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Merck

122696

Sigma-Aldrich

DL-1,2-异亚丙基甘油

≥97.0%

别名:

(±)-2,2-二甲基-1,3-二氧戊环-4-甲醇, (±)-2,2-二甲基-4-羟甲基-1,3-二氧戊环, 1,2-Isopropylidene-rac-glycerol, 丙酮缩甘油

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About This Item

经验公式(希尔记法):
C6H12O3
CAS号:
分子量:
132.16
Beilstein:
104465
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

方案

≥97.0%

表单

liquid

折射率

n20/D 1.434 (lit.)

沸点

188-189 °C (lit.)

溶解性

H2O: miscible
alcohol: miscible
diethyl ether: miscible
oil: miscible
petroleum ether: miscible

密度

1.063 g/mL at 25 °C (lit.)

官能团

ether
hydroxyl
ketal

SMILES字符串

CC1(C)OCC(CO)O1

InChI

1S/C6H12O3/c1-6(2)8-4-5(3-7)9-6/h5,7H,3-4H2,1-2H3

InChI key

RNVYQYLELCKWAN-UHFFFAOYSA-N

一般描述

DL-1,2-异亚丙基甘油在磷钨酸催化下发生有效的异亚丙基化脱保护反应

应用

以 DL-1,2-异亚丙基甘油为起始原料合成了郁金香酯衍生物

法律信息

象形图

Health hazardExclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Repr. 2

储存分类代码

10 - Combustible liquids

WGK

WGK 1

闪点(°F)

194.0 °F - closed cup

闪点(°C)

90 °C - closed cup

个人防护装备

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Useful methods for the synthesis of isopropylidenes and their chemoselective cleavage.
Vanlaldinpuia K and Bez G.
Tetrahedron Letters, 52(29), 3759-3764 (2011)
Alvise Perosa et al.
Molecules (Basel, Switzerland), 21(2), 170-170 (2016-02-04)
The caprylic, lauric, palmitic and stearic esters of solketal and glycerol formal were synthesized with high selectivity and in good yields by a solvent-free acid catalyzed procedure. No acetal hydrolysis was observed, notwithstanding the acidic reaction conditions.
Thomas Mendgen et al.
Bioorganic & medicinal chemistry letters, 20(19), 5757-5762 (2010-08-24)
The enzyme MurA performs an essential step in peptidoglycan biosynthesis and is therefore a target for the discovery of novel antibacterial compounds. We report here the inhibition of MurA by natural products from tulips (tulipalines and tuliposides), and the structure-activity
Enzymatic synthesis of 2,3-O-isopropylidene-sn-glycerol, a chiral building block for platelet-activating factor.
H Suemune et al.
Chemical & pharmaceutical bulletin, 34(8), 3440-3444 (1986-08-01)
P Kanda et al.
Journal of lipid research, 21(2), 257-258 (1980-02-01)
A new procedure for the preparation of 2,3-O-isopropylidene-sn-glycerol is described. L-arabinose is converted to its 4,5-monoisopropylidene diethyl mercaptal derivative. This compound is then subjected to periodate oxidation and borohydride reduction. Following neutralization, the aceton-glycerol is extracted from the aqueous solution

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