CIS-2-PHENYL-1,3-DIOXAN-5-OL
- Product Name
- CIS-2-PHENYL-1,3-DIOXAN-5-OL
- CAS No.
- 4141-19-9
- Chemical Name
- CIS-2-PHENYL-1,3-DIOXAN-5-OL
- Synonyms
- CIS-2-PHENYL-1,3-DIOXAN-5-OL;CIS-1,3-O-BENZYLIDENEGLYCEROL;1,3-Dioxan-5-ol, 2-phenyl-, cis-;(2s,5s)-2-phenyl-1,3-dioxan-5-ol;cis-1,3-O-Benzylideneglycerol 97%;cis-5-Hydroxy-2-phenyl-1,3-dioxane;5-Hydroxy-2-phenyl-1,3-dioxane, cis-;cis-1,3-O-Benzylideneglycerol
- CBNumber
- CB7233289
- Molecular Formula
- C10H12O3
- Formula Weight
- 180.2
- MOL File
- 4141-19-9.mol
CIS-2-PHENYL-1,3-DIOXAN-5-OL Property
- Melting point:
- 83-86 °C (lit.)
- Boiling point:
- 333.6±37.0 °C(Predicted)
- Density
- 1.203±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- Benzene, Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
- pka
- 13.55±0.40(Predicted)
- color
- White to Off-White
N-Bromosuccinimide Price
- Product number
- 459860
- Product name
- cis-1,3-O-Benzylideneglycerol
- Purity
- 97%
- Packaging
- 5g
- Price
- $285
- Updated
- 2025/07/31
- Product number
- B1077-98Z
- Product name
- cis-1,3-O-Benzylideneglycerol
- Packaging
- 10g
- Price
- $446
- Updated
- 2021/12/16
- Product number
- B279275
- Product name
- cis-1,3-O-Benzylideneglycerol
- Packaging
- 100g
- Price
- $1110
- Updated
- 2021/12/16
- Product number
- FB18389
- Product name
- cis-1,3-O-Benzylideneglycerol
- Packaging
- 1g
- Price
- $50
- Updated
- 2021/12/16
- Product number
- FB18389
- Product name
- cis-1,3-O-Benzylideneglycerol
- Packaging
- 2g
- Price
- $80
- Updated
- 2021/12/16
CIS-2-PHENYL-1,3-DIOXAN-5-OL Chemical Properties,Usage,Production
Chemical Properties
White Solid
Uses
Reactant involved in synthesis of biologically active molecules including:
- Arachidonoylglycerol mimetics selective for CB1 receptors
- Core disaccharides from Streptococcus pneumoniae type 23F capsular polysaccharide antigen?
- Anionic demdrimers for use as antibacterial agents
Reactant involved in synthesis of:
- Isoglycerol methacrylate-lactide amphiphilic block copolymers and supramolecular aggregates
- Hyperbranched polyalkenamer-polyesters via acyclic diene metathesis polymerization
- Protected branched glycerol oligomer
Definition
ChEBI: Benzaldehyde glyceryl acetal is a member of dioxanes.
General Description
cis-1,3-O-Benzylideneglycerol participates as a monomer in the preparation of novel oligomeric prepolymers. cis-derivatives are obtained from the acylation and etherification of cis-1,3-O-benzylideneglycerol.
Synthesis
100-52-7
56-81-5
1708-40-3
4.2.7 Synthesis of cis-2-phenyl-1,3-dioxan-5-ol (18): In a reaction flask fitted with a Dean-Stark splitter, a solution of freshly distilled benzaldehyde (48 mL, 50 g, 0.47 mol) and glycerol (44 mL, 55 g, 0.60 mol) in toluene (69 mL) was added, followed by dropwise addition of concentrated sulfuric acid (3 drops). The reaction mixture was heated to reflux until the water was completely separated (8.5 mL of water was collected). After completion of the reaction, the mixture was cooled to room temperature and the solvent was removed by distillation under reduced pressure. The white solid obtained was recrystallized by isopropyl ether/petroleum ether solvent mixture. The precipitate was collected and analyzed by fast column chromatography (column size: ? = 6 cm, h = 15 cm, eluent volume V = 50 mL, cyclohexane/ethyl acetate = 2:1, Rf = 0.16) for further purification to afford the target product 18 as a colorless solid (42.6 g, 0.24 mol, 50% yield). Melting point (Mp) = 81 °C; 1H NMR (DMSO-d6) δ: 3.48-3.52 (m, 1H, OCH2CHOH), 3.91-3.97 (m, 2H, OCH2CHOH), 4.01-4.07 (m, 2H, OCH2CHOH), 4.99 (d, J = 4.8 Hz, 1H, OH), 5.53 (s , 1H, CHPh), 7.33-7.40 (m, 3H, benzene ring 3',4',5'-H), 7.42-7.47 (m, 2H, benzene ring 2',6'-H); 13C NMR (DMSO-d6) δ: 62.4 (OCH2CHOH), 71.4 (2C, OCH2CHOH), 100.2 (CHPh) 126.2 (2C, benzene ring C-2', C-6'), 127.9 (2C, benzene ring C-3', C-5'), 128.5 (benzene ring C-4'), 138.9 (benzene ring C-1'); IR (pure sample, cm-1 ): 3271, 2916, 2851, 1450, 1385, 1339, 1277, 1153, 1084, 995, 976, 806, 741, 694; HRMS (m/z): [M + H]+ calculated value C10H13O3, 181.0859; measured value, 181.0878; HPLC (Method 1): tR = 11.7 min, purity 95.4%.
References
[1] Journal of the American Chemical Society, 1995, vol. 117, # 34, p. 8757 - 8768
[2] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 5, p. 1032 - 1044
[3] Journal of Chemical Research, Miniprint, 1981, # 1, p. 256 - 281
[4] Journal of the American Chemical Society, 2008, vol. 130, # 44, p. 14444 - 14445
[5] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1930, vol. 191, p. 211,220
CIS-2-PHENYL-1,3-DIOXAN-5-OL Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from CIS-2-PHENYL-1,3-DIOXAN-5-OL manufacturers
- Product
- cis-2-Phenyl-1,3-dioxan-5-ol 4141-19-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98% HPLC
- Supply Ability
- 10 tons
- Release date
- 2020-02-14