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
Show more names
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
- Formal charge
- 0
- Complexity
- 164
Experimental & physicochemical properties
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
- form
- Viscous
- pka
- 14.62 · 14.62±0.10(Predicted)
- Specific Gravity
- 0.955 · 0.955
- color
- Colorless to Light yellow
- InChI
- 1S/C12H22O3/c1-4-7-14-10-12(6-3,9-13)11-15-8-5-2/h4-5,13H,1-2,6-11H2,3H3
- InChIKey
- BDKDHWOPFRTWPP-UHFFFAOYSA-N
- SMILES
- CCC(CO)(COCC=C)COCC=C
- LogP
- 1.4 · 1.4-3 at 20-25℃
- Surface tension
- 50 mN/m · 50mN/m at 1g/L and 20℃
- CAS DataBase Reference
- 682 · 682-09-7(CAS DataBase Reference)
- FDA UNII
- 58 WDK0444 · Q58WDK0444
- EPA Substance Registry System
- Trimethylolpropane diallyl ether (682-09-7)
- UNSPSC Code
- 12162002 · 12162002
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H335-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 2 · 2
- RTECS
- 6667000 · TY6667000
- TSCA
- TSCA listed
- HS Code
- 29094990 · 29094990
- Storage Class
- 10 · 10 - Combustible liquids
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
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
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.
Regulatory information
Regulatory Information
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
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H315-H335-H319
- REACH Registrations
- Active
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Uses & manufacturing
Use Classification
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
Paint and Coating Manufacturing
1-Butanol, 2,2-bis[(2-propen-1-yloxy)methyl]-: ACTIVE
Applications
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
Related reactions
Compound notes
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