211249
三氯化硼 溶液
1.0 M in hexanes
别名:
Boron chloride, Trichloroborane
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关于此项目
经验公式（希尔记法）:
BCl3
化学文摘社编号:
分子量:
117.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
InChI
1S/BCl3/c2-1(3)4
SMILES string
ClB(Cl)Cl
InChI key
FAQYAMRNWDIXMY-UHFFFAOYSA-N
vapor pressure
16.13 psi ( 55 °C), 5.22 psi ( 20 °C)
form
liquid
reaction suitability
core: boron, reagent type: catalyst
concentration
1.0 M in hexanes
density
0.738 g/mL at 25 °C
storage temp.
2-8°C
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General description
三氯化硼(BCl3)是常用于切断各类醚C-O键的有机合成试剂。
Application
BCl3可用作：
- 作为试剂与芳基醛合成二氯芳基甲烷（偕二氯化物）。
- 用作路易斯酸，在路易斯碱存在下通过醛和α,β-不饱和酮的贝里斯-希尔曼反应制备syn氯化产物。,·
- 用作催化剂，通过1-三甲基锗基-1-炔烃、二氯硼烷—二甲硫和1,3-丙二醇的硼氢化反应制备(Z)-2-(1-三甲基锗基-1-炔基)-1,3,2-二氧硼烷。
用于制备脂肪酸甲酯以及用于三酸甘油酯的酯交换反应。
signalword
Danger
Hazard Classifications
Acute Tox. 2 Oral - Acute Tox. 3 Inhalation - Aquatic Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - Skin Corr. 1B - STOT RE 1 Inhalation - STOT SE 3
target_organs
Central nervous system, Nervous system
supp_hazards
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
法规信息
新产品
此项目有
Titanium (IV) chloride, zirconium (IV) chloride or boron trichloride and phosphine-promoted Baylis-Hillman reaction of aldehydes with α , β -unsaturated ketone
Shi M, et al.
Journal of the Chemical Society. Perkin Transactions 1, (4), 390-393 (2001)
A novel synthesis of (Z)-2-(1-trimethylgermyl-1-alkenyl)-1, 3, 2-dioxaborinanes and their conversion into carboxylic acids
Bhat NG, et al.
Tetrahedron Letters, 46(31), 5109-5111 (2005)
Conversion of aromatic aldehydes to gem-dichlorides using boron trichloride. A new highly efficient method for preparing dichloroarylmethanes.
Kabalka G W and Wu Z
Tetrahedron Letters, 41(5), 579-581 (2000)
Novel polyhydroxylated cyclic nitrones and N-hydroxypyrrolidines through BCl3-mediated deprotection.
Stéphanie Desvergnes et al.
Organic letters, 10(14), 2967-2970 (2008-06-24)
A general method to prepare a new class of carbohydrate-derived, enantiomerically pure polyhydroxypyrroline N-oxides from their alkoxy (protected) derivatives is presented. Boron trichloride is shown to cleave efficiently benzyl ethers and ketals without affecting the imine N-oxide functionality of nitrones.
Lei Zhang et al.
Journal of combinatorial chemistry, 8(3), 361-367 (2006-05-09)
A novel and efficient microwave-assisted, BCl(3) mediated coupling reaction to synthesize o-(hydroxyaryl)(aryl)methanone structures from phenols and acyl chlorides is described. This reaction was further incorporated into a two-step synthesis of biologically interesting xanthones.
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