(R)-(-)-2-Butanol

Base Information

• Chemical Name: (R)-(-)-2-Butanol
• CAS No.: 14898-79-4
• Molecular Formula: C4H10O
• Molecular Weight: 74.1228
• Hs Code.: 29051420
• European Community (EC) Number: 238-967-8
• UNII: DLH38K423J
• DSSTox Substance ID: DTXSID30904709
• Nikkaji Number: J9.277K
• Wikidata: Q70731894
• Metabolomics Workbench ID: 55191
• Mol file: 14898-79-4.mol

Synonyms:(R)-(-)-2-Butanol;14898-79-4;(R)-2-Butanol;(2R)-butan-2-ol;R-(-)-2-Butanol;(R)-Butan-2-ol;(r)-(-)-sec-butanol;2-Butanol, (2R)-;(-)-2-Butanol;2-Butanol, (2R)- (9CI);(R)-(-)-sec-butyl alcohol;(2R)-2-Butanol;2-Butanol, (-)-;r-(-)-sec-butanol;2-Butanol, (R)-;UNII-DLH38K423J;DLH38K423J;sec-Butyl Alcohol, (R)-(-)-;EINECS 238-967-8;MFCD00064280;l-butanol;r-2-butanol;l-2-Butanol;2-Butanol #;(r)(-)-2-butanol;(R)-(-)2-butanol;(R)-(?)-sec-Butyl alcohol;BDBM36156;CHEBI:35686;DTXSID30904709;BUTYL ALCOHOL L-FORM [MI];BCP06774;(R)-(-)-2-Butanol, 99%;(R)-(−)-2-Butanol;AKOS007930086;DB02606;HY-W087952;B0926;CS-0128797;EN300-116233;J-008537;DC85DE0F-332E-491E-BC2E-35FEBD70F756;Z1203162396

Chemical Property of (R)-(-)-2-Butanol

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 12.5 mm Hg ( 20 °C)
• Melting Point: -114 °C
• Refractive Index: n20/D 1.397(lit.)
• Boiling Point: 96.6 °C at 760 mmHg
• PKA: 15.31±0.20(Predicted)
• Flash Point: 26.7 °C
• PSA: 20.23000
• Density: 0.801 g/cm³
• LogP: 0.77720
• Storage Temp.: Flammables area
• Water Solubility.: 125 g/L (20 ºC)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 74.073164938
• Heavy Atom Count: 5
• Complexity: 19.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(-)-2-Butanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37-67
• Safety Statements: 9-13-24/25-26-46-7/9-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C)O
• Isomeric SMILES: CC[C@@H](C)O
• Uses: (R)-(?)-2-Butanol can be used as a reagent in the synthesis of: 1-[(S)-2-butyl]-3,5 diphenyl-1H-1,2,4 triazole from 3,5 diphenyl-1H-1,2,4 triazole by Mitsunobu reaction. 2-butyl tosylate building block by reacting with toluenesulfonyl chloride.

Technology Process of (R)-(-)-2-Butanol

There total 52 articles about (R)-(-)-2-Butanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 42.0%

(1S)-(+)-ketopinic acid (464-78-8,6994-94-1,64234-14-6,40724-67-2) + iso-butanol (78-92-2,15892-23-6) → (S)-2-butanol (4221-99-2) + (2R)-butan-2-ol (14898-79-4) + (1S,4R)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-carboxylic acid (R)-sec-butyl ester

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; at -23 - 20 ℃;

DOI:10.1016/S0957-4166(02)00147-7

Reference yield: 10.0%

methyl vinyl ketone (78-94-4,25038-87-3) → (S)-2-butanol (4221-99-2) + (2R)-butan-2-ol (14898-79-4) + butanone (78-93-3)

Guidance literature:

With phosphate buffer; D-glucose; Synechococcus sp. PCC 7942; Triton X-100; In water; at 25 ℃; for 72h; pH=7.0; Title compound not separated from byproducts; Irradiation;

DOI:10.1246/bcsj.77.2269

Reference yield:

(R)-2-butyl (2-oxo-4-trifluoromethyl-2H-chromen-7-yl) carbonate → (2R)-butan-2-ol (14898-79-4) + 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one (575-03-1)

Guidance literature:

With Candida cylindracea lipase; In aq. phosphate buffer; acetonitrile; at 30 ℃; pH=7.4; Reagent/catalyst; Kinetics; Green chemistry; Enzymatic reaction;

DOI:10.1002/cbic.201500509

upstream raw materials:

tetrachloromethane

sulfuric acid mono-(S)-sec-butyl ester

iso-butanol

(Z)-2-Butene

Downstream raw materials:

sec-butoxytrimethylsilane

(+)-Tris-sek.-butyl-phosphit

(R)-O-(2-butyl)-N-phenylcarbamate

((R)-sec-Butoxymethoxymethyl)-benzene

Refernces

• 1、 Burwell. "". . p. 1462,1463. Retrieved 1952.
• 2、 Li, Gao,Yu, Weibin,Ni, Jia,Liu, Taifeng,Liu, Yan,Sheng, Enhong,Cui, Yong. "Self-assembly of a homochiral nanoscale metallacycle from a metallosalen complex for enantioselective separation". . p. 1245 - 1249. Retrieved 2008.
• 3、 Utepova, Irina A.,Serebrennikova, Polina O.,Streltsova, Marina S.,Musikhina, Alexandra A.,Fedorchenko, Tatiana G.,Chupakhin, Oleg N.,Antonchick, Andrey P.. "Enantiomerically enriched 1,2-P,N-bidentate ferrocenyl ligands for 1,3-dipolar cycloaddition and transfer hydrogenation reactions". . . Retrieved 2018.
• 4、 Dhokte, Ulhas P.,Brown, Herbert C.. "Isopinocampheylbromoborane, a new promising reagent for the asymmetric hydroboration of prochiral alkenes". . p. 9021 - 9024. Retrieved 1996.
• 5、 Matsuda, Tomoko,Nakajima, Yuta,Harada, Tadao,Nakamura, Kaoru. "Asymmetric reduction of simple aliphatic ketones with dried cells of Geotrichum candidum". . p. 971 - 974. Retrieved 2002.
• 6、 Jadhav, Prabhakar K.,Brown, Herbert C.. "Dilongifolylborane: A New Effective Chiral Hydroborating Agent with Intermediate Steric Requirements". . p. 2988 - 2990. Retrieved 1981.
• 7、 Liu, Taifeng,Liu, Yan,Xuan, Weimin,Cui, Yong. "Chiral nanoscale metal-organic tetrahedral cages: Diastereo-selective self-assembly and enantioselective separation". . p. 4121 - 4124. Retrieved 2010.
• 8、 Zadlo, Anna,Koszelewski, Dominik,Borys, Filip,Ostaszewski, Ryszard. "Evaluation of Pseudoenantiomeric Mixed Carbonates as Efficient Fluorogenic Probes for Enantioselectivity Screening". . p. 71 - 76. Retrieved 2016.
• 9、 Dhokte, Ulhas P.,Brown, Herbert C.. "2-Isopropylapoisopinocampheylborane, An Improved Reagent for the Asymmetric Hydroboration of Representative Prochiral Alkenes". . p. 4715 - 4718. Retrieved 1994.
• 10、 Aoki, Toshiki,Kaneko, Takashi,Liu, Lijia,Suzuki, Junpei,Tang, Yanan,Teraguchi, Masahiro. "Novel highly efficient absolute optical resolution method by serial combination of two asymmetric reactions from acetylene monomers having racemic substituents". supporting information. p. 450 - 461. Retrieved 2022/01/15.