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102096-60-6 molecular structure
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(3R)-4,4-dimethyl-2-oxooxolan-3-yl prop-2-enoate

ChemBase ID: 146367
Molecular Formular: C9H12O4
Molecular Mass: 184.18918
Monoisotopic Mass: 184.07355886
SMILES and InChIs

SMILES:
CC1(COC(=O)[C@@H]1OC(=O)C=C)C
Canonical SMILES:
C=CC(=O)O[C@H]1C(=O)OCC1(C)C
InChI:
InChI=1S/C9H12O4/c1-4-6(10)13-7-8(11)12-5-9(7,2)3/h4,7H,1,5H2,2-3H3/t7-/m0/s1
InChIKey:
ICMBTQSRUNSRKI-ZETCQYMHSA-N

Cite this record

CBID:146367 http://www.chembase.cn/molecule-146367.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3R)-4,4-dimethyl-2-oxooxolan-3-yl prop-2-enoate
IUPAC Traditional name
(3R)-4,4-dimethyl-2-oxooxolan-3-yl prop-2-enoate
Synonyms
(R)-α-Acryloyloxy-β,β-dimethyl-γ-butyrolactone
(R)-α-丙烯酰基氧基-β,β-二甲基-γ-丁内酯
CAS Number
102096-60-6
MDL Number
MFCD00043403
Beilstein Number
4668587
PubChem SID
24863437
162240565
PubChem CID
2794997

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 2794997 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 1.6081183  LogD (pH = 7.4) 1.6081183 
Log P 1.6081183  Molar Refractivity 44.3152 cm3
Polarizability 17.934916 Å3 Polar Surface Area 52.6 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
7-8 °C(lit.) expand Show data source
Boiling Point
84 °C/0.1 mmHg(lit.) expand Show data source
Flash Point
113 °C expand Show data source
235.4 °F expand Show data source
Density
1.125 g/mL at 20 °C(lit.) expand Show data source
Refractive Index
n20/D 1.46(lit.) expand Show data source
n20/D 1.461 expand Show data source
Optical Rotation
[α]20/D +6.0±0.4°, c = 17% in methylene chloride expand Show data source
[α]20/D +6.0°, c = 17 in methylene chloride expand Show data source
European Hazard Symbols
Nature polluting Nature polluting (N) expand Show data source
Irritant Irritant (Xi) expand Show data source
UN Number
3082 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
9 expand Show data source
Packing Group
3 expand Show data source
Risk Statements
36/37/38-51/53 expand Show data source
Safety Statements
26-28-61 expand Show data source
26-61 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
RID/ADR
UN 3082 9/PG 3 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥95.0% (sum of enantiomers, GC) expand Show data source
95% expand Show data source
Grade
purum expand Show data source
Optical Purity
enantiomeric ratio: ≥97:3 (GC) expand Show data source
Contains
~0.2% hydroquinone as stabilizer expand Show data source
0.1% monomethyl ether hydroquinone as stabilizer expand Show data source
Empirical Formula (Hill Notation)
C9H12O4 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 376361 external link
Packaging
5 g in glass bottle
Sigma Aldrich - 01728 external link
Other Notes
Chiral acrylate used for titanium tetrachloride catalyzed Diels-Alder reactions. The cycloaddition with dienes proceeds with a very high diastereofacial selectivity.; Chiral bridged esters are formed with cyclic dienes and 3-cyclohexene-carboxylic esters with acyclic dienes. The high diastereomeric purity of the products (~97%) can be further increased by 2 or 3 crystallizations to give esters of de ≥99%1,2

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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