17
Formal charge: 0
Complexity: 187

Experimental & physicochemical properties

SpringerMaterials PropertiesBoiling point

Physical DescriptionCBI; Liquid

Physicochemical properties

Melting point: 4 °C · 4°C(lit.)
Boiling point: 120 °C1 · ~120 °C1 mm Hg(lit.)
Density: 0.884 g/mL · 0.884 g/mL at 25 °C(lit.)
vapor pressure: 0.274 Pa · 0.274Pa at 25℃
refractive index: 20 · n20/D 1.445(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: clear liquid
Specific Gravity: 0.87 · 0.870.884
color: Colorless to Almost colorless

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 3.1% (30 of 956) of reports.

Warning

H315 (96.9%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 956 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: 2-Propenoic acid, dodecyl ester

2-Propenoic acid, dodecyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, dodecyl 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: 07-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15805

2-Propenoic acid, dodecyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (96.9%)

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 2
tsca: TSCA listed
ridadr: UN 3082 9/PG 3
hs_code: 29161290
risk_code: 36/37/38-51/53
Signal word: Warning
Symbol(GHS): GHS07,GHS09

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 75,000 - <100,000 lb

Consumer UsesMonomers

Industry UsesMonomers

General Manufacturing Information · 2 items

Adhesive Manufacturing

2-Propenoic acid, dodecyl ester: ACTIVE

Applications

UsesLauryl acrylate can undergo atom transfer radical polymerization (ATRP) to form its polymer. Lauryl acrylate may undergo photoinitiated polymerization in the presence of N-acetyl-4-nitro-1-naphthylamine (ANNA) and N,N-dimethylaniline (DMA).

General DescriptionLauryl acrylate monomers are extremely hydrophobic in nature.