Trimethylolpropane diallyl ether

HCID 61196

Basic information

CAS
682-09-7
Standard SMILES
C=CCOCC(CC)(CO)COCC=C
InChIKey
BDKDHWOPFRTWPP-UHFFFAOYSA-N
Molecular formula
C12H22O3
Average molar mass
214.3 g/mol
Monoisotopic mass
214.15689456

Names & identifiers

Preferred name
Trimethylolpropane diallyl ether
IUPAC
2,2-bis(prop-2-enoxymethyl)butan-1-ol
English name
Trimethylolpropane diallyl ether
Molecular formula
C12H22O3
Molecular weight
214.3

Names & synonyms

Trimethylolpropane diallyl ether682-09-72,2-Bis(allyloxymethyl)butan-1-ol2,2-bis[(prop-2-en-1-yloxy)methyl]butan-1-olDTXSID70449762,2-Bis((2-propenyloxy)methyl)-1-butanolEINECS 211-661-1UNII-Q58WDK0444BRN 1934010AI3-26934Q58WDK04441-Butanol, 2,2-di((2-propenyloxy)methyl)-
Show more names
TMPDE2,2-BTMPDE80TMPDE90rimethylolpropane diallyl ether2,2-BIS(ALLYLOXYMETHYL)-1-BUTANOLTriMethylolpropane diallyl ether 90%2,2-bis(prop-2-enoxymethyl)butan-1-ol
NEOALLYL T 201-Butanol, 2,2-bis((2-propen-1-yloxy)methyl)-TMPDE 80DTXCID5024976EC 211-661-1DIALLYL TRIMETHYLOLPROPANE ETHER1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)-, diallyl ether2,2-BIS((PROP-2-EN-1-YLOXY)METHYL)BUTAN-1-OL

Database identifiers

CAS
682-09-7
PubChem CID
61196
DTXSID
DTXSID7044976
ChEMBL
CHEMBL3184580
UNII
Q58WDK0444
EC Number
211-661-1
Nikkaji
J53.875B

Properties

Computed structural properties

XLogP
1.5
Topological polar surface area
38.7 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
10
Heavy atoms
15

Experimental & physicochemical properties

Physical DescriptionCBI
Collision Cross Section150.0 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7044976]

Physicochemical properties

Boiling point
135 °C/13 · 135 °C/13 mmHg (lit.)
Density
0.955 g/mL · 0.955 g/mL at 25 °C (lit.)
vapor pressure
0.17 · 0.17-0.23Pa at 25℃
refractive index
20 · n20/D 1.458(lit.)
Flash point
230 °F · >230 °F
Water Solubility
Practically insoluble in water

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 25.8% (171 of 663) of reports.

Warning

H315 (74.2%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (74.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (74.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

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

Aggregated GHS information provided per 663 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 171 of 663 reports by companies.;There are 5 notifications provided by 492 of 663 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 · 4 items

Chemical: 1-Butanol, 2,2-bis[(2-propenyloxy)methyl]-

1-Butanol, 2,2-bis[(2-propen-1-yloxy)methyl]- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Butanol, 2,2-bis[(2-propen-1-yloxy)methyl]- 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: 17-10-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/1894

1-Butanol, 2,2-bis(2-propenyloxy)methyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

EPA Safer ChemicalChemical: Trimethylopropane diallyl ether; Green circle - The chemical has been verified to be of low concern based on experimental and modeled data.
Hazard Classes and CategoriesSkin Irrit. 2 (74.2%);Eye Irrit. 2 (74.2%);STOT SE 3 (74.1%)

Regulatory information

Regulatory Information · 4 items

Chemical: 1-Butanol, 2,2-bis[(2-propenyloxy)methyl]-

1-Butanol, 2,2-bis[(2-propen-1-yloxy)methyl]- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Butanol, 2,2-bis[(2-propen-1-yloxy)methyl]- 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: 17-10-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/1894

1-Butanol, 2,2-bis(2-propenyloxy)methyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Safety data

PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
TY6667000
hs_code
29094990
risk_code
36/37/38

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 50,000 - <250,000 lb;2022: 50,000 - <250,000 lb;2021: 50,000 - <250,000 lb;2020: <50,000 lb
Industry UsesIntermediate
Use Classification · 2 items

EPA Safer Chemical Functional Use Classes -> Solvents

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

General Manufacturing Information · 2 items

Paint and Coating Manufacturing

1-Butanol, 2,2-bis[(2-propen-1-yloxy)methyl]-: ACTIVE

Applications · 2 items

UsesTMPAE can be used in the synthesis of isophorone diisocyanate (IPDI) based tetracene monomers which can further be used in the formation of polymer dispersed liquid crystals. It can also be used in the synthesis of allyl ether based dendrimers that find potential usage in coatings.

General DescriptionTrimethylolpropane diallyl ether (TMPAE) is an unsaturated allyl ether that can be synthesized by Williamson esterification reaction in the presence of trimethylolpropane, sodium hydroxide, and allyl chloride as starting materials.

Upstream & downstream products

Upstream raw materials

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]

Related reactions

4 records

Compound notes

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