Basic information
- CAS
19444-84-9- Standard SMILES
O=C1OCCC1O- InChIKey
FWIBCWKHNZBDLS-UHFFFAOYSA-N- Molecular formula
- C4H6O3
- Average molar mass
- 102.09 g/mol
- Monoisotopic mass
- 102.03169405
Overview
structure in first source
Names & identifiers
- Preferred name
- alpha-Hydroxy-gamma-butyrolactone
- IUPAC
- 3-hydroxyoxolan-2-one
- English name
- ALPHA-HYDROXY-GAMMA-BUTYROLACTONE
- Molecular formula
- C4H6O3
- Molecular weight
- 102.09
Names & synonyms
19444-84-9alpha-Hydroxy-gamma-butyrolactone2-Hydroxy-gamma-butyrolactoneL5D4QZ05QR2(3H)-Furanone, dihydro-3-hydroxy-RefChem:87481692-561-93-Hydroxydihydrofuran-2(3H)-one3-hydroxyoxolan-2-one3-Hydroxytetrahydrofuran-2-one2(3H)-Furanone, dihydrohydroxy-MFCD00134268
Show more names
2-Hydroxytetrahydrofuran-2-oneAKOS 224Empagliflozin-C-13-Hydroxyoxolane-2-one2-Hydroxybutyrolactone.Alpha-hydroxybutylactonea-Hydroxy-g-butyrolactone
a-Hydroxy-?-butyrolactoneDihydro-3-hydroxy-2(3H)-furanone2-hydroxybutyrolactoneEC 692-561-93-hydroxydihydrofuran-2-one?-Hydroxy-?-butyrolactoneUNII-L5D4QZ05QRDTXSID00941181
Database identifiers
- CAS
19444-84-9- PubChem CID
- 545831
- DTXSID
DTXSID00941181
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 88.9
Physicochemical properties
- Boiling point
- 133 °C/10 · 133 °C/10 mmHg (lit.)
- Density
- 1.309 g/mL · 1.309 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.468(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Chloroform (Sparingly), Methanol (Slightly)
- pka
- 13.07 · 13.07±0.20(Predicted)
- form
- Viscous Liquid
- color
- Clear colorless to yellow
- BRN
- 80587 · 80587
- InChI
- InChI=1S/C4H6O3/c5-3-1-2-7-4(3)6/h3,5H,1-2H2
- InChIKey
- FWIBCWKHNZBDLS-UHFFFAOYSA-N
- SMILES
- O1CCC(O)C1=O
- LogP
- -1.83 · -1.830 (est)
- CAS DataBase Reference
- 19444 · 19444-84-9(CAS DataBase Reference)
- FDA UNII
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 17-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/12782
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- F
- 3-10
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- hs_code
- 29322090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 23-24/25-36-26
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
Usesα-Hydroxy-γ-butyrolactone may be employed as starting reagent in the synthesis of series of seco-pseudonucleoside synthons via aminolysis. It may be employed as starting reagent in the synthesis of enantiomerically pure orthogonally protected δ-azaproline, via Mitsunobu reaction.
General Descriptionα-Hydroxy-γ-butyrolactone is a 5-membered cyclic ester. It was obtained via tin-conversion of biomass-derived 1,3-dihydroxyacetone (DHA) and formaldehyde.
Upstream & downstream products
Downstream products
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海莉凯化工技术有限公司16628776521 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海炎泽化工有限公司15345144255 19975051755 · [email protected]
上海爱孜康医药研究有限公司18721109360 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Related reactions
43 records
Compound notes
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