Cas no 73624-47-2 (R-Alpine-Borane)
R-Alpine-Borane is a chiral borane reagent derived from α-pinene, widely used in asymmetric synthesis for the enantioselective reduction of prochiral ketones. Its key advantage lies in its ability to deliver high enantiomeric excess (ee) in the reduction of sterically hindered or electronically deactivated substrates, where other reducing agents may underperform. The reagent’s rigid bicyclic structure ensures consistent stereochemical control, making it valuable for producing optically active secondary alcohols. R-Alpine-Borane is particularly effective for aryl alkyl ketones and α,β-unsaturated ketones, offering predictable selectivity under mild conditions. Its stability and ease of handling further enhance its utility in fine chemical and pharmaceutical applications.
R-Alpine-Borane structure
Product Name:R-Alpine-Borane
CAS No:73624-47-2
MF:C18H31B
MW:258.249745607376
CID:59501
PubChem ID:24853817
Update Time:2025-06-07
R-Alpine-Borane Chemical and Physical Properties
Names and Identifiers
-
- R-Alpine-Borane
- B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane
- 9-[(1R,3R,4S,5R)-4,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]-9-borabicyclo[3.3.1]nonane
- (R)-Alpine-Borane.(R)
- Alpine-borane
- B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane solution
- R-alpine borane
- R-Alpine-Borane(R), 97%
- VCDGSBJCRYTLNU-CJGYBVCLSA-N
- 9-[(1R,2S,3R,5R)-2,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]-9-borabicyclo[3.3.1]nonane
- DTXSID50432857
- 73624-47-2
- 9-[(1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]hept-3-yl]-9-borabicyclo[3.3.1]nonane
- (r)-alpine-borane
- R-Alpine-Borane;B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane
- YCA62447
-
- MDL: MFCD00074776
- Inchi: 1S/C18H31B/c1-12-16-10-13(18(16,2)3)11-17(12)19-14-6-4-7-15(19)9-5-8-14/h12-17H,4-11H2,1-3H3/t12-,13+,14?,15?,16-,17-/m1/s1
- InChI Key: VCDGSBJCRYTLNU-CJGYBVCLSA-N
- SMILES: [C@H]12[C@@H](C)[C@H](B3C4CCCC3CCC4)C[C@H](C1)C2(C)C
Computed Properties
- Exact Mass: 258.25200
- Monoisotopic Mass: 258.2518812g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 0
- Heavy Atom Count: 19
- Rotatable Bond Count: 1
- Complexity: 339
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 4
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: nothing
- Topological Polar Surface Area: 0?2
Experimental Properties
- Density: 0.896?g/mL?at 25?°C
- Boiling Point: >55?°C(lit.)
- Flash Point: Fahrenheit: 1.4 ° f < br / > Celsius: -17 ° C < br / >
- PSA: 0.00000
- LogP: 5.66170
- Specific Rotation: -3 o (neat)
- Color/Form: 0.5?M in THF
- Optical Activity: [α]20/D ?3.0°, neat
R-Alpine-Borane Security Information
-
Symbol:
- Signal Word:Danger
- Hazard Statement: H250
- Warning Statement: P222-P231-P422
- Hazardous Material transportation number:UN 1993
- WGK Germany:3
- Hazard Category Code: 11-19-36/37-40
- Safety Instruction: S16; S26; S27; S36/37/39; S24; S6
-
Hazardous Material Identification:
- HazardClass:4.3
- PackingGroup:III
- Packing Group:III
- Hazard Level:4.3
- Safety Term:4.3
- Packing Group:III
- Risk Phrases:R11; R19; R22; R36/37/38
R-Alpine-Borane Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | I134425-25ml |
R-Alpine-Borane |
73624-47-2 | 97% | 25ml |
¥3098.90 | 2023-09-02 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | SA02987-100ml |
R-Alpine-Borane |
73624-47-2 | - | 100ml |
¥2568.0 | 2024-07-19 | |
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | 232734-100ML |
R-Alpine-Borane |
73624-47-2 | 100ml |
¥2134.16 | 2023-12-09 |
R-Alpine-Borane Related Literature
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Kaiyuan Huang,Wangkang Qiu,Meilian Ou,Xiaorui Liu,Zenan Liao,Sheng Chu RSC Adv., 2020,10, 18824-18829
-
Haitao Li,Yu Pan,Zhizhi Wang,Shan Chen,Ruixin Guo,Jianqiu Chen RSC Adv., 2015,5, 100775-100782
-
Stephen P. Fletcher,Richard B. C. Jagt,Ben L. Feringa Chem. Commun., 2007, 2578-2580
-
4. An investigation of the electrochemical delithiation process of carbon coated α-Fe2O3nanoparticlesAdrian Brandt,Florian Winter,Sebastian Klamor,Frank Berkemeier,Jatinkumar Rana,Rainer P?ttgen,Andrea Balducci J. Mater. Chem. A, 2013,1, 11229-11236
-
Huifang Yang,Haoran Guo,Peidong Fan,Xinpan Li,Wenlu Ren,Rui Song Nanoscale, 2020,12, 7024-7034
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