(R)-α-Acryloyloxy-β,β-dimethyl-γ-butyrolactone

• Catalog No.: 01728
• CAS Number: 102096-60-6
• M. F.: C9H12O4
• M. W.: 184.18918
• Purity: ≥95.0% (sum of enantiomers, GC)

SYNONYMS

• Title: (R)-α-丙烯酰基氧基-β,β-二甲基-γ-丁内酯
• 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

DATABASE IDS

• Beilstein Number: 4668587
• CAS Number: 102096-60-6
• MDL Number: MFCD00043403

PROPERTIES

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

DETAILS

Description (English)

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

Description (简体中文)

Other Notes
手性丙烯酸酯，用于四氯化钛催化的 Diels-Alder 反应。二烯的环加成作用具有非常高的非对映面选择性。可与环二烯反应生成手性桥键酯，与非环二烯反应生成 3-环己烯羧酸酯。产物的非对映体纯度很高（约 97%），可通过 2 次或 3 次结晶进一步将酯纯度提高至 ≥99%1,2