Glyceryl Allyl Ether (HCID 78950)

Names & identifiers

Preferred name: Glyceryl Allyl Ether
IUPAC: 3-prop-2-enoxypropane-1,2-diol
English name: 3-Allyloxy-1,2-propanediol
Molecular formula: C6H12O3
Molecular weight: 132.16

Names & synonyms

3-Allyloxy-1,2-propanediol123-34-23-(Allyloxy)propane-1,2-diolGlycerol 1-allyletherglyceryl allyl ether3-(Allyloxy)-1,2-propanediolGlycerol alpha-monoallyl etherEther, allyl glycerylGlycerin 1-allyl ether3-(Allyloxy)propanediol3-(2-Propenyloxy)-1,2-propanediol1-Allyloxy-2,3-propanediol

Show more names

GAE3-AL-Allylglyceroetherether,allylglyceryloxy-1,2-propanedioLglycerin1-allyletherGlycerin allyl ether

1,2-Propanediol, 3-(2-propen-1-yloxy)-Glycerol alpha-allyl etherGlycerol 1-allyl etheralpha-Allyl glycerol ether1,2-Propanediol, 3-(2-propenyloxy)-NSC 59722DTXSID4044375Glycerol .alpha.-monoallyl ether

Database identifiers

CAS: 123-34-2
PubChem CID: 78950
DTXSID: DTXSID4044375
ChEMBL: CHEMBL3182656
UNII: 085RW4Y3PU
EC Number: 204-620-4
Nikkaji: J36.836I

Properties

Computed structural properties

XLogP: -0.6
Topological polar surface area: 49.7 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 5
Heavy atoms: 9
Formal charge: 0
Complexity: 72.7

Experimental & physicochemical properties

CosmeticsCosmetic ingredients (Glyceryl Allyl Ether) -> CIR (Cosmetic Ingredient Review)

Physicochemical properties

Melting point: -100 °C · -100 °C
Boiling point: 142 °C28 · 142 °C28 mm Hg(lit.)
Density: 1.068 g/mL · 1.068 g/mL at 25 °C(lit.)
vapor pressure: 0.004 hPa · 0.004 hPa (20 °C)
refractive index: 20 · n20/D 1.462(lit.)
Flash point: 132 °C · 132 °C
storage temp.: 30 °C · Store below +30°C.
solubility: Completely miscible in water
pka: 13.75 · 13.75±0.20(Predicted)
form: Viscous Liquid
color: Clear colorless to light yellow
PH: 6.5 · 6.5-7.5 (1000g/l, H2O, 20℃)
Water Solubility: 163.2 g/L · 163.2g/L at 25℃
BRN: 1701144 · 1701144
InChI: 1S/C6H12O3/c1-2-3-9-5-6(8)4-7/h2,6-8H,1,3-5H2
InChIKey: PAKCOSURAUIXFG-UHFFFAOYSA-N
SMILES: OCC(O)COCC=C
LogP: 0.29 at · 0.29 at 23℃
CAS DataBase Reference: 123 · 123-34-2(CAS DataBase Reference)
FDA UNII: 85 RW4Y3PU · 085RW4Y3PU
EPA Substance Registry System: 1 · Glycerol 1-allylether (123-34-2)
UNSPSC Code: 12162002 · 12162002
NACRES: 23 · NA.23
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319
Precautionary statements: 264 · P264-P280-P305+P351+P338+P337+P313
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36
Safety Statements: 26 · 26
WGK Germany: 1 · 1
RTECS: 2700000 · TY2700000
TSCA: TSCA listed
HS Code: 2909 · 2909 49 80
Storage Class: 10 · 10 - Combustible liquids
Toxicity: 50 orally · LD50 orally in Rabbit: 5400 mg/kg LD50 dermal Rat 4300 mg/kg
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 100 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 4 items

Chemical: 1,2-Propanediol, 3-(2-propenyloxy)-

1,2-Propanediol, 3-(2-propen-1-yloxy)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Propanediol, 3-(2-propen-1-yloxy)- 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: 04-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22603

1,2-Propanediol, 3-(2-propenyloxy)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesEye Irrit. 2 (100%)

Toxicology

Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 1
tsca: TSCA listed
rtecs: TY2700000
hs_code: 2909 49 80
Toxicity: LD50 orally in Rabbit: 5400 mg/kg LD50 dermal Rat 4300 mg/kg
risk_code: 36
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26
Storage Class: 10 - Combustible liquids
Hazard statements: H319
REACH Registrations: Active
Precautionary statements: P264-P280-P305+P351+P338+P337+P313

Chemistry & industry

Uses & manufacturing

UsesCIR ingredient: Glyceryl Allyl Ether

U.S. Production2023: <50,000 lb

Industry UsesMonomers

General Manufacturing Information · 2 items

Adhesive Manufacturing

1,2-Propanediol, 3-(2-propen-1-yloxy)-: ACTIVE

Applications

Uses3-Allyloxy-1,2-propanediol is a useful synthetic intermediate. It is used to prepare doxorubicin analogs. It is also used to synhesize poly(ethylene glycol)-lipid conjugates suitable for use in drug delivery.