物质信息
ID:740603
名称和标识
IUPAC标准名
sodium boranuide
IUPAC传统名
sodium boranuide
别名
Sodium tetrahydridoborateSodium borohydride硼氢化钠
化合物性质
理化性质
密度
1.074
外观
Powder
熔点
400°C dec.
安全信息
GHS危险品标识
易燃气体类别1
易燃气溶胶，第1,2类
易燃液体，类别1,2,3
自反应物质和混合物，类型B，C，D，E，F
自燃液体类别1
自燃固体类别1
自我放热物质和混合物，类别1,2
与水接触的物质和混合物，放出易燃气体类别1,2,3
有机过氧化物，类别B，C，D，E，F
急性毒性（口服，皮肤接触，吸入），类别1,2,3
腐蚀金属，类别1
腐蚀皮肤，类别1A，1B，1C
严重眼损伤，类别1
保存注意事项
Moisture Sensitive
TSCA收录
是
危险公开号
15-23/24/25-34
GHS警示性声明
P280-P303+P361+P353-P305+P351+P338-P310-P370+P378I-P402+P404
联合国危险货物包装类别(PG)
I
联合国危险货物编号
UN1426
欧盟危险性物质标志
有毒 (T)
易燃性 (F)联合国危险货物等级
4.3
RTECS编号
ED3325000
安全公开号
7/8-26-36/37/39-43-45
GHS危险声明
H301-H311-H331-H314-H318-H261
产品相关信息
纯度
98%
描述信息
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分子图谱
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参考文献
• The reduction of aldehydes and ketones to alcohols occurs in alcoholic or aqueous media. For highly selective reduction of aldehydes in the presence of ketones, see: Synth. Commun., 18, 1927 (1988). For enantioselective reduction, see L-tert-Leucine, L13707. Borohydride reductions can be carried out in organic solvents, e.g. toluene, under phase-transfer conditions, amenable to scale-up: Org. Process Res. Dev., 1, 287 (1997).
• Monograph: J. Seyden-Penne, Reductions by the Alumino- and Borohydrides In Organic Synthesis, 2nd ed., Wiley, N.Y. (1997).
• Acid chlorides are readily reduced to alcohols; controlled reduction at -78o to give the aldehyde has been reported; see, e.g.: Synth. Commun., 12, 839 (1982). See also Bis(triphenylphosphine)copper(I) borohydride, A13730. For an indirect method of reduction, see Triethyl phosphite, L00339.
• Reductive alkylation of amines can be effected with NaBH4/formaldehyde; see e.g.: Synthesis, 743 (1980); or TFA: Synthesis, 709 (1987). See also Sodium cyanoborohydride, 87839. Reductive alkylation of aromatic amines with a variety of aldehydes and ketones has been reported, using NaBH4/H2SO4: Synthesis, 121 (1993).
• The combination of borohydride and iodine (in situ borane) reduces acids to alcohols: J. Org. Chem., 56, 5964 (1991); amino acids to amino alcohols: J. Org. Chem., 58, 3568 (1993); and effects reduction of esters, amides and nitriles, as well as hydroboration of alkenes: Tetrahedron, 45, 4623 (1992). See also Boron trifluoride diethyl etherate, A15275, and Sodium triacetoxyborohydride, B22060.
• Hydroboration of olefins has also been reported under similar conditions: Synlett, 997 (2000).
• A vast number of modified borohydride reagents have been reported, with the objective either of increasing the reducing power or improving selectivity. Many examples involve combinations with metal salts:
• LiCl: reduction of amino acids via Me esters: Tetrahedron Lett., 39, 917 (1998). CaCl2: selective 1,2-reduction enones: Chem. Lett., 1847 (1991). CeCl3: increased selectivity for 1,2-reduction of enones: J. Chem. Soc., Chem. Commun., 601 (1978); reduction of ketones in the presence of aldehydes: J. Am. Chem. Soc., 101, 5848 (1979). CuCl: dehalogenation of aryl iodides and bromides: J. Org. Chem., 54, 5308 (1989); reduction of nitro compounds: Chem. Ind. (London), 75 (1984). CuSO4: reduction of esters, alkenes, nitriles and nitro compounds; amides and acids inert: Synlett, 419 (1990) [but see also Synlett, 79 (1993): Cu(OAc)2 preferred for reduction of nitro-groups]; reduction of azides: Synth. Commun., 24, 549 (1994). NiCl2: generation in situ of nickel boride, as an alternative to Raney nickel for desulfurizations: Synth. Commun., 16, 779 (1986); J. Chem. Soc., Chem. Commun., 819 (1990); J. Org. Chem., 57, 1986 (1992); 58, 2407 (1993); phenols and enols have also been deoxygenated: J. Chem. Soc., Perkin 1, 1897 (1992), and aryl nitrile reduced to benzylamines: Synth. Commun, 32, 1265 (2002). For conversion to Zn(BH4)2, see Zinc chloride, A16281. InCl3: radical reducing system - alternative to Bu3SnH: J. Am. Chem. Soc., 124, 906 (2002) .
• For a brief feature on uses of the reagent in synthesis, see: Synlett, 182 (2005).