Borane-tetrahydrofuran complex

Borane-tetrahydrofuran complex 구조식 이미지
카스 번호:
14044-65-6
상품명:
Borane-tetrahydrofuran complex
동의어(영문):
BH3-THF;BORANE;Trihydro(tetrahydrofuran)boron;BORANE TETRAHYDROFURAN COMPLEX;BORANE-TETRAHYDROFURAN;BTHF;Borane, 1M in tetrahydrofuran;Borane-tetrahydrofuran complex, 1M soln. in THF, packaged under Argon in resealable ChemSeal^t bottl;Borane-tetrahydrofuran complex, 1M soln. in THF, packaged under Argon in resealable ChemSealTM bottles;DKK33
CBNumber:
CB9239528
분자식:
C4H11BO
포뮬러 무게:
85.94
MOL 파일:
14044-65-6.mol

Borane-tetrahydrofuran complex 속성

녹는점
-17 °C
끓는 점
35 °C
밀도
0.898 g/mL at 25 °C
인화점
1 °F
저장 조건
Store at <= 20°C.
물리적 상태
액체
색상
무색의
수용성
물과 반응
감도
Air & Moisture Sensitive
BRN
3668402
노출 한도
ACGIH: TWA 50 ppm; STEL 100 ppm (Skin)
OSHA: TWA 200 ppm(590 mg/m3)
NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3)
안정성
안정적이지만 공기와 접촉하면 폭발성 과산화물을 형성할 수 있습니다. 산, 산 염화물, 산 무수물, 산화제, 알코올과 호환되지 않습니다. 물과 격렬하게 반응함. 가연성이 높습니다. 불활성 가스하에 보관하십시오.
CAS 데이터베이스
14044-65-6(CAS DataBase Reference)
EPA
Boron, trihydro(tetrahydrofuran)-, (T-4)- (14044-65-6)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F,Xn,Xi
위험 카페고리 넘버 14/15-19-22-36/37/38-41-37/38-11-67-66-40-36/37
안전지침서 16-33-36/37/39-7/9-7/8-43-37/39-26-36-29-36/37
유엔번호(UN No.) UN 3399 4.3/PG 1
WGK 독일 3
F 고인화성물질 1-10-13-34
TSCA Yes
위험 등급 4.3
포장분류 I
HS 번호 29321900
그림문자(GHS): GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H225 고인화성 액체 및 증기 인화성 액체 구분 2 위험 GHS hazard pictograms P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H260 물과 접촉시 자연 발화성 인화성 가스를 발생시킴 물반응성 물질 및 혼합물 구분 1 위험 GHS hazard pictograms P223, P231+P232, P280, P335+ P334,P370+P378, P402+P404, P501
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 GHS hazard pictograms P264, P270, P301+P312, P330, P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H318 눈에 심한 손상을 일으킴 심한 눈 손상 또는 자극성 물질 구분 1 위험 GHS hazard pictograms P280, P305+P351+P338, P310
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H333 흡입하면 유해할 수 있음 급성 독성 물질 흡입 구분 5 P304+P312
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
H351 암을 일으킬 것으로 의심됨 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 2 경고 P201, P202, P281, P308+P313, P405,P501
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P223 물과 접촉하지 마시오.
P231+P232 불활성 기체 하에서 취급하고, 습기를 방지하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P303+P361+P353 피부(또는 머리카락)에 묻으면 오염된 모든 의복은 벗거나 제거하시오 피부를 물로 씻으시오/샤워하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P370+P378 화재 시 불을 끄기 위해 (Section 5. 폭발, 화재시 대처방법의 적절한 소화제)을(를) 사용하시오.
P402+P404 건조한 장소에 보관하시오. 밀폐된 용기에 보관하시오.
P403+P235 환기가 잘 되는 곳에 보관하고 저온으로 유지하시오.
P405 밀봉하여 저장하시오.
NFPA 704
3
2 2
W

Borane-tetrahydrofuran complex C화학적 특성, 용도, 생산

개요

Borane tetrahydrofuran complex (BH3-THF) is widely used as a reducing agent in organic synthesis. It is also used as a reagent in hydroboration reactions.It is a charge-transfer complex that is a useful surrogate for diborane1 in organic synthesis. It can be used to reduce carboxylic acids to alcohols or nitriles to primary amines. It reacts with olefins to add the BH2 functional group. Alkyl- or arylboranes formed in this way can further react with unsaturated compounds such as olefins, imines, ketones, and alkynes (the hydroboration reaction) to make useful boron-containing intermediates.

화학적 성질

colourless liquid

용도

Borane-tetrahydrofuran complex is used to reduce Nylon surface amide groups to secondary amines.It is an important reagent used in the reduction of certain functional groups viz. aldehyde, ketone, carboxylic acid, amide, oxime, imine and nitrile. It is also used as hydro borating agent. It acts as a borane source for oxazaborolidine catalyzed asymmetric reductions.

주요 응용

New, Safer, NIMBA-Stabilized BH3 THF Solutions
BH3-THF can be used as a reducing agent for the reduction of various functional groups such as carboxylic acids, aldehydes, ketones, esters, acid chlorides, nitriles, epoxides, amides, lactones, oximes, and imines into corresponding alcohols and amines. Grignard reagents, arylmercury, arylthalium, and allyl and propargyllithium compounds react with BH3?THF to give organoboranes, which can be oxidized to the corresponding alcohols, phenols, and 1,3-diols.
It can also be used:
To synthesize the chiral borane catalyst, which is used in the enantioselective halo-aldol reaction.
To prepare 9-unsubstituted acridines by reduction of corresponding acridones.
To reduce nylon surface amide groups to secondary amines.

화학 반응

Borane-tetrahydrofuran complex (BTHF) is a valuable reagent for the reduction of functional groups and for hydroboration reactions with carbon-carbon double and triple bonds. Functional groups that are readily reduced by BTHF include aldehyde, ketone, carboxylic acid, amide, oxime, imine, and nitrile. The carboxylic acid group is reduced at a faster rate than most groups including non-conjugated alkene. Conjugated α,β-unsaturated carboxylic acids give saturated alcohols as the major products.
Ketones and the carbonyl of enones are effectively reduced with borane-tetrahydrofuran. The addition of borohydride to the reaction solution is advantageous for accelerated reduction as well as higher selectivity towards carbonyl reduction in conjugated and non-conjugated enones.
Borane-tetrahydrofuran complex reaction
Asymmetric ketone reduction using chiral oxazaborolidine catalysts was recently reviewed. Work at Callery with BTHF improved on reaction conditions to provide consistent results in the reduction.

일반 설명

Borane tetrahydrofuran complex (BH3-THF) is widely used as a reducing agent in organic synthesis. It is also used as a reagent in hydroboration reactions.

주의 사항

Air and moisture sensitive. Forms explosive peroxides in contact with air. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents and alcohols. On hydrolysis, it forms hydrogen and boric acid.

Borane-tetrahydrofuran complex 준비 용품 및 원자재

원자재

준비 용품


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