2,2-dimethoxypropane

• ChemBase编号: 78097
• 分子式: C5H12O2
• 平均质量: 104.14758
• 单一同位素质量: 104.08372962
• SMILES: O(C(OC)(C)C)C
• Canonical SMILES: COC(OC)(C)C
• InChI: InChI=1S/C5H12O2/c1-5(2,6-3)7-4/h1-4H3
• InChIKey: HEWZVZIVELJPQZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,2-dimethoxypropane
• IUPAC传统名: 2,2-dimethoxypropane
• 别名: 丙酮缩二甲醇; 2,2-二甲氧基丙烷; acetone dimethyl acetal; 2,2-Dimethoxypropane; 2,2-Dimethoxypropane; Acetone dimethyl acetal 98%; 2,2-Dimethoxypropane; DMP; ACETONE DIMETHYL ACETAL

登记号

• CAS号: 77-76-9
• EC号: 201-056-0
• MDL号: MFCD00008479
• Beilstein号: 635678
• PubChem SID: 24893272; 24859870; 24886512; 162042919
• PubChem CID: 6495
• Chemspider ID: 6250
• 维基百科标题: 2,2-Dimethoxypropane

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.6652705
• LogD (pH = 7.4): 0.6652705
• Log P: 0.6652705
• 摩尔折射率: 28.7296 cm^3
• 极化性: 11.331112 Å^3
• 极化表面积: 18.46 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 15 g/L (20 °C) in water
• 外观: Colorless liquid
• 熔点: -47°C; -47°C
• 沸点: 79-81 °C; 79-81°C; 79-81°C; 83 °C(lit.); 83°C
• 闪点: -10 °C; -11°C; -11°C(12°F); 14 °F
• 密度: 0.847 g/mL at 25 °C(lit.); 0.848; 0.85 g/cm3
• 折射率: 0.848; 1.3780; n20/D 1.378; n20/D 1.378(lit.)
• 蒸汽压: 60 mmHg ( 15.8 °C)
• 蒸汽密度: 3.59 (vs air)

安全信息

• 保存注意事项: Highly Flammable/Irritant/Moisture Sensitive
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 1993; UN3271
• 德国WGK号: 2
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 11-36
• 安全公开号: 26; 9-16-23-26-33-60
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Danger
• 爆炸极限: 31 %, 58 °F; 6 %, 27 °F
• GHS危险声明: H225-H319
• GHS警示性声明: P210-P305 + P351 + P338; P210-P305+P351+P338
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 2

产品相关信息

• 纯度: ≥96.0% (GC); ≥99.4% (GC); 98%
• 级别: analytical standard; for GC derivatization; purum; reagent grade
• 包装: bottle of 25 g
• 简要说明: Alkylation reagent
• 有效期: (limited shelf life, expiry date on the label)
• Derivatization reagent for: Esterifications
• 线性分子式: (CH3)2C(OCH3)2

详细说明

Sigma Aldrich - D136808

Application
以丙酮化合物的形式制备 1,2-二醇。1
包装
18 L in steel drum
25, 500 mL in glass bottle
2, 2.5 L in glass bottle

参考文献

• Widely used for the isopropylidenation of diols; see, e.g.: Org. Synth. Coll., 9, 450, 717 (1998). Isopropylidenation of acid-sensitive carbohydrates in the presence of 2,3-Dichloro-5,6-dicyanobenzoquinone, A11879: Acta Chem. Scand., 47, 843 (1993); preparation of acyclic mixed acetals of carbohydrates: Acta Chem. Scand., 48, 80 (1994). For use in the cyclization of N-Boc serine methyl ester to the oxazolidine, see: Org. Synth. Coll., 9, 300 (1998).
• Methyl ester hydrochlorides of amino acids can be conveniently prepared with excess reagent in combination with conc. HCl. Water is removed in situ, thus displacing the equilibrium in favor of the ester: J. Org. Chem., 28, 3898 (1963). Methyl esters of non-aromatic acids can also be prepared with the reagent in MeOH with a catalytic amount of HCl or TMS chloride: Tetrahedron Lett., 38, 2685 (1997).
• Methoxylating agent for preparation of acetals by acid-catalyzed exchange: J. Org. Chem., 25, 521 (1960). Also used as a water-scavenger in the preparation of acetals from higher-boiling alcohols and ketones: Org. Synth. Coll., 5, 292 (1973).