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Merck
CN

236691

(R)-(−)-2-Butanol

99%

Synonym(s):

(R)-(−)-sec-Butyl alcohol

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About This Item

Linear Formula:
C2H5CH(OH)CH3
CAS Number:
14898-79-4
Molecular Weight:
74.12
UNSPSC Code:
12352001
NACRES:
NA.22
PubChem Substance ID:
24854183
EC Number:
238-967-8
Beilstein/REAXYS Number:
1718764
MDL number:
MFCD00064280
Assay:
99%
Form:
liquid

Key Documents

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InChI key

BTANRVKWQNVYAZ-SCSAIBSYSA-N

InChI

1S/C4H10O/c1-3-4(2)5/h4-5H,3H2,1-2H3/t4-/m1/s1

SMILES string

CC[C@@H](C)O

vapor density

2.6 (vs air)

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

97-100 °C (lit.)

density

0.807 g/mL at 20 °C (lit.)

functional group

hydroxyl

Application

(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.

(R)-(-)-2-Butanol has been used as a freeze drying medium during the long term cryopreservation of smooth muscle cells samples in a freezing container.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system, Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

71.6 °F - closed cup

flash_point_c

22 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCN1070
MKCH4721
SHBK4379
SHBD0787V
SHBB7827V

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On the Mechanism of the Thermal Rearrangement of 4-AlkyI-4H-1, 2, 4?Triazoles. Synthesis and Reaction of Optically Active
Carlsen PHJ and Gautun OR
Acta Chemica Scandinavica, 44, 485-488 (1990)
Murine cerebrovascular cells as a cell culture model for cerebral amyloid angiopathy: isolation of smooth muscle and endothelial cells from mouse brain
Gauthier SA, et al.
Methods in Molecular Biology, 849, 261-274 (2012)
Jacqueline T Jonker et al.
Diabetes care, 33(7), 1625-1628 (2010-02-13)
Thiazolidinediones reduce hepatic steatosis and increase HDL cholesterol levels. In mice with human-like lipoprotein metabolism (APOE*3-Leiden.CETP transgenic mice), a decrease in hepatic triglyceride content is associated with a decrease in plasma cholesteryl ester transfer protein (CETP) mass and an increase
Irene O C M Vroegrijk et al.
Obesity (Silver Spring, Md.), 21(10), 2037-2045 (2013-03-21)
The scavenger receptor CD36 facilitates the cellular uptake of long-chain fatty acids. As CD36-deficiency attenuates the development of high fat diet (HFD)-induced obesity, the role of CD36-deficiency in preadipocyte recruitment and adipocyte function was set out to characterize. Fat cell
K Kulyk et al.
Journal of the American Society for Mass Spectrometry, 28(12), 2686-2691 (2017-09-25)
Here we report on the gas-phase interactions between protonated enantiopure amino acids (L- and D-enantiomers of Met, Phe, and Trp) and chiral target gases [(R)- and (S)-2-butanol, and (S)-1-phenylethanol] in 0.1-10.0 eV low-energy collisions. Two major processes are seen to
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