1565-80-6

Basic information

• Product Name: (S)-(-)-2-Methyl-1-butanol
• Synonyms: 1-Butanol, 2-methyl-, (2S)-;(S)-(-)-2-Methyl-1-butanol;(S)-(-)-2-Methylbutanol;(S)-(-)-sec-Butylcarbinol;(S)-(-)-2-Methyl-1-butanol, 98+%;(S)-(-)-2-Methyl-1-butanol, Active amyl alcohol;Active amyl alcohol, Prim. active amyl alcohol;(2S)-2-Methyl-1-butanol
• CAS NO: 1565-80-6
• Molecular Formula: C₅H₁₂O
• Molecular Weight: 88.15
• EINECS: 200-752-1
• Product Categories: Building Blocks for Liquid Crystals;Chiral Building Blocks;Chiral Compounds (Building Blocks for Liquid Crystals);Functional Materials;Glycidyl Compounds, etc. (Chiral);Synthetic Organic Chemistry
• Mol File: 1565-80-6.mol
• Article Data: 30

Chemical Properties

• Melting Point: -70 °C
• Boiling Point: 136-138 °C(lit.)
• Flash Point: 120 °F
• Appearance: clear, colorless liquid
• Density: 0.811 g/mL at 25 °C(lit.)
• Vapor Density: 3 (vs air)
• Vapor Pressure: 1 mm Hg ( 13.6 °C)
• Refractive Index: n20/D 1.409(lit.)
• Storage Temp.: 2-8°C
• PKA: 15.24±0.10(Predicted)
• Water Solubility: 36 g/L (30 ºC)
• Merck: 14,6030
• BRN: 1718809
• CAS DataBase Reference: (S)-(-)-2-Methyl-1-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2-Methyl-1-butanol(1565-80-6)
• EPA Substance Registry System: (S)-(-)-2-Methyl-1-butanol(1565-80-6)

Safety Data

• Hazard Codes: Xn
• Statements: 10-20-37-66-2017/10/20
• Safety Statements: 46-24/25
• RIDADR: UN 1105 3/PG 3
• WGK Germany: 1
• RTECS: SB9800000
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 1565-80-6(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless liquid

Uses

Different sources of media describe the Uses of 1565-80-6 differently. You can refer to the following data:
1. (S)-(-)-2-Methylbutanol can be used as a reactant to prepare:Methylbutyl-2-(3-thienyl)acetate (MBTA) by esterification reaction with 3-thiophene acetic acid in the presence of an acid catalyst.(2S)-2-Methyl-1-butanesulfenyl chloride by reacting with thioacetic acid using Mitsunobu reaction conditions.(+)-Violapyrone C and (-)-myxalamide A.
2. (S)-(?)-2-Methylbutanol can be used to prepare:(S)-(?)-2-Methyl-1-butyloxy carbonyl amino hexyl isocyanate (MBI), which is used to synthesize isocyanate copolymers.Chiral alkoxynaphathoic acid derivatives having liquid crystalline properties.3,4-Bis[(S)-2-methylbutoxy]thiophene, a key intermediate for the synthesis of polythiophenes.

Definition

ChEBI: The (S)-enantiomer of 2-methylbutan-1-ol.

General Description

rest mainly 3-methyl-1-butanol

Purification Methods

Reflux the butanol with CaO, distil, reflux with magnesium and again fractionally distil it. A small sample of highly purified material is obtained by fractional crystallisation after conversion into a suitable ester such as the trinitrophthalate or the 3-nitrophthalate. The latter is converted to the cinchonine salt in acetone and recrystallised from CHCl3 by adding pentane. The salt is saponified, extracted with ether, and fractionally distilled. [Terry et al. J Chem Eng Data 5 403 1960, Beilstein 1 IV 1666.]

InChI:InChI=1/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3

Upstream product

• 5837-78-5 Ethyl tiglate 
• 37526-88-8 benzyl tiglate 
• 497-02-9 (E)-2-methyl-2-buten-1-ol 
• 601-75-2 ethylmalonic acid 
• 80-59-1 Tiglic acid 
• 87708-44-9 (S)-2-Methyl-butyric acid 1-phenyl-ethyl ester 
• 1733-25-1 isopropyl tiglate 
• 1408163-33-6 C₁₃H₁₆O₂ 
• 90731-30-9 1-phenylethyl (E)-α-methylcrotonate 
• 72487-17-3 C₈H₁₆O₂ 
• 116-53-0 (-)-2-methylbutyric acid 
• 112530-23-1 (4S)-3-((2'S)-2'-methylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone 
• 112530-24-2 (4S)-3-((2'R)-2'-methylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone 
• 137-32-6 (+/-)-2-methyl-1-butanol 

Downstream Products

• 638-33-5 lactic acid-(2-methyl-butyl ester) 
• 121051-36-3 4-bromo-benzoic acid-(2-methyl-butyl ester) 
• 96-15-1 2-Methylbutylamine 
• 534-00-9 (S)-2-methylbutyl bromide 
• 616-14-8 1-iodo-2-methyl-butane 
• 29394-58-9 (S)-1-iodo-2-methyl-butane 
• 1730-97-8 (S)-2-methylbutyraldehyde 
• 81115-67-5 (S)-(-)-2-methylbutyl (S)-(+)-2-methylbutanoate 
• 1730-91-2 (S)-2-Methylbutyric acid 
• 109-68-2 2-pentene 
• 55195-23-8 (S)-Caprinsaeure-(2-methyl-1-butylester) 
• 459864-77-8 (S)-N-(2-methylbutyl)-4-[(4'-undecyloxybiphenyl-4-yl)oxycarbonyl]phthalimide 
• 91577-96-7 4-[(S)-2-methylbutoxycarbonyl]benzoic acid 
• 109129-22-8 (S)-2-(2-methylbutoxycarbonyl)benzoic acid 

Relevant articles and documents

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Polyunsaturated C-Glycosidic 4-Hydroxy-2-pyrone Derivatives: Total Synthesis Shows that Putative Orevactaene Is Likely Identical with Epipyrone A

Orevactaene and epipyrone A were previously thought to comprise the same polyunsaturated tail but notably different C-glycosylated 4-hydroxy-2-pyrone head groups. Total synthesis now shows that the signature bicyclic framework assigned to orevactaene is a chimera; the compound is almost certainly identical with epipyrone A, whose previously unknown stereochemistry has also been established during this study. Key to success was the ready formation of the bicyclic core of putative orevactaene by a sequence of two alkyne cycloisomerization reactions using tungsten and gold catalysis. Equally important was the flexibility in the assembly process gained by the use of heterobimetallic polyunsaturated modules whose termini could be selectively and consecutively addressed in a practical one-pot cross-coupling sequence.

PROCESSES FOR THE SYNTHESIS OF CHIRAL 1-ALKANOLS

The invention relates to highly enantioselective processes for the synthesis of chiral 1-alkanols via Zr-catalyzed asymmetric carboalumination of alkenes.

A comparison between oxazoline-imidazolinylidene, -imidazolylidine, -benzimidazolylidene hydrogenation catalysts

Imidazolinylidene, imidazolylidine, benzimidazolylidene complexes 1a-c were prepared and tested in asymmetric hydrogenations of a series of largely unfunctionalized alkenes. Similarities and differences in the catalytic performance of these complexes were rationalized in terms of the predicted mechanisms of these reactions, and their relative tendencies to generate protons under the hydrogenation conditions.