3,4-Dihydro-2H-pyran 3,4-二氢-2H-吡喃

CAS 110-87-2 MFCD00006558

化学结构图

110-87-2
SMILES: C1=COCCC1

化学属性

Mol. FormulaC5H8O
Mol. Weight84
Refractive index1.4390 to 1.4430
Boiling Point86°C
Density0.922
Melting Point-70
Flash Point-6°C(lit.)
TSCAYes
Vapor Density2.9 (vs air)
Solubility20 G/L (20 ºC)
Appearance 无色液体。凝固点-70℃，沸点86-87℃，相对密度0.9221（19/15℃），折光率1.4402（19℃），闪点-15℃。3,4-二氢-2H-吡喃(110-87-2)在100ml水中可溶解3g，可溶于多数有机溶剂。
Danger-Level甲类

别名和识别编码

Chemical Name3,4-Dihydro-2H-pyran
CAS Number110-87-2
Alfabeta NameDIHYDROPYRAN H342---,
MDL NumberMFCD00006558
PubChem Substance ID87567211
EC Number203-810-4
Beilstein Registry Number17(5)1,181
Reaxys-RN103493
Synonym DIHYDROPYRANE 3,4-Dihydro-2H-pyrane 2,3-dihydropyran 2,3-dihydro-γ-pyran 2,3-二氢吡喃 2,3- DIHYDROPYRAN 3,4-dihydro-2h-pyra 3,4-dihydropyrane Δ2-Dihydropyrane 2,3-dihydro-4H-pyrane 3,4-二氢(2H)吡喃 2H-pyran, 3,4-dihydro- DHP 2,3-dihydro-2H-pyran 2H-3,4-dihydropyran 2H-3,4-Dihydropyran 2,3-Dihydropyran 3,4-DIHYDRO-2H-PYRAN 3,4-Dihydro-2H-pyran 5,6-DIHYDRO-4H-PYRAN 2,3-DIHYDRO-4H-PYRAN 3,4-dihydro-2H-pyran delta2-Dihydropyran 3,4-dihydro-α-pyran delta(Sup2)-Dihydropyran 3,4-二氢-2H-吡喃 Pyran, dihydro- 2,3-二氢吡喃 二氢吡喃 2,3-Dihydro-4H-pyran, 5,6-D
Chemical Name Translation3,4-二氢-2H-吡喃
LabNetwork Molecule IDLN00173788
InChIInChI=1S/C5H8O/c1-2-4-6-5-3-1/h2,4H,1,3,5H2
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分类

  • Chemical Synthesis, Others, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents
  • {uni_hamburg} no charge; oxygen heterocycle; alicycle; 6RingOnly; 6ring; ether; 1fragment
  • {SNA} Chemical Synthesis, Others, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents
  • {SNA} Chemical Synthesis, Other Protecting and Derivatizing Reagents, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents

产品应用

  • 广泛地用于OH保护试剂。二氢吡喃化学性质活泼，通过聚合、加氢、氧化等反应可制得四氢吡喃、戊二醇、戊二酸、戊内酯、戊二烯以及树脂类产品。

相关文献及参考

  • For selective deprotection of THP ethers under non-acidic conditions with LiCl in wet DMSO, see: J. Org. Chem., 61, 6038 (1996).
  • The lithio-derivative, formed with tert-BuLi, reacts with, e.g. alkyl iodides or carbonyl compounds: Tetrahedron Lett., 4187 (1977).
  • Beilstein:17(5)1,181
  • Protects OH groups as their tetrahydropyranyl, (THP) ethers, stable to bases, Grignard or organolithium reagents, metal hydrides, etc., but readily removed by mild acid. Introduction (acetal formation) generally employs an acid catalyst, often p-TsOH. For example of protection, reaction with Grignard, and deprotection, see: Org. Synth. Coll., 7, 334 (1990). For alternative catalysts for THP ether formations, see: Pyridinium p-toluenesulfonate, A15708, Triphenyl­phosphine hydrobromide, L14290, Boron trifluoride diethyl­ etherate, A15275, Amberlyst® 15, 89079, Montmorillonite K10, L15160, Acetonyl­triphenyl­phosphonium bromide, B22434, Indium(III)­ trifluoromethanesulfonate, 40131. Sulfuric acid/ silica gel: Synth. Commun., 22, 159 (1992), allows the catalyst to be removed by simple filtration. POCl3, described for the protection of diethyl hydroxymethylphosphonate, permits use in the Horner-Wadsworth-Emmons reaction: Org. Synth. Coll., 7, 160 (1990). See also Iodotrimethyl­silane, A12902, providing non-acidic conditions; cf also Tetrahydropyran, A13392. For selective monotetrahydropyranylation of symmetrical diols, catalyzed by acidic ion-exchange resin, Dowex® 50WX2 50-100 (H), L13943, see: J. Org. Chem., 63, 8183 (1998).
  • For selective deprotection of THP ethers under n
  • Acetals and ortho esters, in the presence of Lewis acid catalysts, add readily to the vinyl ether system: Chem. Lett., 1101 (1988).

安全信息

Warnings IRRITANT
GHS Symbol
WGK Germany3
Hazard Codes F;Xi
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241+P242+P243
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P352+P332+P313+P362+P364
  • P303+P361+P353
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P370+P378
  • P403+P235
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word
Safety Statements
  • S37 Wear suitable gloves 戴适当手套；
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾；
  • S7/9 Keep container tightly closed and in a well-ventilated place 保持容器严格密闭，置于通风良好的场所；
  • S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
Risk Statements
  • R11 Highly flammable 非常易燃
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
UN Number 2376 UN 2376 3/PG 2
Packing GroupII
Hazard Class3
Storage condition Flammables area

其他信息

  • Acros Organics:3,4-二氢-2H-吡喃 3,4-Dihydro-2H-pyran, 99%(110-87-2)
  • 上游原料:四氢糠醇
  • 用途一:用作医药中间体
  • TCI Shanghai:3,4-二氢-2H-吡喃 3,4-Dihydro-2H-pyran,>;96.0%(GC)(110-87-2)
  • 3,4-二氢-2H-吡喃价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 AD10620802 3，4-二氢-2H-吡喃，97％ 100ml 337元 2011/08/23 K3735001 3，4-二氢-吡喃 100ml 300元 2011/04/16 D0555 3,4-二氢-2H-吡喃 3,4-Dihydro-2H-pyran 500ML 1120元
  • 图谱信息:3,4-二氢-2H-吡喃(110-87-2)Raman光谱 3,4-二氢-2H-吡喃(110-87-2)核磁图( 13 CNMR) 3,4-二氢-2H-吡喃(110-87-2)质谱(MS) 3,4-二氢-2H-吡喃(110-87-2)红外图谱(IR1) 3,4-二氢-2H-吡喃(110-87-2)核磁图( 1 HNMR)
  • MOL 文件:110-87-2.mol
  • 海关编码:29329995
  • 蒸气密度:2.9 (vs air)
  • 用途三:广泛地用于OH保护试剂。二氢吡喃化学性质活泼，通过聚合、加氢、氧化等反应可制得四氢吡喃、戊二醇、戊二酸、戊内酯、戊二烯以及树脂类产品。
  • Sigma Aldrich:110-87-2(sigmaaldrich)
  • 存储注意事项:氮气保护
  • MSDS 信息:3,4-Dihydro-2H-pyran(110-87-2).msds
  • 用途二:二氢吡喃化学性质活泼，通过聚合、加氢、氧化等反应可制得四氢吡喃、戊二醇、戊二酸、戊内酯、戊二烯以及树脂类产品。
  • Hazard Note:Highly Flammable/Irritant
  • 下游产品:戊二醛 --> 1H-吡唑-3-硼酸
  • 方法一:由四氢糠醇脱水、扩环而得。
  • 水中溶解度: 20 G/L WATER (20°C)。溶于醇，微溶于氯仿，可溶于多数其它有机溶剂。
  • Alfa Aesar:3,4-二氢-2H-吡喃,99% 3,4-Dihydro-2H-pyran, 99%(110-87-2)

系列性分类

  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Pyrans 派兰斯
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  4. Protecting and Derivatizing Reagents - Protection and Derivatization
  5. Others - Protecting and Derivatizing Reagents
  1. Functional Group 官能团索引
  2. enol ether