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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

Key Documents

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Product Name

(R)-(−)-2-Butanol, 99%

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

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Application

(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.
(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.

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
Richard G Ijzerman et al.
Pediatric research, 52(6), 868-872 (2002-11-20)
Low birth weight may be associated with high levels of cholesterol in later life through genetic factors that affect both birth weight and cholesterol metabolism. Alterations in cholesterol synthesis and absorption may play an important role in this association. We
Stereochemistry of trifluoroacetolysis of optically active 2-Butyl Tosylate. A test for hydrogen bridging
Allen AD, et al.
The Journal of Organic Chemistry, 48(24), 4527-4530 (1983)
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