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Merck

296678

Sigma-Aldrich

(S)-(-)-1,2,4-丁三醇

98%

别名:

(2S)-(-)-Butane-1,2,4-triol, (S)-(-)-1,2,4-Trihydroxybutane

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About This Item

线性分子式:
HOCH2CH2CH(OH)CH2OH
CAS号:
分子量:
106.12
Beilstein:
1719408
MDL號碼:
分類程式碼代碼:
12352001
PubChem物質ID:
NACRES:
NA.22

化驗

98%

光學活性

[α]19/D −28±2, c = 1 in methanol

光學純度

ee: 99% (GLC)

折射率

n20/D 1.475 (lit.)

bp

150 °C/0.04 mmHg (lit.)

密度

1.19 g/mL at 25 °C (lit.)

SMILES 字串

OCC[C@H](O)CO

InChI

1S/C4H10O3/c5-2-1-4(7)3-6/h4-7H,1-3H2/t4-/m0/s1

InChI 密鑰

ARXKVVRQIIOZGF-BYPYZUCNSA-N

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一般說明

(S)-(-)-1,2,4-Butanetriol can be prepared via reduction of (S)-malic acid in the presence of borane-dimethyl sulfide.

應用

(S)-(-)-1,2,4-Butanetriol may be used as a starting material in the enantioselective total syntheses of (+)-azimine and (+)-carpaine.
It can also be used to prepare the following organic building blocks:
  • (+)-3,4-epoxy-1-butanol
  • (2S,4S)-4-(hydroxymethyl)-2-ferrocenyl-1,3-dioxane
  • (S)-1,2,4-triacetoxybutane via acetylation with acetic anhydride
  • (S)-1,2,4-tris-(3,5-dinitrobenzoy1oxy)butane via esterification with 3,5-dinitrobenzoyl chloride

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

230.0 °F - closed cup

閃點(°C)

110 °C - closed cup

個人防護裝備

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


分析证书(COA)

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Enantioselective total synthesis of (+)-azimine and (+)-carpaine.
Sato T, et al.
Organic Letters, 5(21), 3839-3842 (2003)
Asymmetric Michael addition of thiophenol to maleic acid esters
Yamashita H and Mukaiyama T
Chemistry Letters (Jpn), 14(3), 363-366 (1985)
An efficient asymmetric synthesis of 2-substituted ferrocenecarboxaldehydes
Riant O, et al
The Journal of Organic Chemistry, 62(20), 6733-6745 (1997)
Facile access to (S)-1, 2, 4-butanetriol and its derivatives.
Hanessian S, et al.
Canadian Journal of Chemistry, 62(11), 2146-2147 (1984)

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