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237698

Sigma-Aldrich

(S)-(+)-2-Butanol

99%

Synonym(s):

(S)-(+)-sec-Butyl alcohol

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About This Item

Linear Formula:
C2H5CH(OH)CH3
CAS Number:
4221-99-2
Molecular Weight:
74.12
Beilstein:
1718763
EC Number:
224-168-1
MDL number:
MFCD00064281
UNSPSC Code:
12352001
PubChem Substance ID:
24854264
NACRES:
NA.22

vapor density

2.6 (vs air)

Quality Level

100

vapor pressure

12.5 mmHg ( 20 °C)

Assay

99%

form

liquid

optical activity

[α]20/D +13°, neat

autoignition temp.

761 °F

expl. lim.

9.8 %

refractive index

n20/D 1.397 (lit.)

bp

99-100 °C (lit.)

density

0.803 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

CC[C@H](C)O

InChI

1S/C4H10O/c1-3-4(2)5/h4-5H,3H2,1-2H3/t4-/m0/s1

InChI key

BTANRVKWQNVYAZ-BYPYZUCNSA-N

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Application

(S)-(+)-2-Butanol can be used:
  • To synthesize chiral asymmetric perylene diimides (PDI) that spontaneously self-assemble into one-handed nanotubes that are photoconductive or fluorescent in nature.
  • To synthesize bulky chiral vinyl monomers that can be radically polymerized to helical polymers with an excess screw sense.
  • As chiral solvent to study excited state photo transfer of the photoacid, 5,8-dicyano-2-naphthol (DCN2) in chiral environment.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H319,H335,H336

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

75.2 °F - closed cup

Flash Point(C)

24 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

237698-BULK:
237698-1G:4548173122410
237698-VAR:
237698-10G:4548173122403

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL1428
SHBK3490
SHBH2489V
SHBG9170V
SHBB6867V

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2-Butanol United States Pharmacopeia (USP) Reference Standard

USP

1081829

2-Butanol

2-Butanol Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1563

2-Butanol

(S)-(−)-2-Methylbutanol ≥95.0% (sum of enantiomers, GC)

Sigma-Aldrich

65980

(S)-(−)-2-Methylbutanol

2-Butanol ReagentPlus®, ≥99%

Sigma-Aldrich

B85919

2-Butanol

Excited-state proton transfer in chiral environments. 1. Chiral solvents.
Solntsev KM, et al.
Journal of the American Chemical Society, 124(31), 9046-9047 (2002)
Highly fluorescent one-handed nanotubes assembled from a chiral asymmetric perylene diimide.
Ma X , et al.
Chemical Communications (Cambridge, England), 51(20), 4231-4233 (2015)
Stepwise Formation of Photoconductive Nanotubes through a New Top?Down Method.
Ma X , et al.
Advanced Materials, 27(47), 7746-7751 (2015)
Synthesis and characterization of optically active helical vinyl polymers via free radical polymerization.
Zhi J, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 47(9), 2408-2421 (2009)
Fengli Yang et al.
Chemical communications (Cambridge, England), 47(15), 4469-4471 (2011-03-04)
A new solid acid, based on tantalum hydroxide, was used to catalyze saccharide dehydration into 5-hydroxymethylfurfural (HMF) with high catalytic activity and excellent stability in a water-2-butanol biphasic system. Furthermore, good results were also obtained from Jerusalem artichoke juice with
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