3-({[bis(propan-2-yl)amino](chloro)phosphanyl}oxy)propanenitrile

• ChemBase编号: 92949
• 分子式: C9H18ClN2OP
• 平均质量: 236.678781
• 单一同位素质量: 236.08452752
• SMILES: N(P(OCCC#N)Cl)(C(C)C)C(C)C
• Canonical SMILES: CC(N(P(OCCC#N)Cl)C(C)C)C
• InChI: InChI=1S/C9H18ClN2OP/c1-8(2)12(9(3)4)14(10)13-7-5-6-11/h8-9H,5,7H2,1-4H3
• InChIKey: QWTBDIBOOIAZEF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-({[bis(propan-2-yl)amino](chloro)phosphanyl}oxy)propanenitrile
• IUPAC传统名: 3-{[chloro(diisopropylamino)phosphanyl]oxy}propanenitrile
• 别名: 氯代(二异丙基氨基)-β-氰基乙氧基膦; 2-氰乙基N,N-二异丙基氯亚磷酰胺; 2-氰基乙基 二异丙基氯代亚磷酰胺; Chloro(diisopropylamino)-β-cyanoethoxyphosphine; 2-Cyanoethyl N,N-diisopropylchlorophosphoramidite; 2-Cyanoethyl diisopropylchlorophosphoramidite; Cyanoethyl N,N-Diisopropyl Phosphoamidochloridite; 2-Cyanoethyl n,n-Diisopropylchlorophosphoramidite; 2-Cyanoethyl bis(prop-2-yl)phosphoramidochloridoite; 2-Cyanoethyl N,N-bis(isopropyl)chlorophosphoramidite

登记号

• CAS号: 89992-70-1
• MDL号: MFCD00011544
• Beilstein号: 3588525
• PubChem SID: 24858245; 24882318; 162079647
• PubChem CID: 2734844

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 1.8914871
• LogD (pH = 7.4): 2.0151713
• Log P: 2.017
• 摩尔折射率: 62.0107 cm^3
• 极化性: 23.965153 Å^3
• 极化表面积: 36.26 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Benzene; Dichloromethane
• 外观: Slightly Hazy Yellow Liquid
• 沸点: 103-104°C/0.08 mm; 103-105°C/0.08mm; 103-105°C/0.08mm
• 闪点: >110°C; >110°C(230°F); 110 °C; 230 °F
• 密度: 1.061; 1.061 g/mL at 25 °C(lit.)
• 折射率: 1.478; 1.4780; n20/D 1.479

安全信息

• 保存条件: Hygroscopic, Store under Inert atmosphere Refrigerator
• 保存注意事项: Corrosive/Harmful/Moisture Sensitive/Store under Argon/Store at -20°C; Moisture Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); X
• 联合国危险货物编号: 2845; UN3265
• 德国WGK号: 3
• 联合国危险货物等级: 4.2; 8
• 联合国危险货物包装类别(PG): 1; II
• 危险公开号: 5-22-34; 5-34
• 安全公开号: 26-36/37/39-45
• TSCA收录: 否
• GHS危险品标识: GHS02; GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H250-H314; H314-H318-H302
• GHS警示性声明: P222-P231-P280-P305 + P351 + P338-P310-P422; P280-P305+P351+P338-P309-P310
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2845 4.2/PG 1
• 保存温度: -20°C

产品相关信息

• 纯度: ≥97.5% (T); 95%
• 级别: purum
• 主要成分: Cl, 13.5-15.5%
• 运输包装: wet ice
• 线性分子式: [(CH3)2CH]2NP(Cl)OCH2CH2CN

详细说明

Apollo Scientific Ltd - OR9800T

A protecting reagent in DNA synthesis. Also a phosphorylating agent.

Sigma Aldrich - 302309

Application
用于可扩展性液相寡核苷酸合成，该合成用于亚磷酰胺化学和 DMT-、iBu- 以及 Bz-保护单体。中间体可通过萃取分离，无需进一步纯化。
用于寡脱氧核糖核苷酸合成过程中 3′-羟基的磷化试剂。1,2,3,4
包装
1, 5 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 63229

Caution
储存时可变混浊
Other Notes
用于亚磷酰胺法的磷酸化剂1,2,3,4,5

Toronto Research Chemicals - C980000

A protecting reagent in DNA synthesis. Also a phosphorylating agent.

参考文献

• Tetrahedron Lett., 24, 5843 (1983)
• Tetrahedron Lett., 27, 1211 (1986)
• Phosphitylating agent for use in oligonucleotide synthesis by the phosphite triester method: Tetrahedron Lett., 24, 5843 (1983); 27, 1211 (1986).