(2S)-2-methoxy-2-phenylacetic acid

• ChemBase编号: 137681
• 分子式: C9H10O3
• 平均质量: 166.1739
• 单一同位素质量: 166.06299418
• SMILES: CO[C@@H](c1ccccc1)C(=O)O
• Canonical SMILES: CO[C@@H](c1ccccc1)C(=O)O
• InChI: InChI=1S/C9H10O3/c1-12-8(9(10)11)7-5-3-2-4-6-7/h2-6,8H,1H3,(H,10,11)/t8-/m0/s1
• InChIKey: DIWVBIXQCNRCFE-QMMMGPOBSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-methoxy-2-phenylacetic acid
• IUPAC传统名: (S)-methoxy(phenyl)acetic acid
• 别名: O-甲基-L-扁桃酸; (S)-(+)-α-甲氧基苯乙酸; (R)-(-)-α-甲氧基苯乙酸; O-Methyl-L-mandelic acid; (S)-(+)-α-Methoxyphenylacetic acid; O-Methyl-(R)-mandelic acid; (R)-(-)-alpha-Methoxyphenylacetic acid; O-Methyl-(S)-mandelic acid; (S)-(+)-alpha-Methoxyphenylacetic acid; L-α-Methoxyphenylacetic Acid; (S)-2-Methoxy-2-(phenyl)ethanoic Acid; (S)-(+)-O-Methylmandelic Acid; α-Methoxy-benzeneacetic Acid; (S)-(+)-α-Methoxyphenylacetic Acid

登记号

• CAS号: 26164-26-1; 3966-32-3
• EC号: 223-580-9; 247-492-5
• MDL号: MFCD00004250; MFCD00064216
• Beilstein号: 2361718; 3589257
• PubChem SID: 24883690; 24854969; 162231943
• PubChem CID: 643325

理论计算性质

• Acid pKa: 3.86125
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -0.104102835
• LogD (pH = 7.4): -1.6942174
• Log P: 1.5389621
• 摩尔折射率: 43.455 cm^3
• 极化性: 17.063671 Å^3
• 极化表面积: 46.53 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dichloromethane; Ether; Ethyl Acetate; Water
• 外观: White Solid
• 熔点: 58-60°C; 63-68°C; 64-66 °C(lit.); 64-67 °C
• 沸点: 164-166°C/18mm
• 比旋光度: [α]17/D +150°, c = 1 in ethanol; [α]20/D +148°, c = 0.5 in ethanol; [α]20/D +149±2°, c = 0.5% in ethanol; +146 (c=0.5 in ethanol); -146 (c=0.5 in ethanol)

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥99%; ≥99.0%; ≥99.0% (T); 99%
• 级别: Flukabrand™ ChiraSelect reagent; for chiral derivatization
• 光学纯度: ee: ≥99% (GLC); enantiomeric ratio: ≥99.5:0.5 (HPLC)
• 线性分子式: C6H5CH(OCH3)CO2H

详细说明

Sigma Aldrich - 248983

包装
1 g in glass bottle
Application
Reactant involved in the synthesis of biologically active molecules including:
• Acyclonucleoside phosphonates structural analogs of adefovir1
• Labeled discodermolide for studying binding to tubulin2
• 10-Isocyano-4-cadinene used for antifouling activity3Reactant involved in studies of immunostimulating chromanones gonytolides A-C4Reactant involved in:
• Hydroxylations and epoxidations5
• Hydrogenations6

Sigma Aldrich - 421766

Application
Reactant involved in the synthesis of biologically active molecules including:
• Acyclonucleoside phosphonates structural analogs of adefovir1
• Labeled discodermolide for studying binding to tubulin2
• 10-Isocyano-4-cadinene used for antifouling activity3Reactant involved in studies of immunostimulating chromanones gonytolides A-C4Reactant involved in:
• Hydroxylations and epoxidations5
• Hydrogenations6
法律信息
Flukabrand 商标 Sigma-Aldrich GmbH

Sigma Aldrich - 65208

Application
Reactant involved in the synthesis of biologically active molecules including:
• Acyclonucleoside phosphonates structural analogs of adefovir1
• Labeled discodermolide for studying binding to tubulin2
• 10-Isocyano-4-cadinene used for antifouling activity3Reactant involved in studies of immunostimulating chromanones gonytolides A-C4Reactant involved in:
• Hydroxylations and epoxidations5
• Hydrogenations6

参考文献

• With chiral amines, forms diastereomeric amides which have been used to establish absolute configuration by ¹ H NMR: J. Org. Chem., 59, 4202 (1994); 60, 1538 (1995).
• Chiral derivatization agent for determination of absolute configuration of alcohols by NMR: Topics Stereochem ., 2, 199 (1967); J. Org. Chem., 51, 2370 (1986). Also used in determination of the absolute stereochemistry of chiral amines: J. Org. Chem., 60, 1538 (1995).