2,2-dimethylpropanal

• ChemBase编号: 85611
• 分子式: C5H10O
• 平均质量: 86.1323
• 单一同位素质量: 86.07316494
• SMILES: O=CC(C)(C)C
• Canonical SMILES: O=CC(C)(C)C
• InChI: InChI=1S/C5H10O/c1-5(2,3)4-6/h4H,1-3H3
• InChIKey: FJJYHTVHBVXEEQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,2-dimethylpropanal
• IUPAC传统名: pivalaldehyde
• 别名: 三甲基乙醛; 特戊醛; 三甲基乙醛; 特戊醛; Trimethylacetaldehyde; Pivalaldehyde; 2,2-Dimethylpropanal; 2,2-Dimethylpropanone; 2,2-Dimethylpropionaldehyde; NSC 22043; Neopentaldehyde; Neopentanal; Pivalic Aldehyde; Pivaldehyde; Trimethylacetaldehyde; 2,2-Dimethylpropanal; pivalaldehyde; Pivalaldehyde; TRIMETHYLACETALDEHYDE

登记号

• CAS号: 630-19-3
• EC号: 211-134-6
• MDL号: MFCD00006962
• Beilstein号: 506060
• PubChem SID: 24887363; 162072727; 24900418
• PubChem CID: 12417

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 1.4175744
• LogD (pH = 7.4): 1.4175744
• Log P: 1.4175744
• 摩尔折射率: 25.4207 cm^3
• 极化性: 10.010134 Å^3
• 极化表面积: 17.07 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: Colourless Liquid
• 熔点: 6 °C(lit.); 6°C; 6°C
• 沸点: 71-74°C; 74 °C/730 mmHg(lit.); 74°C; 74°C; 74-76°C; ca 75°C
• 闪点: -15.5°C; -15°C(5°F); -16 °C; -16°C; -2°C(28°F); 3.2 °F; 4 °F
• 密度: 0.775; 0.783; 0.785; 0.793 g/ml; 0.793 g/mL at 25 °C(lit.)
• 折射率: 1.3794; n20/D 1.378(lit.); n20/D 1.379

安全信息

• 保存条件: 2-8°C, Desiccate; Refrigerator
• 保存注意事项: Air Sensitive; Highly Flammable/Irritant/Light Sensitive/Air Sensitive/Keep Cold/Store under Argon
• 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: 1989; UN1989; UN1993
• 德国WGK号: 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; II; III
• 澳大利亚Hazchem: 3YE
• 危险公开号: 11; 11-36/37; 11-37/38; R:11
• 安全公开号: 16-23; 9-16-26-46; 9-16-33; S:9-16-29
• 欧盟危险货物分类: F1
• 欧盟危险识别号(EUHIN): 3B
• 美国ERG指导号: 129
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Danger
• GHS危险声明: H225; H225-H315-H335; H225-H319-H335
• GHS警示性声明: P210-P243-P403; P210-P261; P210-P301+P310-P305+P351+P338-P403+P233
• 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 1989 3/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (GC); 96%; ca 75% in tert-butanol; TECH
• 级别: purum
• 杂质: ~1% pivalic acid
• 线性分子式: (CH3)3CCHO

详细说明

MP Biomedicals - 02157067

Light yellow
1 ml = approx. 0.78 g

Sigma Aldrich - T71501

Application
用于研究醛与 TMS-CN 和手性钒(V)-salen 络合物的不对称氰化。
羟醛缩合反应中常用的结构单元。
包装
5, 25, 100 mL in glass bottle

参考文献

• Promotes the epoxidation of alkenes with molecular oxygen: Tetrahedron Lett., 33, 6827 (1992).
• Derivatizing agent for amino acids, forming oxazolidinones as volatile derivatives for GC: Anal. Biochem., 49, 442 (1972); Aust. J. Biol. Sci., 26, 831 (1973).
• For formation of the fused pyrrolidino-oxazolidinone from L-proline, catalyzed by trifluoroacetic acid, and use of the product in a synthesis of ɑ-branched amino acids, see: Org. Synth.Coll., 9, 626 (1998):
  
• For use in the protection of asparagine as a tetrahydropyrimidinone derivative, see: Org. Synth.Coll., 9, 17 (1998). For use of this system in ɑ-alkylation of (S)-asparagine with self-regeneration of the stereogenic center, see: J. Org. Chem., 63, 4706 (1998).
• The imine formed with ethylamine has been used to convert aryl chlorides to the hindered tertiary amides: N-ethyl-N-(1-methoxy-2,2-dimethylpropyl)benzamides, which can be ortho metallated cleanly at higher temperatures than other amide systems: J. Org. Chem., 60, 8417 (1995).