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309710

Sigma-Aldrich

(R)-(+)-1,2,4-Butanetriol

98%

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About This Item

Linear Formula:
HOCH2CH2CH(OH)CH2OH
CAS Number:
70005-88-8
Molecular Weight:
106.12
Beilstein/REAXYS Number:
4652491
MDL number:
MFCD00063212
UNSPSC Code:
12352001
PubChem Substance ID:
24858749
NACRES:
NA.22

assay

98%

form

viscous liquid

optical activity

[α]20/D +28±2, c = 1 in methanol

optical purity

ee: ≥96% (GLC)

bp

150 °C/0.04 mmHg (lit.)

density

1.19 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

OCC[C@@H](O)CO

InChI

1S/C4H10O3/c5-2-1-4(7)3-6/h4-7H,1-3H2/t4-/m1/s1

InChI key

ARXKVVRQIIOZGF-SCSAIBSYSA-N

Application

(R)-(+)-1,2,4-Butanetriol can be used as a reactant to prepare:
  • Phenanthrene 9, 10 diacetal from phenanthrene 9, 10 quinone.[1]
  • (R)-1,2,4-Tris(benzoyloxy)butane by reacting with benzyl chloride in the presence of a base and DMAP.[2]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBJ3581
SHBG5769V
SHBD8512V
SHBC9091V
BCBK3992V

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Direct protection of 1,2 diols from α-diketones
Douglas NL, et al.
Synlett (1996)
Determination of the relative and absolute stereochemistry of fostriecin (CI-920)
Boger DL, et al.
The Journal of Organic Chemistry, 62(6), 1748-1753 (1997)

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